Penispidins A-C, Aromatic Sesquiterpenoids from Penicillium virgatum and Their Inhibitory Effects on Hepatic Lipid Accumulation

  • J Nat Prod. 2021 Oct 22;84(10):2623-2629. doi: 10.1021/acs.jnatprod.1c00185.
Guo-Ping Yin  1 ,  Man Gong  2 ,  Gui-Min Xue  2 ,  Tian Gong  1 ,  Xue Cao  1 ,  Weiyi Wang  3 ,  Chang-Hua Hu  1
Affiliations
  • 1. Engineering Research Center of Coptis Development and Utilization (Ministry of Education), College of Pharmaceutical Sciences and Chinese Medicine, Medical Research Institute, Southwest University, Chongqing 400715, People's Republic of China.
  • 2. College of Pharmacy, Academy of Chinese Medical Sciences, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, People's Republic of China.
  • 3. Key Laboratory of Marine Biogenetic Resources, Third Institute of Oceanography, Ministry of Natural Resources, Xiamen 361005, People's Republic of China.
PMID: 34610746 DOI: 10.1021/acs.jnatprod.1c00185
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.

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