New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242

异香豆素类 异香豆素 化学 曲霉 立体化学 真菌 红树林 植物 有机化学 生物 生态学 催化作用
作者
Ze’en Xiao,Senhua Chen,Runlin Cai,Shao’e Lin,Kui Hong,Zhigang She
出处
期刊:Beilstein Journal of Organic Chemistry [Beilstein Institute for the Advancement of Chemical Sciences]
卷期号:12: 2077-2085 被引量:31
标识
DOI:10.3762/bjoc.12.196
摘要

The chemical investigation of the mangrove endophytic fungus Aspergillus sp. 085242 afforded eight isocoumarin derivatives 1 – 8 and one isoquinoline 9 . Asperisocoumarins A and B ( 1 and 2 ) were new furoisocoumarins, and asperisocoumarins E and F ( 5 and 6 ) were new isocoumarins. Their structures were established by analysis of their spectroscopic data and the absolute configuration of compound 2 was unambiguously determined by X-ray structure analysis and ECD calculation. Moreover, the absolute configurations of compounds 3 – 5 were assigned by comparison of their ECD spectra with isocoumarins described in the literature. Asperisocoumarins C and D ( 3 and 4 ) were fully characterized spectroscopically and isolated from a natural source for the first time. Asperisocoumarins A–D ( 1 – 4 ) related to the class of furo[3,2- h ]isocoumarins are rarely occurring in natural sources. Compounds 2 , 5 , and 6 showed moderate α-glucosidase inhibitory activity with IC 50 of 87.8, 52.3, and 95.6 μM, respectively. In addition, compounds 1 and 3 exhibited weak radical scavenging activity with EC 50 values of 125 and 138 μM, respectively.
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