title: Penicidones A-C, three cytotoxic alkaloidal metabolites of an endophytic Penicillium sp.
abstract: Along with the known secondary metabolites lumichrome, physcion, and emodin-1,6-dimethyl ether, three alkaloids named penicidones A-C (1-3) were isolated from the culture of Penicillium sp. IFB-E022, an endophytic fungal strain residing in the stem of Quercus variabilis (Fagaceae). The structures of penicidones A-C were established by a correlative interpretation of spectroscopic data including IR, UV and HR-ESI-MS, as well as by analysis of a set of 1D and 2D NMR experiments. The stereochemistry of compounds 1 and 2 was obtained by comparison of the optical rotation with those of vermistatin and its analogues. Penicidones A-C were the first group of natural products possessing a penicidone framework. Compounds 1-3 exhibited moderate cytotoxicity against four cancer cell lines.
authors.affiliation: Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, School of Medicine, Nanjing University, Nanjing 210093, People's Republic of China.
authors.forename: Hui Ming
authors.initials: HM
authors.lastname: Ge
authors.forename: Yao
authors.initials: Y
authors.lastname: Shen
authors.forename: Chun Hua
authors.initials: CH
authors.lastname: Zhu
authors.forename: Shu Hua
authors.initials: SH
authors.lastname: Tan
authors.forename: Hui
authors.initials: H
authors.lastname: Ding
authors.forename: Yong Chun
authors.initials: YC
authors.lastname: Song
authors.forename: Ren Xiang
authors.initials: RX
authors.lastname: Tan
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*; D011728:Pyridones / Q000737:chemistry* / Q000378:metabolism / Q000633:toxicity*