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Mar. Drugs 2015, 13(5), 3091-3102; doi:10.3390/md13053091

Bioactive Metabolites from Mangrove Endophytic Fungus Aspergillus sp. 16-5B

1
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China
2
School of Life Sciences and Biomedical Center, Sun Yat-Sen University, 135 Xin gang West Road, Guangzhou 510275, China
3
Key Laboratory of Functional Molecules from Oceanic Microorganism, Department of Education of Guangdong Province, Sun Yat-Sen University, Guangzhou 510080, China
*
Author to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Received: 23 March 2015 / Revised: 27 April 2015 / Accepted: 27 April 2015 / Published: 19 May 2015
View Full-Text   |   Download PDF [791 KB, uploaded 19 May 2015]   |  

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. View Full-Text
Keywords: marine fungi; Aspergillus sp.; α-glucosidase inhibitor; theoretical calculations; ECD; optical rotation marine fungi; Aspergillus sp.; α-glucosidase inhibitor; theoretical calculations; ECD; optical rotation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Liu, Y.; Chen, S.; Liu, Z.; Lu, Y.; Xia, G.; Liu, H.; He, L.; She, Z. Bioactive Metabolites from Mangrove Endophytic Fungus Aspergillus sp. 16-5B. Mar. Drugs 2015, 13, 3091-3102.

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