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Phomopchalasins A and B, Two Cytochalasans with Polycyclic-Fused Skeletons from the Endophytic Fungus Phomopsis sp. shj2

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posted on 2016-02-16, 00:00 authored by Bing-Chao Yan, Wei-Guang Wang, Dong-Bao Hu, Xiang Sun, Ling-Mei Kong, Xiao-Nian Li, Xue Du, Shi-Hong Luo, Yan Liu, Yan Li, Han-Dong Sun, Jian-Xin Pu
Phomopchalasins A (1) and B (2), two novel cytochalasans with unprecedented carbon skeletons, and phomopchalasin C (3), containing a rare hydroperoxyl motif, were obtained from the endophytic fungus Phomopsis sp. shj2, which was first isolated from the Isodon eriocalyx var. laxiflora. Their structures were elucidated by extensive spectroscopic analyses, electronic circular dichroism (ECD) calculation, and X-ray crystallographic analysis. Notably, 1 possessed an unprecedented 5/6/5/8-fused tetracyclic ring system, and 2 featured a novel 5/6/6/7/5-fused pentacyclic skeleton. The cytotoxic, anti-inflammatory, and antimigratory activities of 13 were evaluated in vitro.

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