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Chaetolactam A, an Azaphilone Derivative from the Endophytic Fungus <i>Chaetomium</i> sp. g1

Wen-Yu Zu, Jian‐Wei Tang, Kun Hu, Yuan‐Fei Zhou, Lei-Lei Gou, Xiao‐Zheng Su, Xinxiang Lei, Han‐Dong Sun, Pema‐Tenzin Puno

2020The Journal of Organic Chemistry18 citationsDOI

Abstract

Chaetolactam A (1), an unprecedented azaphilone derivative bearing a unique 9-oxa-7-azabicyclo[4.2.1]octan-8-onering system, together with two new compounds, 11-epi-chaetomugilide B (2) and chaetomugilide D (3) was isolated from an endophytic fungus, Chaetomium sp. g1. Notably, extensive NMR data analyses, NMR calculations with DP4 and DP4+ analyses, ECD calculations, and the RDC method were employed to establish the structure of 1. Furthermore, 2 exhibited potent apoptosis induction activity by mediating caspase-3 activation and PARP degradation at 3 μM in HL-60.

Topics & Concepts

ChemistryDerivative (finance)FungusStereochemistryChaetomiumApoptosisPoly ADP ribose polymeraseBiochemistryEnzymeBotanyPolymeraseBiologyFinancial economicsEconomicsPenicilliumFood scienceMicrobial Natural Products and BiosynthesisFungal Biology and ApplicationsPlant biochemistry and biosynthesis