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Quinazolin-4-one Coupled with Pyrrolidin-2-iminium Alkaloids from Marine-Derived Fungus <em>Penicillium aurantiogriseum</em>

Author(s): 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

Journal: Marine Drugs
ISSN 1660-3397

Volume: 10;
Issue: 6;
Start page: 1297;
Date: 2012;
Original page

Keywords: marine-derived fungus | Penicillium aurantiogriseum | quinazolin-4-one | antitumor

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 13 were elucidated by extensive spectroscopic methods, including IR, HRESIMS and 2D NMR spectroscopic analysis. The absolute configurations of compounds 13 were suggested from the perspective of a plausible biosynthesis pathway. Compounds 13 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 IC50 value of 0.097 μmol/mL against HEPG2 cells.
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