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Euphorbia diterpenoids: isolation, structure, bioactivity, biosynthesis, and synthesis (2013-2021)

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Article Chemistry, Applied

Euphopanes A-C, three new diterpenoids from Euphorbia pekinensis

Xue-Long Yan et al.

Summary: Three new diterpenoids, euphopanes A-C (1-3), along with five known compounds were isolated from the roots of Euphorbia pekinensis. Compound 1, 2, and 4 showed significant cytotoxicity against human prostate cancer cells C4-2B.

NATURAL PRODUCT RESEARCH (2022)

Article Chemistry, Applied

New diterpenoids from the stems of Euphorbia antiquorum growing in Vietnam

Thanh-Nha Tran et al.

Summary: This study analyzed the stem extracts of Euphorbia antiquorum and identified two new compounds, ent-3 alpha-acetoxy-16 beta,17,18-trihydroxyatisane (1) and ent-3 alpha,14,16 beta,17-tetrahydroxyatisane (2), along with three known compounds. The evaluation of these compounds revealed significant inhibition against alpha-glucosidase, but none showed cytotoxicity activity.

NATURAL PRODUCT RESEARCH (2022)

Article Chemistry, Multidisciplinary

Natural product-based screening led to the discovery of a novel PXR agonist with anti-cholestasis activity

Dong Huang et al.

Summary: A study identified a lathyrane diterpenoid as a potential treatment for cholestasis, by activating the PXR pathway to accelerate detoxification and promote liver regeneration, thus improving cholestatic liver injury.

ACTA PHARMACOLOGICA SINICA (2022)

Article Biochemistry & Molecular Biology

Euphoesulatin A prevents osteoclast differentiation and bone loss via inhibiting RANKL-induced ROS production and NF-κB and MAPK signal pathways

Yu-ting Zhang et al.

Summary: Euphoesulatin A (Eup A) is a newly discovered compound that inhibits osteoclastogenesis through modulation of multiple signaling pathways, showing potential as a candidate for the development of anti-osteoporosis agents. It has been shown to significantly prevent bone loss in ovariectomized mice, highlighting its therapeutic potential in osteoporosis treatment.

BIOORGANIC CHEMISTRY (2022)

Article Biochemistry & Molecular Biology

Diterpenoids from Euphorbia helioscopia and their enhancement of NK cell-mediated killing of NSCLC cells

Hong-yan Mu et al.

Summary: Fourteen previously unknown diterpenoids were isolated from the whole plants of Euphorbia helioscopia L., and their structures were characterized and evaluated for their cytotoxicity against lung cancer cells. Three compounds were found to significantly enhance the killing activity of natural killer cells against lung cancer cells at low concentrations.

BIOORGANIC CHEMISTRY (2022)

Article Oncology

Jolkinolide B sensitizes bladder cancer to mTOR inhibitors via dual inhibition of Akt signaling and autophagy

Jun Sang et al.

Summary: This study found that the combination therapy of a natural anti-cancer agent Jolkinolide B (JB) and mTOR inhibitors (mTORi) can effectively treat bladder cancer. JB inhibits Akt signaling and cytoprotective autophagy, enhancing the anti-proliferative effects of mTORi. Furthermore, mTORi enhances the pro-apoptotic and pro-paraptotic effects of JB through activating endoplasmic reticulum stress and MAPK pathways.

CANCER LETTERS (2022)

Article Chemistry, Organic

Diterpenoids with Rearranged 9(10→11)-abeo-10,12-Cyclojatrophane Skeleton and the First (15S)-Jatrophane from Euphorbia helioscopia: Structural Elucidation, Biomimetic Conversion, and Their Immunosuppressive Effects

Zhi-Nan Xiang et al.

Summary: Two novel diterpenoids were isolated from Euphorbia helioscopia, with unique structures and biosynthetic pathways. Compound 1 exhibited potent immunosuppressive effect and inspired further study through biomimetic conversion research.

ORGANIC LETTERS (2022)

Article Chemistry, Organic

Euphorstranoids A and B, two highly rearranged ingenane diterpenoids from Euphorbia stracheyi: structural elucidation, chemical transformation, and lipid-lowering activity

Fang-Yu Yuan et al.

Summary: Euphorstranoids A and B, isolated from Euphorbia stracheyi, are highly rearranged ingenane diterpenoids that inhibit the triglyceride level in 3T3-L1 adipocytes by retarding cell adipogenesis at the early stage.

ORGANIC CHEMISTRY FRONTIERS (2022)

Article Chemistry, Applied

Bioactive tigliane diterpenoids from the latex of Euphorbia fischeriana

Yan-Yan Deng et al.

Summary: Latex extracted from Euphorbia fischeriana resists the growth of cotton bollworm, Helicoverpa armigera, with the presence of six aliphatic tigliane diterpenoids. Among these compounds, three are newly discovered. Two major compounds demonstrate significant antifeedant activity against H. armigera.

NATURAL PRODUCT RESEARCH (2021)

Article Chemistry, Applied

A new ent-atisane diterpenoid from the aerial parts of Euphorbia antiquorum L.

Thanh-Nha Tran et al.

Summary: A new ent-atisane diterpenoid, ent-3 alpha-acetoxy-1 beta,16 beta,17-trihydroxyatisane (1), was isolated from the aerial parts of Euphorbia antiquorum L, along with four known compounds. The structure of compound 1 was identified through interpretation of spectroscopic data and comparison with literature reports.

NATURAL PRODUCT RESEARCH (2021)

Article Chemistry, Applied

Euphanoids A and B, two new lathyrane diterpenoids with nitric oxide (NO) inhibitory activity from Euphorbia kansuensis

Xue-Long Yan et al.

Summary: Two new lathyrane diterpenoids, euphanoids A and B, along with five known compounds, were isolated from the roots of Euphorbia kansuensis. Compound 1 and 2 showed pronounced inhibition on NO production induced by LPS, with IC50 values of 4.7 and 9.5 μM, respectively.

NATURAL PRODUCT RESEARCH (2021)

Article Plant Sciences

Cytotoxic jatrophane diterpenoids from the aerial parts of Euphorbia helioscopia

Ming Zhou et al.

Summary: A phytochemical study of the aerial parts of Euphorbia helioscopia led to the isolation of three new jatrophane diterpenoids, euphoheliphanes A-C. These compounds exhibited cytotoxic activities against six renal cancer cell lines with IC50 values less than 50 μM.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2021)

Article Plant Sciences

Antimicrobial ent-abietane-type diterpenoids from the roots of Euphorbia wallichii

He Li et al.

Summary: Three previously undescribed ent-abietane-type diterpenoids were isolated from the roots of Euphorbia wallichii, and their structures were elucidated by spectroscopic analysis. The isolated compounds exhibited antimicrobial activity against Gram positive bacteria in vitro, with minimum inhibitory concentration values less than 60 μg/ml.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2021)

Article Chemistry, Applied

Three new diterpenoids fromEuphorbia peplus

Yan-Ni Chen et al.

Summary: Three new diterpenoids and four known compounds were isolated from Euphorbia peplus, and their structures were identified through spectroscopic analysis. The cytotoxic activities of the compounds against five human tumor cell lines were evaluated at a concentration of 40 μM, showing no activity. Compound 3 was found to enhance lysosomal biogenesis.

NATURAL PRODUCT RESEARCH (2021)

Article Oncology

New Diterpene Compound fromEuphorbia connate Boiss., 3,7,14,15-Tetraacetyl-5-Propanoyl-13(17)-Epoxy-8,10(18)-Myrsinadiene, Inhibits the Growth of Ovarian Cancer Cells by Promoting Mitochondrial-Mediated Apoptosis

Mohammad Hossein Abdolmohammadi et al.

Summary: The newly discovered diterpene TPEM exhibited significant inhibitory effects on ovarian cancer cells, inducing cell death through the apoptotic pathway and suggesting a mitochondrial-mediated apoptosis. Additionally, TPEM also significantly increased ROS levels in the cells.

NUTRITION AND CANCER-AN INTERNATIONAL JOURNAL (2021)

Article Chemistry, Multidisciplinary

Collective Total Synthesis of Casbane Diterpenes: One Strategy, Multiple Targets

Lorenz E. Loeffler et al.

Summary: This paper presents a new approach to chemical synthesis that allows for the preparation of a variety of casbane derivatives, especially the more highly oxygenated and arguably more relevant members of the family. Key design elements include catalyst-controlled intramolecular cyclopropanation, chain extension of stereoisomeric cyclopropane building blocks, and ring-closing alkyne metathesis. The concise total syntheses of depressin, yuexiandajisu A, and ent-pekinenin C demonstrate the effectiveness of this method.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Biochemistry & Molecular Biology

Chemical constituents of Euphorbia peplus

Xiao-Yan Min et al.

Summary: A phytochemical investigation of the whole plant of Euphorbia peplus Linn. led to the isolation of a previously uncharacterized jatrophane type diterpenoid, euphopepluanone L (1), along with seven known compounds. The chemical structures of these compounds were established through extensive spectroscopic analysis, with several compounds being isolated from E. peplus for the first time. The chemotaxonomic significance of the isolates was also discussed.

BIOCHEMICAL SYSTEMATICS AND ECOLOGY (2021)

Article Biochemistry & Molecular Biology

Diterpenoids from Euphorbia glomerulans with potential reversal activities against P-glycoprotein-mediated multidrug resistance

Aobulikasimu Hasan et al.

Summary: The study isolated several new diterpenoids from Euphorbia glomerulans, with compound 5 showing high efficacy in reversing multidrug resistance in cancer by inhibiting P-gp transport function. Molecular docking predicted the recognition mechanism of compound 5 and verapamil with P-gp.

BIOORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Bisfischoids A and B, dimeric ent-abietane-type diterpenoids with anti-inflammatory potential from Euphorbia fischeriana Steud.

Cheng-Peng Sun et al.

Summary: Two undescribed ent-abietane-type diterpenoid dimers with nonacyclic backbone, bisfischoids A and B, were identified, along with a known compound fischdiabietane A, from Euphorbia fischeriana Steud. These compounds showed promising anti-inflammatory activities by inhibiting soluble epoxide hydrolase, with bisfischoid B exhibiting the strongest inhibitory effect. Further molecular docking studies revealed the key amino acid residue Tyr343 in the catalytic cavity of sEH for their inhibitory function.

BIOORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Cytotoxic Diterpenoids from Euphorbia fischeriana

Jia Meng et al.

Summary: Five new diterpenoids, named euphorfischerins A-E, were isolated from the roots of Euphorbia fischeriana. Euphorfischerin A and euphorfischerin B showed cytotoxicity against human cancer cell lines.

CHEMISTRY & BIODIVERSITY (2021)

Article Chemistry, Medicinal

Diterpenoids from the seeds of Euphorbia lathyris and their effects on microglial nitric oxide production

Quan Zuo et al.

Summary: Several compounds isolated from the seeds of Euphorbia lathyris showed significant inhibition against NO production and pro-inflammatory cytokines, indicating their potential as anti-inflammatory agents.

FITOTERAPIA (2021)

Article Plant Sciences

Jatrophane Diterpenoids from Euphorbia peplus as Multidrug Resistance Modulators with Inhibitory Effects on the ATR-Chk-1 Pathway

Yanlan Yang et al.

Summary: Multiple jatrophane diterpenoids were isolated from Euphorbia peplus, with some showing inhibitory effects on the ATR-Chk1 pathway. Additionally, certain compounds were found to enhance the chemotherapeutic sensitivity of A549 cells to camptothecin.

JOURNAL OF NATURAL PRODUCTS (2021)

Article Chemistry, Organic

Pedrolane, a Polycyclic Diterpene Scaffold Containing a Bicyclo[2.2.1]heptane System, from Euphorbia pedroi

Ricardo J. Ferreira et al.

Summary: Pedrolide is a diterpenoid with a unique carbon skeleton, pedrolane, which can reverse multidrug resistance mediated by P-glycoprotein.

ORGANIC LETTERS (2021)

Article Biochemistry & Molecular Biology

Kansuinine A Ameliorates Atherosclerosis and Human Aortic Endothelial Cell Apoptosis by Inhibiting Reactive Oxygen Species Production and Suppressing IKKβ/IκBα/NF-κB Signaling

Chen-Sheng Chen et al.

Summary: KA can inhibit ROS-induced cell apoptosis by reducing oxidative stress, thereby preventing the progression of atherosclerosis.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2021)

Article Plant Sciences

DP from Euphorbia fischeriana S. mediated apoptosis in leukemia cells via the PI3k/Akt signaling pathways

Liwei Ma et al.

Summary: Euphorbia fischeriana is a traditional Chinese herb used for cancer treatment, insect repellent, anti-inflammatory, and anti-edema applications. 12-Deoxyphorbol13-palmitate (DP) extracted from this herb inhibited leukemia cell proliferation and induced apoptosis in vitro by suppressing the PI3k/Akt signaling pathways. In vivo experiments on nude mice showed significant tumor volume reduction in DP-treated groups, confirming its potential as an anti-leukemia agent.

JOURNAL OF ETHNOPHARMACOLOGY (2021)

Article Plant Sciences

Macrocyclic Diterpenoid Constituents of Euphorbia deflexa, an Endemic Spurge from Greece

Maria-Eleni Grafakou et al.

Summary: Euphorbia deflexa, an endemic spurge from Greece, was investigated for its diterpene constituents, resulting in the isolation of 22 diterpenoids, including 16 previously undescribed compounds, which exhibited activity against human cancer cell lines.

JOURNAL OF NATURAL PRODUCTS (2021)

Article Chemistry, Medicinal

Daphnane-type diterpenoids from Euphorbia fischeriana Steud and their cytotoxic activities

Rihan Xie et al.

Summary: Two new daphnane-type diterpenoids, fischerianin A and fischerianin B, as well as two known ones, langduin A and langduin A(6), were isolated from Euphorbia fischeriana Steud dry roots. These compounds showed moderate inhibitory activities against various human cancer cell lines, indicating their potential as anticancer agents.

FITOTERAPIA (2021)

Article Chemistry, Organic

Euphohyrisnoids A and B, Two Highly Rearranged Lathyrane Diterpenoids from Euphorbia lathyris

Dong Huang et al.

Summary: Euphohyrisnoids A and B, two highly rearranged lathyrane diterpenoids with unique skeletons, were isolated from the seeds of Euphorbia lathyris. Compound 1 showed significant inhibition of adipogenesis in 3T3-L1 adipocytes by delaying cell differentiation at the early stage.

ORGANIC LETTERS (2021)

Review Biochemistry & Molecular Biology

Diterpenoids from the genus Euphorbia: Structure and biological activity (2013-2019)

Yang Xu et al.

Summary: A large number of previously undescribed diterpenoids have been isolated from Euphorbia plants, showing various biological activities such as neuroprotection and antimalarial effects. These diterpenoids have been classified into 26 normal classes and 37 novel skeleton types based on their structure types.

PHYTOCHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Euphorfinoids E-L: Diterpenoids from the roots of Euphorbia fischeriana with acetylcholinesterase inhibitory activity

Jiang-Chun Wei et al.

Summary: This study isolated eight new diterpenoids from the roots of wild Euphorbia fischeriana, identified their structures and absolute configurations, and proposed a plausible biosynthetic pathway. These compounds showed moderate inhibitory activity against acetylcholinesterase, with IC50 values ranging from 6.23 to 192.38 µM.

PHYTOCHEMISTRY (2021)

Article Plant Sciences

New ingol diterpenoids from the aerial parts of Euphorbia royleana Boiss

Wen-Xing Liu et al.

Summary: Three new ingol diterpenoids, 8,12-O-diacetylingol-7-benzoyl-3-tiglate (1), 12-O-acetylingol-3,7-dibenzoyl-8-tiglate (2) and 3,12-O-diacetyl-7-O-benzoylingol-8-tiglate (3), along with three known ingol derivatives (4-6), were isolated from Euphorbia royleana. Their structures were elucidated using various analytical methods, and their cytotoxic activities were evaluated using MTT methods.

PHYTOCHEMISTRY LETTERS (2021)

Article Biochemistry & Molecular Biology

Eupholides A-H, abietane diterpenoids from the roots of Euphorbia fischeriana, and their bioactivities

Da-Wei Li et al.

Summary: The roots of Euphorbia fischeriana contain 15 diterpenoids that show moderate inhibitory effects on the proliferation of Mycobacterium tuberculosis, with eupholides F-H being the most effective. Additionally, some of these compounds significantly inhibit the lyase activity of human carboxylesterase 2.

PHYTOCHEMISTRY (2021)

Article Plant Sciences

Aromatic Rosane-type Diterpenoid with Lipase Inhibitory Effect from Euphorbia ebracteolata and Chemotaxonomic Significance of Diterpenoids

Jian Zhou et al.

Summary: The phytochemical investigation of Euphorbia ebracteolata resulted in the isolation of a new rosane type diterpenoid named ebraphenol E. This compound exhibited a moderate inhibitory effect on lipase. The significance of diterpenoids for the chemotaxonomy of E. ebracteolata was summarized based on previous phytochemical investigations.

RECORDS OF NATURAL PRODUCTS (2021)

Article Biochemistry & Molecular Biology

Jatrophane diterpenoids as multidrug resistance modulators from Euphorbia sororia

Hequn Yang et al.

Summary: This study isolated and identified various jatrophane diterpenoids from the fructus of Euphorbia sororia, with one compound showing potential in reversing P-gp-mediated multidrug resistance. This compound could serve as an adjuvant therapy drug for breast cancer.

BIOORGANIC CHEMISTRY (2021)

Article Plant Sciences

The P450 multigene family of Fontainea and insights into diterpenoid synthesis

Shahida A. Mitu et al.

Summary: This study investigated the diversity and expression profiles of P450s in the genus Fontainea, revealing unique chemical profiles in the species and identifying highly expressed P450 genes in root tissue. The study also identified candidate P450s for diterpenoid synthesis, some of which appear to be exclusive to Fontainea species. These findings provide important insights into the biosynthesis of medicinally significant compounds in the genus.

BMC PLANT BIOLOGY (2021)

Article Pharmacology & Pharmacy

Euphorbia Factor L2 ameliorates the Progression of K/BxN Serum-Induced Arthritis by Blocking TLR7 Mediated IRAK4/IKKβ/IRF5 and NF-kB Signaling Pathways

Jing Tang et al.

Summary: This study investigated the therapeutic effect of the diterpenoid EFL2 derived from Euphorbia seeds on rheumatoid arthritis and explored its potential anti-arthritic mechanisms. The results demonstrated that EFL2 effectively reduced inflammation and interfered with the TLR7-mediated signaling pathway, providing a potential treatment option for rheumatoid arthritis.

FRONTIERS IN PHARMACOLOGY (2021)

Article Chemistry, Medicinal

Phorbol Diesters and 12-Deoxy-16-hydroxyphorbol 13,16-Diesters Induce TGFα Release and Adult Mouse Neurogenesis

Abdellah Ezzanad et al.

Summary: The study demonstrated that compounds with two acyloxy groups on the tigliane skeleton exhibit higher levels of activity in neurogenesis compared to compounds with a free hydroxyl group. The compound bearing isobutyryloxy groups showed the most potent activity in TFG alpha release and neural progenitor cell proliferation.

JOURNAL OF MEDICINAL CHEMISTRY (2021)

Article Plant Sciences

Phorbol Esters from the Latex of Euphorbia umbellata: Bioguided Isolation of Highly Potent HIV-1 Latency Interrupters in Virus Reservoir Cells

Joao B. F. Tostes et al.

Summary: In this study, three known compounds were reisolated from Euphorbia umbellata latex and found to be highly active in reactivating HIV-1 latency. Compound 3 showed promising effectiveness at low concentrations and may be a lead compound for the development of anti-HIV drugs based on latency reactivation therapy.

JOURNAL OF NATURAL PRODUCTS (2021)

Article Chemistry, Organic

Fischdiabietane A, an Antitumoral Diterpenoid Dimer Featuring an Unprecedented Carbon Skeleton from Euphorbia fischeriana

Jun He et al.

Summary: Fischdiabietane A is a novel asymmetric diterpenoid dimer isolated from Euphorbia fischeriana roots, possessing unique ring systems and structures. It exhibits higher activity against T47D cells compared to cisplatin, inducing apoptosis through caspase-3 activation and poly(ADP-ribose) polymerase degradation.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Alpha-Glucosidase Inhibitory Diterpenes from Euphorbia antiquorum Growing in Vietnam

Cong-Luan Tran et al.

Summary: Bioactive-guided phytochemical investigation of Euphorbia antiquorum L. growing in Vietnam led to the isolation of new ent-atisanes and a seco-ent-atisane, with the latter showing significant inhibitory activity against alpha-glucosidase. This study highlights the potential of these compounds as natural inhibitors of alpha-glucosidase.

MOLECULES (2021)

Article Plant Sciences

Rice contains a biosynthetic gene cluster associated with production of the casbane-type diterpenoid phytoalexin ent-10-oxodepressin

Jin Liang et al.

Summary: This study investigated the biosynthesis of ent-10-oxodepressin in rice, identifying the biosynthetic gene cluster (BGC) on chromosome 7 and key enzymes involved in the pathway. Knockout of OsECBS resulted in impaired resistance to the rice fungal blast pathogen, providing potential targets for molecular breeding.

NEW PHYTOLOGIST (2021)

Review Biochemistry & Molecular Biology

Euphorbia helioscopia L.: A phytochemical and pharmacological overview

Yan Yang et al.

Summary: Euphorbia helioscopia, known as Zeqi in China, is a widely distributed medicinal plant with a long history of traditional use. Modern pharmacological studies have shown its outstanding bioactivities, particularly in antiproliferative and multidrug resistance modulation, although more research is needed to fully explore its therapeutic potential.

PHYTOCHEMISTRY (2021)

Article Plant Sciences

Diterpenes from Euphorbia myrsinites and Their Anti-inflammatory Property #

Laura Grauso et al.

Summary: Euphorbia myrsinites is an old species of spurges used in folk medicine, with a distribution in the Mediterranean region, Asia, and the USA. Research has identified various diterpenes in this species, including a new atisane diterpene with anti-inflammatory activity.

PLANTA MEDICA (2021)

Article Multidisciplinary Sciences

19-(Benzyloxy)-19-oxojolkinolide B (19-BJB), an ent-abietane diterpene diepoxide, inhibits the growth of bladder cancer T24 cells through DNA damage

Ke Wang et al.

Summary: The research demonstrated that 19-BJB exhibited strong in vitro activity against bladder cancer cell lines by inducing DNA damage, affecting DNA repair, and activating checkpoint kinases 1 and 2. In vivo testing in nude mice also confirmed its potential inhibitory effect on tumor growth, suggesting that 19-BJB could be a promising drug for bladder tumor inhibition.

PLOS ONE (2021)

Article Biochemistry & Molecular Biology

Presegetane diterpenoids from Euphorbia sieboldiana as a new type of anti-liver fibrosis agents that inhibit TGF-β/Smad signaling pathway

Shen Li et al.

Summary: Seven new diterpenoids were isolated from Euphorbia sieboldiana, including Eupholenes A-G and Euphorbesulin A identified as a promising anti-liver fibrosis agent. Mechanistic study showed that Euphorbesulin A inhibited liver fibrosis via TGF-beta/Smad signaling pathway. These findings suggest a potential new structural motif for future anti-liver fibrosis drug development.

BIOORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Diterpenoids from the seeds of Euphorbia lathyris and their anti-inflammatory activity

Yali Wang et al.

Summary: Twelve new diterpenoids were isolated from the seeds of Euphorbia lathyris, with compound 1 showing the most remarkable anti-inflammatory effect by inhibiting the generation of inflammatory cytokines. The study also discussed the structure-activity relationships of these diterpenoids.

BIOORGANIC CHEMISTRY (2021)

Article Oncology

Jolkinolide B targets thioredoxin and glutathione systems to induce ROS-mediated paraptosis and apoptosis in bladder cancer cells

Jun Sang et al.

Summary: JB is a novel anti-bladder cancer compound that can induce cell death in bladder cancer cells through different mechanisms, showing potential for future drug development in the treatment of bladder cancer.

CANCER LETTERS (2021)

Article Chemistry, Multidisciplinary

Discovery of Highly Oxidized Abietane Diterpenoids from the Roots of Euphorbia fischeriana with Anti-tumor Activities

Jiang-Chun Wei et al.

Summary: Four new ent-abietane diterpenoids and twelve known analogues were isolated from wild Euphorbia fischeriana roots. One of the compounds showed stronger cervical carcinoma inhibition activity than cisplatin, potentially through inducing apoptosis and affecting cell signaling pathways.

CHINESE JOURNAL OF CHEMISTRY (2021)

Review Plant Sciences

Existing knowledge on Euphorbia fischeriana Steud. (Euphorbiaceae): Traditional uses, clinical applications, phytochemistry, pharmacology and toxicology

Ya-Nan Li et al.

Summary: Euphorbia fischeriana has been identified as a toxic herb with medicinal uses for various conditions. A total of 241 chemical constituents have been found in its roots, exhibiting various pharmacological activities, especially anti-tumor, antibacterial, anti-inflammatory, antiviral, and anti-leukemia activities. Further research on its toxicity and pharmacological mechanisms may contribute to the development of more effective lead compounds.

JOURNAL OF ETHNOPHARMACOLOGY (2021)

Article Plant Sciences

Iron-Catalyzed Skeletal Conversion of Lathyrane to Premyrsinane Euphorbia Diterpenes and Their Cytotoxic Activities

Yao Xiao et al.

Summary: In this study, two new premyrsinane-type diterpenes were synthesized for the first time from lathyrane-type diterpene. These premyrsinane diterpenes showed cytotoxic activity against breast cancer cells, indicating a potential biogenetic relationship and a novel method for preparation.

JOURNAL OF NATURAL PRODUCTS (2021)

Article Chemistry, Multidisciplinary

Unified Total Syntheses of Rhamnofolane, Tigliane, and Daphnane Diterpenoids

Akira Hirose et al.

Summary: Rhamnofolane, tigliane, and daphnane diterpenoids are structurally complex natural products with multiple oxygen functionalities, and a new synthetic strategy was developed for the total syntheses of five representative members of these families. This unified synthetic route required only 16-20 total steps, demonstrating exceptional efficiency.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Review Biochemistry & Molecular Biology

Euphorbia Diterpenes: An Update of Isolation, Structure, Pharmacological Activities and Structure-Activity Relationship

Douglas Kemboi et al.

Summary: Euphorbia diterpenes, with their structural diversity and pharmacological activities, have been a key focus in natural product drug discovery. Over 350 diterpenes isolated from Euphorbia species have shown significant anticancer and anti-inflammatory activities, as well as potent cytotoxicity and multidrug resistance inhibition. The presence of a free hydroxyl group at position C-3 was found to enhance these activities, while esterification of this group further enhanced the biological effects. These findings highlight the potential of Euphorbia diterpenes as lead compounds for further drug discovery research.

MOLECULES (2021)

Article Biochemistry & Molecular Biology

Ingenane and jatrophane-type diterpenoids from Euphorbia kansui with multidrug resistance reversal activity

Siyi Wang et al.

Summary: Bioassay-guided purification of the ethanolic extract from the roots of Euphorbia kansui led to the isolation of previously unreported ingenane-type and jatrophane-type diterpenoids, as well as known diterpenoids. These compounds showed potential in reversing multidrug resistance, with particular examples demonstrating significant MDR reversal activity. This research provides new insights for the development of MDR regulatory agents.

PHYTOCHEMISTRY (2021)

Article Plant Sciences

New ingenane diterpenoids from Euphorbia kansui reverse multi-drug resistance

You Chen et al.

Summary: Ten ingenane-type diterpenoids, including two newly described compounds, were isolated from the roots of Euphorbia kansui. These compounds were found to be potent chemoreversal agents with low cytotoxicity against adriamycin-resistant human breast adenocarcinoma cells. In particular, compounds 1-2 exhibited greater chemoreversal ability than the positive drug verapamil.

PHYTOCHEMISTRY LETTERS (2021)

Article Chemistry, Medicinal

Lathyrane Diterpenoids as Novel hPXR Agonists: Isolation, Structural Modification, and Structure-Activity Relationships

Dong Huang et al.

Summary: The study identified a series of potent hPXR agonists from a library of lathyrane diterpenoids, showing better efficacy than the typical hPXR agonist rifampicin. The most active compound 8 could dose-dependently activate hPXR and up-regulate the expressions of PXR downstream genes. These findings suggest that lathyrane diterpenoids could be a new type of hPXR agonist for future anticholestasis drug development.

ACS MEDICINAL CHEMISTRY LETTERS (2021)

Article Plant Sciences

Ingol and Ingenol-Type Diterpenes from Euphorbia trigona Miller with Keratinocyte Inhibitory Activity

Reham Hammadi et al.

Summary: Research on other Euphorbia species has identified structurally similar diterpenoids with stronger cytotoxic activity in vitro, potentially serving as alternatives to ingenol mebutate.

PLANTS-BASEL (2021)

Article Immunology

PKCδ/MAPKs and NF-κB Pathways are Involved in the Regulation of Ingenane-Type Diterpenoids from Euphorbia neriifolia on Macrophage Function

Mingyan Jiang et al.

Summary: This study isolated two Ingenane-type diterpenoids from Euphorbia neriifolia which showed regulatory effects on macrophages and inhibition of inflammatory response. These compounds also impact multiple cell signaling pathways, exerting their effects through the regulation of PKC delta/MAPKs and NF-kappa B signal pathways.

JOURNAL OF INFLAMMATION RESEARCH (2021)

Article Chemistry, Medicinal

Bioactive Compounds from Euphorbia usambarica Pax. with HIV-1 Latency Reversal Activity

Yu-Chi Tsai et al.

Summary: Compounds from Euphorbia usambarica show potential for HIV-1 latency reversal activity, with newly discovered diterpenoids exhibiting significant improvements in activity. These natural constituents may contribute to the development of HIV-1 eradication strategies.

PHARMACEUTICALS (2021)

Article Cell Biology

Jolkinolide B attenuates laryngeal cancer cell growth and induces apoptosis via PTEN/PI3K/Akt signaling pathway

Lei Dong et al.

Summary: The study suggests that JB inhibits proliferation, migration, and invasion of laryngeal cancer cells while promoting apoptosis, possibly through modulation of the PI3K/Akt pathway.

IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL (2021)

Review Biochemistry & Molecular Biology

Balancing skeleton and functional groups in total syntheses of complex natural products: a case study of tigliane, daphnane and ingenane diterpenoids

Zhi Liu et al.

Summary: Total synthesis plays a crucial role in natural product research and drug development, but current efficiency is often insufficient for industrial applications. Therefore, the design of a concise and efficient synthetic route is essential for future advancements in the field.

NATURAL PRODUCT REPORTS (2021)

Article Chemistry, Organic

Euphopias D-F from Euphorbia L.: quantum chemical calculation-based structure elucidation and their bioactivity of inhibiting NLRP3 inflammasome activation

Qiang-Qiang Shi et al.

Summary: Three novel diterpenoids were isolated from Euphorbia helioscopia L., showing potential inhibitory effects on NLRP3 inflammasome. Among them, compound 1 exhibited the ability to inhibit the maturation of caspase-1 and regulate cytokine secretion, potentially blocking cell pyroptosis.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Medicinal

Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

Yan-Ni Chen et al.

Summary: Four new jatrophane type diterpenoids were isolated from the seeds of Euphorbia peplus, with compound 2 showing significant induction of lysosomal biogenesis and activation of the lysosomal-autophagy pathway.

NATURAL PRODUCTS AND BIOPROSPECTING (2021)

Review Biochemistry & Molecular Biology

ent-Atisane diterpenoids: isolation, structure and bioactivity

Grace J. Drummond et al.

Summary: ent-Atisane diterpenoids, a class of over 150 members, exhibit diverse structures and valuable bioactivities. Their history is unique, with the synthesis of the archetypal member preceding its isolation from natural sources. This review provides a comprehensive summary of the isolation, structure, and bioactivity of ent-atisane diterpenoids from their discovery in 1965 to the present day.

NATURAL PRODUCT REPORTS (2021)

Article Chemistry, Organic

Diterpenoids with an unprecedented ring system from Euphorbia peplus and their activities in the lysosomal-autophagy pathway

Yan-Ni Chen et al.

Summary: Three novel jatrophane diterpenes were isolated from the seeds of Euphorbia peplus, featuring a unique tetracyclic ring system, and were found to significantly activate the lysosomal-autophagy pathway.

ORGANIC & BIOMOLECULAR CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Two lathyrane diterpenoid stereoisomers containing an unusual trans-gem-dimethylcyclopropane from the seeds of Euphorbia lathyris

Linwei Li et al.

Summary: Two novel lathyrane-type diterpenoids were isolated from seeds of Euphorbia lathyris and their structures and absolute configurations were elucidated. One of the compounds exhibited inhibitory effect against U937 cell line.

RSC ADVANCES (2021)

Article Plant Sciences

Two new ent-abietane diterpenoids from Euphorbia helioscopia

Zhao Yin et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2020)

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Total Synthesis of (-)-Pepluanol B: Conformational Control of the Eight-Membered-Ring System

Jing Zhang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Biochemistry & Molecular Biology

Antiangiogenic activity of terpenoids from Euphorbia neriifolia Linn

Wei-Yan Qi et al.

BIOORGANIC CHEMISTRY (2020)

Article Chemistry, Medicinal

Diterpenoids from the Seeds of Euphorbia lathyris and their in Vitro Anti-HIV Activity

Siyi Wang et al.

CHEMISTRY OF NATURAL COMPOUNDS (2020)

Article Chemistry, Organic

Synthesis of the cyclopentane core of pepluanin A

Erin D. Shepherd et al.

TETRAHEDRON (2020)

Article Chemistry, Multidisciplinary

A new tetracyclic diterpenoid from the seeds of Euphorbia lathyris

Lie-Feng Ma et al.

JOURNAL OF CHEMICAL RESEARCH (2020)

Article Biochemistry & Molecular Biology

Euphoresulanes A-M, structurally diverse jatrophane diterpenoids from Euphorbia esula

Xing-Lin Xie et al.

BIOORGANIC CHEMISTRY (2020)

Article Multidisciplinary Sciences

Prodrugs of PKC modulators show enhanced HIV latency reversal and an expanded therapeutic window

Jack L. Sloane et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2020)

Article Plant Sciences

Cytotoxic Lathyrane Diterpenoids from the Roots of Euphorbia fischeriana

Jue Li et al.

RECORDS OF NATURAL PRODUCTS (2020)

Article Plant Sciences

Jatrophane Diterpenoids from Euphorbia esula as Inhibitors of RANKL-Induced Osteoclastogenesis

Shengheng Yuan et al.

JOURNAL OF NATURAL PRODUCTS (2020)

Article Pharmacology & Pharmacy

Epoxylathyrane Derivatives as MDR-Selective Compounds for Disabling Multidrug Resistance in Cancer

Mariana Alves Reis et al.

FRONTIERS IN PHARMACOLOGY (2020)

Article Biochemistry & Molecular Biology

Ingenane and jatrophane diterpenoids from Euphorbia kansui and their antiproliferative effects

Xian-Hua Meng et al.

PHYTOCHEMISTRY (2020)

Article Plant Sciences

Cytotoxic diterpenoids from the roots of Euphorbia stracheyi

Ye Ye et al.

PHYTOCHEMISTRY LETTERS (2020)

Article Biochemistry & Molecular Biology

De novo assembly and characterization of transcriptome in the medicinal plantEuphorbia jolkini

Neha Samir Roy et al.

GENES & GENOMICS (2020)

Article Biochemistry & Molecular Biology

Bioactive ent-isopimarane diterpenoids from Euphorbia neriifolia

Jian-Chun Li et al.

PHYTOCHEMISTRY (2020)

Article Biochemistry & Molecular Biology

Diterpenoids from Euphorbia royleana reverse P-glycoprotein-mediated multidrug resistance in cancer cells

Sharpkate Shaker et al.

PHYTOCHEMISTRY (2020)

Article Chemistry, Organic

Saudiarabicains A-E, bioactive 19-acetoxyingol diterpenoids from Euphorbia saudiarabica

Abdullatif Bin Muhsinah et al.

TETRAHEDRON LETTERS (2020)

Article Biochemistry & Molecular Biology

Antiproliferative diterpenoids and acetophenone glycoside from the roots of Euphorbia fischeriana

Kaicheng Du et al.

PHYTOCHEMISTRY (2020)

Article Biochemistry & Molecular Biology

Diterpenoids from the aerial parts of Euphorbia antiquorum and their efficacy on nitric oxide inhibition

Siwattra Choodej et al.

PHYTOCHEMISTRY (2020)

Article Biochemistry & Molecular Biology

Bioactive diterpenoid metabolism and cytotoxic activities of genetically transformed Euphorbia lathyris roots

Vincent A. Ricigliano et al.

PHYTOCHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Total synthesis of crotophorbolone

Tianzi Yu et al.

CHEMICAL SCIENCE (2020)

Article Chemistry, Medicinal

Tigliane Diterpenoids as a New Type of Antiadipogenic Agents Inhibit GRα-Dexras1 Axis in Adipocytes

Qin-Qin Song et al.

JOURNAL OF MEDICINAL CHEMISTRY (2019)

Article Plant Sciences

Bioactive Diterpenoids from the Stems of Euphorbia royleana

Peixia Wang et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Article Plant Sciences

Jatrophane Diterpenoids from Euphorbia glomerulans

Aobulikasimu Hasan et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Article Plant Sciences

Anti-inflammatory Lathyrane Diterpenoids from Euphorbia lathyris

Cui-Yun Zhang et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Review Biochemistry & Molecular Biology

A Review on Daphnane-Type Diterpenoids and Their Bioactive Studies

Yue-Xian Jin et al.

MOLECULES (2019)

Article Plant Sciences

Bioactive Diterpenoids from the Stems of Euphorbia antiquorum

Yue Liang et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Article Plant Sciences

Potent Anti-HIV Ingenane Diterpenoids from Euphorbia ebracteolata

Ya-Si Huang et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Article Biochemical Research Methods

Effective MDR reversers through phytochemical study of Euphorbia boetica

Sara Neto et al.

PHYTOCHEMICAL ANALYSIS (2019)

Article Pharmacology & Pharmacy

Dual effects of the novel ingenol derivatives on the acute and latent HIV-1 infections

He Yang et al.

ANTIVIRAL RESEARCH (2019)

Article Plant Sciences

Macrocyclic Diterpenoids from Euphorbia helioscopia and Their Potential Anti-inflammatory Activity

Jun-Cheng Su et al.

JOURNAL OF NATURAL PRODUCTS (2019)

Review Biochemistry & Molecular Biology

Euphorbia-Derived Natural Products with Potential for Use in Health Maintenance

Bahare Salehi et al.

BIOMOLECULES (2019)

Article Biochemistry & Molecular Biology

NO inhibitory diterpenoids as potential anti-inflammatory agents from Euphorbia antiquorum

Lijun An et al.

BIOORGANIC CHEMISTRY (2019)

Article Biotechnology & Applied Microbiology

Hybrid de novo transcriptome assembly of poinsettia (Euphorbia pulcherrima Willd. Ex Klotsch) bracts

Vinicius Vilperte et al.

BMC GENOMICS (2019)

Article Chemistry, Medicinal

Sesquiterpenes and diterpenes from Euphorbia thymifolia

Jin-Long Liu et al.

FITOTERAPIA (2019)

Article Biochemistry & Molecular Biology

Euphonoids A - G, cytotoxic diterpenoids from Euphorbia fischeriana

Xue-Long Yan et al.

PHYTOCHEMISTRY (2019)

Article Pharmacology & Pharmacy

The effects of jolkinolide B on HepG2 cells as revealed by 1H-NMR-based metabolic profiling

Yujing Yan et al.

EUROPEAN JOURNAL OF PHARMACOLOGY (2019)

Article Plant Sciences

New ingol-type diterpenes from the latex of Euphorbia resinifera

Shu-Yun Wang et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2019)

Article Plant Sciences

Six new ent-abietane-type diterpenoids from the stem bark of Euphorbia neriifolia

Jian-Chun Li et al.

PHYTOCHEMISTRY LETTERS (2019)

Article Plant Sciences

Diterpenoids from the roots of Euphorbia fischeriana and their inhibitory effects on -glucosidase

Yun-Long Wei et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2018)

Article Medicine, Research & Experimental

EFLDO induces apoptosis in hepatic cancer cells by caspase activation in vitro and suppresses tumor growth in vivo

Yan-bo Qu et al.

BIOMEDICINE & PHARMACOTHERAPY (2018)

Article Chemistry, Medicinal

Two new lathyrane-type diterpenoid glycosides with IL-6 production inhibitory activity from the roots of Euphorbia kansui

Young-Mi Kim et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2018)

Article Biochemistry & Molecular Biology

Diterpenoids from the roots of Euphorbia ebracteolata and their anti-tuberculosis effects

Zhenlong Yu et al.

BIOORGANIC CHEMISTRY (2018)

Article Chemistry, Medicinal

Cytotoxic Lathyrane-Type Diterpenes from Seeds of Euphorbia lathyris

Jia-Xi Wang et al.

CHEMICAL & PHARMACEUTICAL BULLETIN (2018)

Article Biochemistry & Molecular Biology

Terpenes from Euphorbia antiquorum and Their in Vitro Anti-HIV Activity

Miao Dong et al.

CHEMISTRY & BIODIVERSITY (2018)

Article Chemistry, Organic

Quorumolides A-C, Three Cembranoids from Euphorbia antiquorum

Wei-Yan Qi et al.

JOURNAL OF ORGANIC CHEMISTRY (2018)

Article Biotechnology & Applied Microbiology

High-titer production of lathyrane diterpenoids from sugar by engineered Saccharomyces cerevisiae

Jeff Wong et al.

METABOLIC ENGINEERING (2018)

Review Biochemistry & Molecular Biology

Anti-Cancer Activities of Diterpenoids Derived from Euphorbia fischeriana Steud

Baiyu Jian et al.

MOLECULES (2018)

Article Chemistry, Organic

Pepluanols C-D, Two Diterpenoids with Two Skeletons from Euphorbia peplus

Luo-Sheng Wan et al.

ORGANIC LETTERS (2018)

Article Plant Sciences

Anti-inflammatory Ingenane Diterpenoids from the Roots of Euphorbia kansui

Jun-Sheng Zhang et al.

PLANTA MEDICA (2018)

Article Chemistry, Organic

A new ent-norabietant diterpenoid from roots of Euphorbia lathyris L.

Young Sook Yun et al.

TETRAHEDRON LETTERS (2018)

Article Pharmacology & Pharmacy

Helioscopianoids A-Q, bioactive jatrophane diterpenoid esters from Euphorbia helioscopia

Zhenpeng Mai et al.

ACTA PHARMACEUTICA SINICA B (2018)

Article Biochemistry & Molecular Biology

Cytotoxic ent-Abietane-type diterpenoids from the roots of Euphorbia ebracteolata

Chunhui Han et al.

BIOORGANIC CHEMISTRY (2018)

Article Biochemistry & Molecular Biology

Five New Diterpenoids from the Seeds of Euphorbia lathyris

Qian Wang et al.

CHEMISTRY & BIODIVERSITY (2018)

Article Chemistry, Medicinal

PHYTOCHEMICAL CONSTITUENTS ISOLATED FROM Euphorbia rapulum

Xiao Xue Liu et al.

CHEMISTRY OF NATURAL COMPOUNDS (2018)

Review Plant Sciences

The phytochemistry, pharmacokinetics, pharmacology and toxicity of Euphorbia semen

An Zhu et al.

JOURNAL OF ETHNOPHARMACOLOGY (2018)

Article Plant Sciences

Terpenoids from Euphorbia pedroi as Multidrug-Resistance Reversers

Ricardo J. Ferreira et al.

JOURNAL OF NATURAL PRODUCTS (2018)

Article Biochemistry & Molecular Biology

Highly oxygenated and structurally diverse diterpenoids from &ITEuphorbia helioscopia&IT

Wan-Ping Wang et al.

PHYTOCHEMISTRY (2018)

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Diterpenes from the stem bark of &ITEuphorbia neriifolia&IT and their &ITin vitro&IT anti-HIV activity

Shi-Li Yan et al.

PHYTOCHEMISTRY (2018)

Article Biochemistry & Molecular Biology

Jatrophane diterpenoids with multidrug-resistance modulating activity from the latex of Euphorbia nicaeensis

Gordana Krstic et al.

PHYTOCHEMISTRY (2018)

Article Plant Sciences

Phytotoxic ent-Isopimarane-Type Diterpenoids from Euphorbia hylonoma

Wen-Jun Wei et al.

JOURNAL OF NATURAL PRODUCTS (2018)

Article Chemistry, Medicinal

Abietane Diterpernoids from the Roots of Euphorbia ebracteolata

Yuan-Liang Ma et al.

NATURAL PRODUCTS AND BIOPROSPECTING (2018)

Article Chemistry, Applied

Two new ent-atisane diterpenoids from the whole plants of Euphorbia wallichii

Yi Kuang et al.

NATURAL PRODUCT RESEARCH (2017)

Article Chemistry, Applied

A new ent-kaurane diterpene from Euphorbia stracheyi Boiss

Tie Liu et al.

NATURAL PRODUCT RESEARCH (2017)

Article Biochemistry & Molecular Biology

Euphorbia factor L1 inhibits osteoclastogenesis by regulating cellular redox status and induces Fas-mediated apoptosis in osteoclast

Seong-Eun Hong et al.

FREE RADICAL BIOLOGY AND MEDICINE (2017)

Article Plant Sciences

Terpenoids from Euphorbia soongarica and Their Multidrug Resistance Reversal Activity

Jie Gao et al.

JOURNAL OF NATURAL PRODUCTS (2017)

Article Plant Sciences

Exploring Jolkinol D Derivatives To Overcome Multidrug Resistance in Cancer

Mariana A. Reis et al.

JOURNAL OF NATURAL PRODUCTS (2017)

Article Plant Sciences

Gaditanone, a Diterpenoid Based on an Unprecedented Carbon Skeleton Isolated from Euphorbia gaditana

M. Eugenia Flores-Giubi et al.

JOURNAL OF NATURAL PRODUCTS (2017)

Article Chemistry, Multidisciplinary

Total Synthesis of Resiniferatoxin Enabled by Radical-Mediated Three-Component Coupling and 7-endo Cyclization

Satoshi Hashimoto et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Review Chemistry, Medicinal

ent-Abietane Lactones from Euphorbia

Jia-Zhuo Lai et al.

MINI-REVIEWS IN MEDICINAL CHEMISTRY (2017)

Article Biochemistry & Molecular Biology

Structure Identification and In Vitro Anticancer Activity of Lathyrol-3-phenylacetate-5,15-diacetate

Jian-ye Zhang et al.

MOLECULES (2017)

Article Chemistry, Applied

Isolation and characterisation of cytotoxic compounds from Euphorbia clementei Boiss

Abbes Benmerache et al.

NATURAL PRODUCT RESEARCH (2017)

Article Biochemistry & Molecular Biology

Chemical profile and defensive function of the latex of Euphorbia peplus

Juan Hua et al.

PHYTOCHEMISTRY (2017)

Article Chemistry, Multidisciplinary

Chemical Proteomics Identifies SLC25A20 as a Functional Target of the Ingenol Class of Actinic Keratosis Drugs

Christopher G. Parker et al.

ACS CENTRAL SCIENCE (2017)

Article Biochemistry & Molecular Biology

New Bioactive Macrocyclic Diterpenoids from Euphorbia helioscopia

Juan Hua et al.

CHEMISTRY & BIODIVERSITY (2017)

Article Chemistry, Multidisciplinary

Diastereoselective Total Synthesis of the Euphorbia Diterpenoid Pepluanol A: A Reductive Annulation Approach

Jun Xuan et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Medicinal

Two New ent-Labdane Diterpenes from the Roots of Euphorbia yinshanica

Ben-Yin Zhang et al.

CHEMISTRY OF NATURAL COMPOUNDS (2017)

Article Chemistry, Medicinal

Phytochemical and cytotoxic studies on the roots of Euphorbia fischeriana

Qun Shi et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2017)

Article Chemistry, Medicinal

ent-Atisane diterpenoids from Euphorbia fischeriana inhibit mammosphere formation in MCF-7 cells

Xinzhu Kuang et al.

JOURNAL OF NATURAL MEDICINES (2016)

Article Agriculture, Multidisciplinary

Ingenane-type diterpene compounds from Euphorbia kansui modulate IFN-γ production through NF-κB activation

Sehyun Oh et al.

JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE (2016)

Article Chemistry, Applied

Two new ent-atisanes from the root of Euphorbia fischeriana Steud.

Meng Wang et al.

NATURAL PRODUCT RESEARCH (2016)

Review Chemistry, Multidisciplinary

Synthetic Progress of Daphnane-type Diterpenoids

Liu Rong et al.

ACTA CHIMICA SINICA (2016)

Article Chemistry, Multidisciplinary

Expanding the Landscape of Diterpene Structural Diversity through Stereochemically Controlled Combinatorial Biosynthesis

Johan Andersen-Ranberg et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Medicinal

Jatrophane and ingenane-type diterpenoids from Euphorbia kansui inhibit the LPS-induced NO production in RAW 264.7 cells

Jin Woo Lee et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2016)

Review Chemistry, Multidisciplinary

Asymmetric Total Synthesis of Crotophorbolone: Construction of the 5/7/6-Fused Ring System via an α-Alkoxy Bridgehead Radical Reaction

Daisuke Urabe et al.

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN (2016)

Article Biochemistry & Molecular Biology

Four New Diterpenoids from the Roots of Euphorbia pekinensis

Rui-Ying Tian et al.

CHEMISTRY & BIODIVERSITY (2016)

Article Chemistry, Medicinal

A New Myrinsol Diterpenoid Ester from Euphorbia dracunculoides

Yu-Qian Chi et al.

CHEMISTRY OF NATURAL COMPOUNDS (2016)

Article Chemistry, Medicinal

A New Lathyrane Diterpenoid Ester from Euphorbia Dracunculoides

Li Wang et al.

CHEMISTRY OF NATURAL COMPOUNDS (2016)

Article Chemistry, Medicinal

6(17)-Epoxylathyrane diterpenes from Euphorbia sogdiana Popov with cytotoxic activity

Zeinab Yazdiniapour et al.

FITOTERAPIA (2016)

Article Plant Sciences

Four new diterpenoids isolated from the Euphorbia rapulum

Xiao-Xue Liu et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2016)

Article Chemistry, Medicinal

Euphorins A-H: bioactive diterpenoids from Euphorbia fischeriana

Xinzhu Kuang et al.

JOURNAL OF NATURAL MEDICINES (2016)

Article Plant Sciences

Pepluane and Paraliane Diterpenoids from Euphorbia peplus with Potential Anti-inflammatory Activity

Luo-Sheng Wan et al.

JOURNAL OF NATURAL PRODUCTS (2016)

Article Plant Sciences

Euphorbesulins A-P, Structurally Diverse Diterpenoids from Euphorbia esula

Bin Zhou et al.

JOURNAL OF NATURAL PRODUCTS (2016)

Article Chemistry, Applied

A new tigliane-type diterpene from Euphorbia dracunculoides Lam

Lin-Feng Dai et al.

NATURAL PRODUCT RESEARCH (2016)

Article Multidisciplinary Sciences

Nineteen-step total synthesis of (+)-phorbol

Shuhei Kawamura et al.

NATURE (2016)

Article Chemistry, Organic

Three Minor Diterpenoids with Three Carbon Skeletons from Euphorbia peplus

Luo-Sheng Wan et al.

ORGANIC LETTERS (2016)

Article Biochemistry & Molecular Biology

Diterpenoid constituents of Euphorbia macrorrhiza

Jie Gao et al.

PHYTOCHEMISTRY (2016)

Article Plant Sciences

Three new diterpenes with cytotoxic activity from the roots of Euphorbia ebracteolata Hayata

Wen-Juan Yuan et al.

PHYTOCHEMISTRY LETTERS (2016)

Article Chemistry, Organic

Cyclomyrsinane and premyrsinane diterpenes from Euphorbia sogdiana Popov

Behzad Zolfaghari et al.

TETRAHEDRON (2016)

Article Biochemistry & Molecular Biology

Synthesis and Cytotoxicity against K562 Cells of 3-O-Angeloyl-20-O-acetyl Ingenol, a Derivative of Ingenol Mebutate

Ming Liu et al.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2016)

Review Chemistry, Medicinal

Resiniferatoxin: The Evolution of the Molecular Scalpel for Chronic Pain Relief

Dorothy Cimino Brown

PHARMACEUTICALS (2016)

Article Biochemistry & Molecular Biology

Toxicity of Pekinenin C from Euphorbia Pekinensis Radix on Rat Small Intestinal Crypt Epithelial Cell and Its Apoptotic Mechanism

Yudan Cao et al.

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES (2016)

Article Chemistry, Analytical

Bioactivity-guided isolation of anticancer compounds from Euphorbia lathyris

Shanshan Yang et al.

ANALYTICAL METHODS (2015)

Article Chemistry, Multidisciplinary

Total Synthesis of Crotophorbolone

Taro Asaba et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Review Chemistry, Medicinal

Radical-Mediated Three-Component Reaction: A Study toward the Total Synthesis of Resiniferatoxin

Daisuke Urabe

CHEMICAL & PHARMACEUTICAL BULLETIN (2015)

Review Chemistry, Multidisciplinary

Tigliane Diterpenoids from the Euphorbiaceae and Thymelaeaceae Families

Hong-Bing Wang et al.

CHEMICAL REVIEWS (2015)

Article Biochemistry & Molecular Biology

Diterpene Constituents of Euphorbia exigua L. and Multidrug Resistance Reversing Activity of the Isolated Diterpenes

Dora Redei et al.

CHEMISTRY & BIODIVERSITY (2015)

Article Chemistry, Multidisciplinary

Two new myrinsol diterpenoids from Euphorbia dracunculoides Lam

Li Wang et al.

CHINESE CHEMICAL LETTERS (2015)

Review Chemistry, Organic

Progress in the Preparation of Jatrophane Diterpenes

Uwe Rinner

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2015)

Article Immunology

Protective effect of Jolkinolide B on LPS-induced mouse acute lung injury

Hailing Yang et al.

INTERNATIONAL IMMUNOPHARMACOLOGY (2015)

Article Agriculture, Multidisciplinary

Characterization of Diterpenes from Euphorbia pralifera and Their Antifungal Activities against Phytopathogenic Fungi

Jing Xu et al.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2015)

Article Plant Sciences

EM-E-11-4 increases paclitaxel uptake by inhibiting P-glycoprotein-mediated transport in Caco-2 cells

Qian Liu et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2015)

Article Plant Sciences

Chemical constituents from Euphorbia wallichii and their biological activities

Da-Song Yang et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2015)

Article Plant Sciences

Terpenoids from Euphorbia pekinensis

Fu-Hu Fang et al.

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH (2015)

Review Plant Sciences

Global medicinal uses of Euphorbia L. (Euphorbiaceae)

Madeleine Ernst et al.

JOURNAL OF ETHNOPHARMACOLOGY (2015)

Article Plant Sciences

Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication

Louis-Felix Nothias-Scaglia et al.

JOURNAL OF NATURAL PRODUCTS (2015)

Article Plant Sciences

Advanced Structural Determination of Diterpene Esters Using Molecular Modeling and NMR Spectroscopy

Louis-Felix Nothias-Scaglia et al.

JOURNAL OF NATURAL PRODUCTS (2015)

Article Plant Sciences

12,17-Cyclojatrophane and Jatrophane Constituents of Euphorbia welwitschiie

Mariana A. Reis et al.

JOURNAL OF NATURAL PRODUCTS (2015)

Article Chemistry, Multidisciplinary

Total Synthesis of Atisane-Type Diterpenoids: Application of Diels-Alder Cycloadditions of Podocarpane-Type Unmasked ortho-Benzoquinones

Liqiang Song et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Review Biochemistry & Molecular Biology

Diterpenoids of terrestrial origin

James R. Hanson

NATURAL PRODUCT REPORTS (2015)

Review Biochemistry & Molecular Biology

Aromatic abietane diterpenoids: their biological activity and synthesis

Miguel A. Gonzalez

NATURAL PRODUCT REPORTS (2015)

Article Chemistry, Applied

A new myrsinol-type diterpene polyester from Euphorbia dracunculoides Lam

Li Wang et al.

NATURAL PRODUCT RESEARCH (2015)

Article Chemistry, Applied

A new casbane diterpene from Euphorbia pekinensis

Kuilong Wang et al.

NATURAL PRODUCT RESEARCH (2015)

Article Chemistry, Organic

Synthesis of the C6-C14 Fragment of Euphosalicin

Christian Aichinger et al.

SYNLETT (2015)

Article Chemistry, Organic

Structurally diversified diterpenoids from Euphorbia dracunculoides

Li Wang et al.

TETRAHEDRON (2015)

Article Biochemistry & Molecular Biology

Chemical constituents from the roots of Euphorbia nematocypha Hand.-Mazz.

Ran Chen et al.

BIOCHEMICAL SYSTEMATICS AND ECOLOGY (2014)

Article Biochemistry & Molecular Biology

Improving the MDR reversal activity of 6,17-epoxylathyrane diterpenes

Catia Vieira et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2014)

Article Chemistry, Multidisciplinary

A New Lathyrane Diterpenoid from the Whole Plant of Euphorbia altotibetica

Zhan-Xin Zhang et al.

BULLETIN OF THE KOREAN CHEMICAL SOCIETY (2014)

Review Chemistry, Multidisciplinary

Euphorbia Diterpenes: Isolation, Structure, Biological Activity, and Synthesis (2008-2012)

Andrea Vasas et al.

CHEMICAL REVIEWS (2014)

Article Biochemistry & Molecular Biology

Daphnane-Type Diterpenoid Glucosides and Further Constituents of Euphorbia pilosa

Xu-Dong Zhang et al.

CHEMISTRY & BIODIVERSITY (2014)

Article Chemistry, Multidisciplinary

Secoeuphoractin, a minor diterpenoid with a new skeleton from Euphorbia micractina

Wen-Dong Xu et al.

CHINESE CHEMICAL LETTERS (2014)

Article Chemistry, Medicinal

Diterpenes inhibiting NO production from Euphorbia helioscopia

Hongqiang Chen et al.

FITOTERAPIA (2014)

Article Chemistry, Medicinal

Chemical constituents from Euphorbia stracheyi and their biological activities

Da-Song Yang et al.

FITOTERAPIA (2014)

Article Agriculture, Multidisciplinary

Allelochemicals in the Rhizosphere Soil of Euphorbia himalayensis

Quan Liu et al.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2014)

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Eurifoloids A-R, Structurally Diverse Diterpenoids from Euphorbia neriifolia

Jin-Xin Zhao et al.

JOURNAL OF NATURAL PRODUCTS (2014)

Article Plant Sciences

Anti-inflammatory Diterpenoids from the Roots of Euphorbia ebracteolata

Zhi-Guo Liu et al.

JOURNAL OF NATURAL PRODUCTS (2014)

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