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Eremophilane-Type Sesquiterpenoids from an Acremonium sp. Fungus Isolated from Deep-Sea Sediments

Author:
Cheng, Zhongbin, Zhao, Jingjun, Liu, Dong, Proksch, Peter, Zhao, Zhimin, Lin, Wenhan
Source:
Journal of natural products 2016 v.79 no.4 pp. 1035-1047
ISSN:
1520-6025
Subject:
Acremonium, ethyl acetate, fungi, inhibitory concentration 50, lipopolysaccharides, macrophages, marine sediments, nitric oxide, sesquiterpenoids, spectral analysis
Abstract:
Chemical examination of an EtOAc extract of a cultured Acremonium sp. fungus from deep-sea sediments resulted in the isolation of 15 new eremophilane-type sesquiterpenoids, namely, acremeremophilanes A–O (1–15), together with seven known analogues. The structures of new compounds were determined through extensive spectroscopic analyses, in association with chemical conversions and ECD calculations for configurational assignments. The PKS-derived 4-hexenoic acid unit in 2–6 is rarely found in nature. All compounds were evaluated for inhibitory effects toward nitric oxide production induced by lipopolysaccharide in RAW 264.7 macrophage cells. Compounds 2–6 and 14 exhibited inhibitory effects with IC₅₀ values ranging from 8 to 45 μM.
Agid:
5498481