4.8 Article

Visible-Light-Promoted Tandem Thiol-Ene Click Reaction/Transannular Cyclization and Regioselective Cyclopropane Ring- Opening to Construct Sulfur-Containing Euphorbia Diterpenes

Related references

Note: Only part of the references are listed.
Article Chemistry, Medicinal

Isolation, Synthesis, and Structure-Activity Relationship Study on Daphnane and Tigliane Diterpenes as HIV Latency-Reversing Agents

Ahmed H. H. El-Desoky et al.

Summary: Three new diterpenes were isolated from the roots of Stellera chamaejasme L., and their structures were determined through NMR and mass spectroscopic analyses. Compounds 1 and 2 are the first derivatives containing a hydroxy group at C-2 in the family of daphnane and tigliane diterpenes. Compound 1, with a chlorine atom, and compound 3, with an odd-number acyl group, are unique plant metabolites.

JOURNAL OF MEDICINAL CHEMISTRY (2022)

Article Chemistry, Organic

Ir-Catalyzed Biomimetic Photoisomerization of Cyclopropane in Lathyrane-Type Euphorbia Diterpenes

Neng Wang et al.

Summary: An efficient biomimetic method using iridium catalyst for the photoisomerization of cyclopropane in lathyrane-type Euphorbia diterpenes has been reported. The study successfully prepared lathyrane diterpenes with trans-fused cyclopropane using a stereochemical permutations strategy and verified the biogenesis relationship between different isomers. Additionally, the conversion from 5a to another trans-isomer, 5b, was also observed.

ORGANIC LETTERS (2022)

Article Chemistry, Organic

Scandium-Catalyzed Skeleton Conversion of Lathyrane to Lathyranone-Type Euphorbia Diterpenes

Wei Cheng et al.

Summary: In this study, the naturally occurring lathyranone A was synthesized via an efficient Sc(OTf)(3)/Et2NH-catalyzed alpha-ketol rearrangement. This approach provides a convenient method for accessing naturally rare functionalized lathyranones from lathyranes. Additionally, the absolute configuration of the lathyranone skeleton was confirmed for the first time using X-ray diffraction.

JOURNAL OF ORGANIC CHEMISTRY (2022)

Review Biochemistry & Molecular Biology

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

Zha-jun Zhan et al.

Summary: This review provides an in-depth and extensive coverage of the latest research progress on Euphorbia diterpenoids reported from 2013 to the end of 2021, including 997 new compounds and 78 known compounds. The review covers the occurrences, chemical structures, bioactivities, and syntheses of Euphorbia diterpenoids, and discusses the structure-activity relationship and biosynthesis of this class for the first time.

NATURAL PRODUCT REPORTS (2022)

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)

Review Chemistry, Multidisciplinary

Photoclick Chemistry: A Bright Idea

Benjamin D. Fairbanks et al.

Summary: Photoclick chemistry involves a collection of click reactions performed with the application of light, offering spatiotemporal control, high selectivity, and excellent product yields. Different photoclick reactions have their own advantages and disadvantages, and a broader understanding of their physical and chemical characteristics is essential for realizing the full potential of this chemistry.

CHEMICAL REVIEWS (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)

Review Chemistry, Multidisciplinary

Light-Triggered Click Chemistry

Gangam Srikanth Kumar et al.

Summary: The merger of click chemistry with discrete photochemical processes has given rise to a new class of reactions known as photoclick chemistry, allowing for rapid and precise synthesis of organic structures under mild conditions. Photoclick chemistry provides unparalleled control over reactive intermediate generation, making it indispensable in spatially addressable applications such as biomolecular labeling and polymer conjugation. Particularly popular are photoclick reactions based on 1,3-dipolar cycloadditions and Diels-Alder reactions due to their excellent reaction kinetics, selectivity, and biocompatibility.

CHEMICAL REVIEWS (2021)

Review Pharmacology & Pharmacy

Development of non-nucleoside reverse transcriptase inhibitors (NNRTIs): our past twenty years

Chunlin Zhuang et al.

ACTA PHARMACEUTICA SINICA B (2020)

Article Chemistry, Multidisciplinary

Late-Stage Diversification of Natural Products

Benke Hong et al.

ACS CENTRAL SCIENCE (2020)

Review Chemistry, Organic

Photocatalytic formation of carbon-sulfur bonds

Alexander Wimmer et al.

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY (2018)

Review Chemistry, Organic

Thiol-Ene (Click) Reactions as Efficient Tools for Terpene Modification

Maulidan Firdaus

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2017)

Review Chemistry, Medicinal

Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry

Minghao Feng et al.

CURRENT TOPICS IN MEDICINAL CHEMISTRY (2016)

Review Pharmacology & Pharmacy

An analysis of FDA-approved drugs: natural products and their derivatives

Eric Patridge et al.

DRUG DISCOVERY TODAY (2016)

Review Plant Sciences

Natural Products as Sources of New Drugs from 1981 to 2014

David J. Newman et al.

JOURNAL OF NATURAL PRODUCTS (2016)

Review Chemistry, Multidisciplinary

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

Andrea Vasas et al.

CHEMICAL REVIEWS (2014)

Review Biochemistry & Molecular Biology

Biologically active diterpenes containing a gem-dimethylcyclopropane subunit: an intriguing source of PKC modulators

Maria Jesus Duran-Pena et al.

NATURAL PRODUCT REPORTS (2014)

Article Multidisciplinary Sciences

Significance of endangered and threatened plant natural products in the control of human disease

Mohamed Ali Ibrahim et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2013)

Review Chemistry, Medicinal

Sulfanyltriazole/tetrazoles: A Promising Class of HIV-1 NNRTIs

Peng Zhan et al.

MINI-REVIEWS IN MEDICINAL CHEMISTRY (2009)

Review Chemistry, Multidisciplinary

Chemical and pharmacological research of the plants in genus Euphorbia

Qing-Wen Shi et al.

CHEMICAL REVIEWS (2008)

Article Polymer Science

Thio-click modification of poly [2-(3-butenyl)-2-oxazoline]

Anja Gress et al.

MACROMOLECULES (2007)

Review Pharmacology & Pharmacy

Nelfinavir - A review of its use in the management of HIV infection

CM Perry et al.

DRUGS (2005)