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Pchaeglobolactone A, Spiropchaeglobosin A, and Pchaeglobosals A and B: Four Rearranged Cytochalasans from <i>Chaetomium globosum</i> P2-2-2

Xiaogang Peng, Junjun Liu, Ying Gao, Fang Cheng, Jinling Chang, Juan Chen, Fangfang Duan, Hanli Ruan

2020Organic Letters26 citationsDOI

Abstract

Four novel rearranged cytochalasans (1–4) were isolated from an endophytic fungus Chaetomium globosum P2-2-2. Pchaeglobolactone A (1) possessed an unprecedented 13-aza-21-oxa-tetracyclo-[10.6.1.217,19.015,19]henicosane core. Spiropchaeglobosin A (2) was the first example of cytochalasans featuring a novel spiro[5.10]hexadecane unit. Pchaeglobosals A (3) and B (4) featured a unique 5/5/13 fused tricyclic ring system. Compounds 1–4 were tested for their antiproliferative, apoptosis, cell cycle arrest, and TRAIL-resistance-overcoming activities on cancer cell lines.

Topics & Concepts

Chaetomium globosumChemistryChaetomiumFungusStereochemistryRing (chemistry)BotanyOrganic chemistryBiologyFood sciencePenicilliumMicrobial Natural Products and Biosynthesis14-3-3 protein interactionsPlant biochemistry and biosynthesis
Pchaeglobolactone A, Spiropchaeglobosin A, and Pchaeglobosals A and B: Four Rearranged Cytochalasans from <i>Chaetomium globosum</i> P2-2-2 | Litcius