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Genome Mining of a Deep-Sea-Derived <i>Penicillium allii-sativi</i> Revealed Polyketide-Terpenoid Hybrids with Antiosteoporosis Activity

Chun‐Lan Xie, Taizong Wu, Yuan Wang, Robert J. Capon, Ren Xu, Xian‐Wen Yang

2024Organic Letters24 citationsDOI

Abstract

Two novel meroterpenoids, alliisativins A and B ( 1, 2 ) were discovered through a genome-based exploration of the biosynthetic gene clusters of the deep-sea-derived fungus Penicillium allii-sativi MCCC entry 3A00580. Extensive spectroscopic analysis, quantum calculations, chemical derivatization, and biogenetic considerations were utilized to establish their structures. Alliisativins A and B ( 1, 2 ) possess a unique carbon skeleton featuring a drimane sesquiterpene with a highly oxidized polyketide. Noteworthily, alliisativin A ( 1 ) showed dual activity in promoting osteogenesis and inhibiting osteoclast, indicating an antiosteoporosis potential.

Topics & Concepts

ChemistryPolyketideTerpenoidCarbon skeletonFungusGenomePenicilliumDerivatizationQuantum chemicalStereochemistryGeneBiochemistryBotanyBiologyMoleculeOrganic chemistryBiosynthesisHigh-performance liquid chromatographyFood scienceMicrobial Natural Products and BiosynthesisFungal Biology and ApplicationsMarine Sponges and Natural Products
Genome Mining of a Deep-Sea-Derived <i>Penicillium allii-sativi</i> Revealed Polyketide-Terpenoid Hybrids with Antiosteoporosis Activity | Litcius