Metabolites of Marine Fungus Aspergillus sp. Collected from Soft Coral Sarcophyton tortuosum |
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Authors: | LI Hou-jin CAI Yong-tong CHEN Yun-yun LAM Chi-keung LAN Wen-jian |
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Affiliation: | [1]School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, P. R. China [2]School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. China |
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Abstract: | Fungus Aspergillus sp., which was isolated from soft coral Sarcophyton tortuosum, was cultured in the GPY medium containing glucose 10 g/L, peptone 5 g/L, yeast extract 2 g/L, sea water 1 L, at pH=7.5. Four com- pounds, 3,6-diisobutyl-2(1H)-pyrazinone(1), 3-isobutyl-6-(1-hydroxy-2-methylpropyl)-2(1H)-pyrazinone(2), 3-meth- oxy-4-methyl-2,4-dien-pentanoic acid(3) and penicillic acid(4) were obtained from the AcOEt extract of the culture broth. Their structures were elucidated mainly based on the NMR, HR-EI-MS and X-ray single crystal diffraction experimental data. Compound 3 is a new compound. Compound 1 was previously proposed to be the tautomer of flavacol(3,6-diisobutylpyrazin-2-ol, 5). However, the evaluation of the NMR and X-ray single crystal diffraction experimental data permitted us to propose that compound 1 existed as amide form instead of tautomers. Compound 1 is stable both in solution and crystal due to strong intermolecular hydrogen bonds. Incidentally supplying anthracenone to the GPY medium with a dose of 100 mg/L, the yield of penicillic acid(4) in the culture broth of the strain Aspergillus sp. was increased dramatically from 6 mg/L to 57 mg/L. |
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