A biomimetic synthesis-enabled stereochemical assignment of rhodotomentones A and B, two unusual caryophyllene-derived meroterpenoids from Rhodomyrtus tomentosa

文献信息

发布日期 2021-08-19

DOI 10.1039/D1QO00989C

影响因子 5.281

作者

Yue-Yue Li, Yao-Lan Li

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摘要

Rhodotomentones A and B (1 and 2), two unusual caryophyllene-derived meroterpenoids (CDMTs) featuring a rare 6/6/9/4/6/6 hexacyclic ring system, along with their biogenetically-related CDMTs 7 and 12–15, were isolated from Rhodomyrtus tomentosa. The planar structures of 1 and 2 were established by comprehensive spectroscopic data analyses. Based on their unique structural features, compounds 1 and 2 were hypothesized to be biosynthesized from three different building blocks. Inspired by two potentially biogenetic pathways, we completed the biosynthetic building block-based syntheses of 1 and 2, which enabled the unambiguous stereochemical assignment of 1 and 2. In addition, three CDMTs 10, 14, and 17 exhibited potent in vitro antiviral activities against respiratory syncytial virus (RSV).

期刊推荐

Advances in Colloid and Interface Science

Analyst

Australian Journal of Chemistry

Chemistry of Natural Compounds

Cement and Concrete Research

Chemical Reviews

Doklady Chemistry

Chemistry of Heterocyclic Compounds

Carbon

Chemical & Pharmaceutical Bulletin

来源期刊

Organic Chemistry Frontiers

CiteScore: 7.8

自引率: 8.7%

年发文量: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

A biomimetic synthesis-enabled stereochemical assignment of rhodotomentones A and B, two unusual caryophyllene-derived meroterpenoids from Rhodomyrtus tomentosa

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