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Penispidins A–C, Aromatic Sesquiterpenoids from <i>Penicillium virgatum</i> and Their Inhibitory Effects on Hepatic Lipid Accumulation

Guo-Ping Yin, Man Gong, Gui‐Min Xue, Tian Gong, Cao Xue, Weiyi Wang, Changhua Hu

2021Journal of Natural Products12 citationsDOI

Abstract

Penispidins A–C (1–3), new aromatic sesquiterpenoids with two classes of rare carbon skeletons, were isolated from the endophytic fungus Penicillium virgatum HL-110. 1 represents the first example of a dunniane-type aromatic sesquiterpenoid, possessing a novel 4/6/6 tricyclic system, while (±)-2 and 3 have a 7,12-cyclized bisabolene skeleton, featuring a 3,4-benzo-fused 2-oxabicyclo[3.3.1]nonane central framework. Their structures were elucidated on the basis of spectroscopic methods, single-crystal X-ray diffraction, and ECD calculations. 1 inhibited hepatic lipid accumulation in HepG2 cells.

Topics & Concepts

StereochemistryNonaneCarbon skeletonChemistryMicrobial Natural Products and BiosynthesisPlant biochemistry and biosynthesisFungal Biology and Applications
Penispidins A–C, Aromatic Sesquiterpenoids from <i>Penicillium virgatum</i> and Their Inhibitory Effects on Hepatic Lipid Accumulation | Litcius