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Bioactive Metabolites from Mangrove Endophytic Fungus Aspergillus sp. 16-5B
Authors:Yayue Liu  Senhua Chen  Zhaoming Liu  Yongjun Lu  Guoping Xia  Hongju Liu  Lei He  Zhigang She
Institution:1.School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China; E-Mails: (Y.L.); (S.C.); (Z.L.); (G.X.); (H.L.);2.School of Life Sciences and Biomedical Center, Sun Yat-Sen University, 135 Xin gang West Road, Guangzhou 510275, China; E-Mails: (Y.L.); (L.H.);3.Key Laboratory of Functional Molecules from Oceanic Microorganism, Department of Education of Guangdong Province, Sun Yat-Sen University, Guangzhou 510080, China
Abstract:Chemical investigation of the endophytic fungus Aspergillus sp. 16-5B cultured on Czapek’s medium led to the isolation of four new metabolites, aspergifuranone (1), isocoumarin derivatives (±) 2 and (±) 3, and (R)-3-demethylpurpurester A (4), together with the known purpurester B (5) and pestaphthalides A (6). Their structures were determined by analysis of 1D and 2D NMR spectroscopic data. The absolute configuration of Compound 1 was determined by comparison of the experimental and calculated electronic circular dichroism (ECD) spectra, and that of Compound 4 was revealed by comparing its optical rotation data and CD with those of the literature. The structure of Compound 6 was further confirmed by single-crystal X-ray diffraction experiment using CuKα radiation. All isolated compounds were evaluated for their α-glucosidase inhibitory activities, and Compound 1 showed significant inhibitory activity with IC50 value of 9.05 ± 0.60 μM. Kinetic analysis showed that Compound 1 was a noncompetitive inhibitor of α-glucosidase. Compounds 2 and 6 exhibited moderate inhibitory activities.
Keywords:marine fungi  Aspergillus sp    α  -glucosidase inhibitor  theoretical calculations  ECD  optical rotation
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