4.8 Article

Botryotins A-H, Tetracyclic Diterpenoids Representing Three Carbon Skeletons from a Deep-Sea-Derived Botryotinia fuckeliana

Journal

ORGANIC LETTERS
Volume 22, Issue 2, Pages 580-583

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04332

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Funding

  1. Xiamen Southern Oceanographic Center Project [17GYY026NF05]
  2. COMRA program [DY135-B2-08]
  3. National Natural Science Foundation of China [41606185, 21877022]

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Eight unprecedent diterpenoids, botryotins A-H (1-8), were obtained from Botryotinia fuckeliana. They represent three novel carbon skeletons with 6/6/5/5 (1), 6/6/5/6 (2-6), and 6/6/6/5 (7 and 8) tetracyclic scaffolds. Their structures were determined by detailed spectroscopic analysis and chemical derivatization as well as quantum chemical calculation of the ECD and OR data. Botryotin A (1) exhibited a moderate antiallergic effect (IC50 = 0.2 mM). A plausible biosynthetic pathway for 1-8 was proposed.

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