Trichodermaketones A−D and 7-O-Methylkoninginin D from the Marine Fungus Trichoderma koningii

• DOI: 10.1021/np900642p
• Publication Date: 2010-04-12T15:15:45Z
• Authors: Fuhang Song; Huanqin Dai; Yaojun Tong; Biao Ren; Caixia Chen; Nuo Sun; Xiangyang Liu; Jiang Bian; Mei Liu; Hong Gao; Hongwei Liu; Xiaoping Chen; Lixin Zhang
• Keywords: Trichoderma; Antifungal Agents; Molecular Structure; Marine Biology; Microbial Sensitivity Tests; 01 natural sciences; Anti-Bacterial Agents; 3. Good health; 0104 chemical sciences; Ketoconazole; Candida albicans; Benzopyrans; Macrolides; Nuclear Magnetic Resonance, Biomolecular

Five new polyketide derivatives, 7-O-methylkoninginin D (1) and trichodermaketones A-D (2-5), together with four known compounds, koninginins A, D, E, and F, were isolated from the marine-derived fungus Trichoderma koningii. Trichodermaketones A (2) and B (3) are unprecedented polyketides with a bistetrafuran-containing tricyclic skeleton. The chemical structures and absolute configurations of compounds 1-5 were elucidated by comparing with literature data and extensive spectroscopic methods, including 2D NMR and CD spectroscopic analysis. Compounds 1-5 were evaluated for action against bacteria and fungi and for synergistic antifungal activity. Compound 2 showed synergistic antifungal activity against Candida albicans with 0.05 microg/mL ketoconazole.