Penicidones A-C, three cytotoxic alkaloidal metabolites of an endophytic Penicillium sp.
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.
Ge
Hui Ming
HM
Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, School of Medicine, Nanjing University, Nanjing 210093, People's Republic of China.
Shen
Yao
Y
Zhu
Chun Hua
CH
Tan
Shu Hua
SH
Ding
Hui
H
Song
Yong Chun
YC
Tan
Ren Xiang
RX
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*