Helvolic Acid Derivatives with Antibacterial Activities against Streptococcus agalactiae from the Marine-Derived Fungus Aspergillus fumigatus HNMF0047

文献类型: 外文期刊

第一作者: Kong, Fan-Dong

作者: Kong, Fan-Dong;Ma, Qing-Yun;Xie, Qing-Yi;Wang, Pei;Chen, Peng-Wei;Zhou, Li-Man;Yuan, Jing-Zhe;Dai, Hao-Fu;Zhao, You-Xing;Huang, Xiao-Long;Luo, Du-Qiang

作者机构:

期刊名称:JOURNAL OF NATURAL PRODUCTS ( 影响因子:4.05; 五年影响因子:4.603 )

ISSN: 0163-3864

年卷期: 2018 年 81 卷 8 期

页码:

收录情况: SCI

摘要: Streptococcus agalactiae is a hazardous pathogen that can cause great harm to humans and fish. In the present study, the known fungal metabolite helvolic acid (10), seven new helvolic acid derivatives named 16-O-deacetylhelvolic acid 21,16-lactone (2), 6-O-propiony16,16-O-dideacetylhelvolic acid 21,16-lactone (3), 1,2-dihydro-6,16-O-dideacetylhelvolic acid 21,16-lactone (4), 1,2-dihydro-16-O-deacetylhelvolic acid 21,16-lactone (5), 16-O-propiony1-16-O-deacetylhelvolic acid (6), 6-O-propionyl-6-O-deacetylhelvolic acid (7), and 24-epi-6 beta,16 beta-diacetoxy-25-hydroxy-3,7-dioxo-29-nordammara-1,17(20)-diene-21,24-lactone (9), and two known ones (1 and 8) were isolated from the marine-derived fungus Aspergillus fumigatus HNMF0047 obtained from an unidentified sponge from Wenchang Beach, Hainan Province, China. The structures and the absolute configurations of the new compounds were unambiguously elucidated by spectroscopic data and electronic circular dichroism (ECD) spectroscopic analyses along with quantum ECD calculations. In addition, the spectroscopic data of compound 1 are reported here for the first time, the configuration of C-24 of known compound 8 was revised based on comparison of its ROESY data with its C-24 epimer 9, and the absolute configuration of 8 was also determined for the first time. Compounds 6, 7, and 10 showed stronger antibacterial activity than a tobramycin control against S. agalactiae with MIC values of 16, 2, and 8 mu g/mL, respectively.

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