Quinazolin-4-one coupled with pyrrolidin-2-iminium alkaloids from marine-derived fungus Penicillium aurantiogriseum

Fuhang Song, Biao Ren, Ke Yu, Caixia Chen, Hui Guo, Na Yang, Hong Gao, Xueting Liu, Mei Liu, Yaojun Tong, Huanqin Dai, Hua Bai, Jidong Wang, Lixin Zhang

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Three new alkaloids, including auranomides A and B (1 and 2), a new scaffold containing quinazolin-4-one substituted with a pyrrolidin-2-iminium moiety, and auranomide C (3), as well as two known metabolites auranthine (4) and aurantiomides C (5) were isolated from the marine-derived fungus Penicillium aurantiogriseum. The chemical structures of compounds 1-3 were elucidated by extensive spectroscopic methods, including IR, HRESIMS and 2D NMR spectroscopic analysis. The absolute configurations of compounds 1-3 were suggested from the perspective of a plausible biosynthesis pathway. Compounds 1-3 were subjected to antitumor and antimicrobial screening models. Auranomides A-C exhibited moderate cytotoxic activity against human tumor cells. Auranomides B was the most potent among them with an IC(50) value of 0.097 μmol/mL against HEPG2 cells.

    Original languageEnglish
    Pages (from-to)1297-306
    Number of pages10
    JournalMarine Drugs
    Volume10
    Issue number6
    DOIs
    Publication statusPublished - Jun 2012

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