4.6 Article

Total syntheses of Ganoderma-derived meroterpenoids, (-)-oregonensin A, (-)-chizhine E, (-)-applanatumol U, and (-)-ent-fornicin A

Related references

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

Unified Total Synthesis of Diverse Meroterpenoids from Ganoderma Applanatum

Michal Simek et al.

Summary: A unified approach to synthesizing meroterpenoids produced by Ganoderma applanatum is presented. The key synthetic sequence involves anionic ketone allylation/oxy-Cope rearrangement/alpha-oxygenation and a cyclization reaction based on persistent radical effect. The relative configuration of one of the compounds, applanatumol V, needs to be revised. Some of the compounds exhibit significant cytotoxic and antioxidant properties.

ORGANIC LETTERS (2022)

Article Chemistry, Multidisciplinary

Total Synthesis of Cochlearol B via Intramolecular [2+2] Photocycloaddition

Tomoya Mashiko et al.

Summary: In this study, the first total synthesis of cochlearol B, a meroterpenoid natural product with a unique pentacyclic structure, was described. Key steps including oxidative cyclization and subsequent intramolecular [2+2] photocycloaddition allowed efficient access to cochlearol B with a longest linear sequence of 16 steps and 9% overall yield. Single-crystal X-ray crystallographic analysis confirmed the stereochemistry of cochlearol B.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Organic

Convergent total synthesis of corallocin A

Tomoya Mashiko et al.

Summary: The first total synthesis of corallocin A was achieved with high stereoselectivity and good yield using the Suzuki coupling reaction as a key step. Robust transformations including Vilsmeier-Haack formylation and Wittig reaction were utilized for effective access to corallocin A.

ORGANIC & BIOMOLECULAR CHEMISTRY (2021)

Article Biotechnology & Applied Microbiology

Oregonensins A and B, new meroterpenoids from the culture broth of Ganoderma oregonense and their antioxidant activity

Ji-Yul Kim et al.

JOURNAL OF ANTIBIOTICS (2020)

Article Chemistry, Multidisciplinary

Divergent Biomimetic Total Syntheses of Ganocins A-C, Ganocochlearins C and D, and Cochlearol T

Hui Shao et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Chemistry, Medicinal

Meroterpenoids from Ganoderma Species: A Review of Last Five Years

Xingrong Peng et al.

NATURAL PRODUCTS AND BIOPROSPECTING (2018)

Article Chemistry, Organic

Miscellaneous meroterpenoids from Ganoderma applanatum

Qi Luo et al.

TETRAHEDRON (2016)

Article Biochemistry & Molecular Biology

Secondary metabolites from Ganoderma

Sabulal Baby et al.

PHYTOCHEMISTRY (2015)

Article Chemistry, Organic

Synthesis of enantiomerically pure juglomycin C and NHAB

Shogo Kamo et al.

TETRAHEDRON (2015)

Article Chemistry, Inorganic & Nuclear

An efficient and practical enantiospecific synthesis of methyl chromanone- and chroman-2-carboxylates

Dong Woon Kim et al.

TETRAHEDRON-ASYMMETRY (2015)

Article Chemistry, Organic

Concise Syntheses and Biological Activities of Ganomycin I and Fornicin A

Arata Yajima et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2014)

Article Chemistry, Multidisciplinary

Manifestation of Polar Reaction Pathways of 2,3-Dichloro-5,6-dicyano-p-benzoquinone

Xingwei Guo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Organic

Stereochemical Study of a Transannular Michael Reaction Cascade

Haoran Xue et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

Article Chemistry, Multidisciplinary

Preparation of 2-heteroatom substituted-4-oxo-4-arylbutanoates via thio- and aza-Michael addition

Huili Liu et al.

JOURNAL OF THE SERBIAN CHEMICAL SOCIETY (2012)

Article Chemistry, Organic

Enantioselective total synthesis of heliespirone B

Akari Miyawaki et al.

TETRAHEDRON LETTERS (2012)

Article Chemistry, Organic

Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

Gordon J. Florence et al.

ORGANIC LETTERS (2011)

Article Plant Sciences

Prenylated phenolics from Ganoderma fornicatum

Xue-Mei Niu et al.

JOURNAL OF NATURAL PRODUCTS (2006)

Review Biochemistry & Molecular Biology

Ganoderma - A therapeutic fungal biofactory

R. Russell et al.

PHYTOCHEMISTRY (2006)

Article Chemistry, Applied

An efficient catalytic asymmetric route to 1-aryl-2-imidazol-1-yl-ethanols

IC Lennon et al.

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2005)