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Open AccessArticle

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

School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China
School of Life Sciences and Biomedical Center, Sun Yat-sen University, Guangzhou 510275, China
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
Mar. Drugs 2015, 13(1), 366-378;
Received: 26 November 2014 / Accepted: 23 December 2014 / Published: 13 January 2015
(This article belongs to the Special Issue Bioactive Compounds from Marine Microbes)
PDF [710 KB, uploaded 24 February 2015]


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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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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