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Mar. Drugs 2015, 13(1), 366-378; doi:10.3390/md13010366

Asperlones A and B, Dinaphthalenone Derivatives from a Mangrove Endophytic Fungus Aspergillus sp. 16-5C

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, Guangzhou 510275, China
3
Guangdong Province Key Laboratory of Functional Molecules in Oceanic Microorganism, Bureau of Education, Sun Yat-sen University, 74 Zhongshan Road II, Guangzhou 510080, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Kirk R. Gustafson
Received: 26 November 2014 / Accepted: 23 December 2014 / Published: 13 January 2015
(This article belongs to the Special Issue Bioactive Compounds from Marine Microbes)
View Full-Text   |   Download PDF [710 KB, uploaded 24 February 2015]   |  

Abstract

Racemic dinaphthalenone derivatives, (±)-asperlone A (1) and (±)-asperlone B (2), and two new azaphilones, 6′-hydroxy-(R)-mitorubrinic acid (3) and purpurquinone D (4), along with four known compounds, (−)-mitorubrinic acid (5), (−)-mitorubrin (6), purpurquinone A (7) and orsellinic acid (8), were isolated from the cultures of Aspergillus sp. 16-5C. The structures were elucidated using comprehensive spectroscopic methods, including 1D and 2D NMR spectra and the structures of 1 further confirmed by single-crystal X-ray diffraction analysis, while the absolute configuration of 3 and 4 were determined by comparing their optical rotation and CD with those of the literature, respectively. Compounds 1, 2 and 6 exhibited potent inhibitory effects against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with IC50 values of 4.24 ± 0.41, 4.32 ± 0.60 and 3.99 ± 0.34 μM, respectively. View Full-Text
Keywords: marine fungi; Aspergillus sp.; asperlones; azaphilones; MptpB inhibitor marine fungi; Aspergillus sp.; asperlones; azaphilones; MptpB inhibitor
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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

Xiao, Z.; Lin, S.; Tan, C.; Lu, Y.; He, L.; Huang, X.; She, Z. Asperlones A and B, Dinaphthalenone Derivatives from a Mangrove Endophytic Fungus Aspergillus sp. 16-5C. Mar. Drugs 2015, 13, 366-378.

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