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


ABSTRACT: 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 ?-glucosidase inhibitory activity with IC50 of 87.8, 52.3, and 95.6 ?M, respectively. In addition, compounds 1 and 3 exhibited weak radical scavenging activity with EC50 values of 125 and 138 ?M, respectively.

SUBMITTER: Xiao Z 

PROVIDER: S-EPMC5082600 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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New furoisocoumarins and isocoumarins from the mangrove endophytic fungus <i>Aspergillus</i> sp. 085242.

Xiao Ze'en Z   Chen Senhua S   Cai Runlin R   Lin Shao'e S   Hong Kui K   She Zhigang Z  

Beilstein journal of organic chemistry 20160923


The chemical investigation of the mangrove endophytic fungus <i>Aspergillus</i> sp. 085242 afforded eight isocoumarin derivatives <b>1</b>-<b>8</b> and one isoquinoline <b>9</b>. Asperisocoumarins A and B (<b>1</b> and <b>2</b>) were new furoisocoumarins, and asperisocoumarins E and F (<b>5</b> and <b>6</b>) were new isocoumarins. Their structures were established by analysis of their spectroscopic data and the absolute configuration of compound <b>2</b> was unambiguously determined by X-ray str  ...[more]

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