Cyclohexenone Derivative and Drimane Sesquiterpenes from the Seagrass-Derived Fungus Aspergillus insuetus |
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Authors: | Zhibo Hu Junjie Chen Qianqian Liu Qilin Wu Shenhua Chen Junjian Wang Jing Li Lan Liu Zhizeng Gao |
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Institution: | 1. School of Marine Sciences, Sun Yat-sen University, Guangdong Provincial Key Laboratory of Marine Resources and Coastal Engineering, Pearl River Estuary Marine Ecosystem Research Station, Ministry of Education, Southern Laboratory of Ocean Science and Engineering (Guangdong, Zhuhai), Zhuhai, 519000 China;2. Guangdong Provincial Key Laboratory of New Drug Design and Evaluation, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006 China |
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Abstract: | One new cyclohexenone derivative ( 1 ), and two undescribed drimane sesquiterpenes ( 2 and 3 ), together with another seven known drimane sesquiterpenes were isolated from a seagrass-derived fungus Aspergillus insuetus SYSU6925. Structures of these metabolites were elucidated by comprehensive spectroscopic analysis, including NMR analysis, mass spectrometry, and ECD calculations. Compounds 1 – 3 , 5 and 7 displayed weak to moderate antifungal activities towards four phytopathogenic fungi, with Minimum inhibition concentration (MIC) values range from 50 to 200 μg/mL. Compound 1 , a rare cyclohexenone derivative with n-propyl group exhibited more potent inhibitory activities (MIC, 50 μg/mL) against F. oxysporum than positive control (Triadimefon). Compounds 2 and 3 also exhibit potent anti-inflammatory activities by inhibiting the production of nitric oxide (NO) in RAW264.7 cells with IC50 values of 21.5±1.1 and 32.6±1.16 μM, respectively. |
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Keywords: | seagrass-derived fungi Aspergillus insuetus cyclohexenone derivative drimane sesquiterpene antifungal activity |
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