Asperlones A and B,Dinaphthalenone Derivatives from a Mangrove Endophytic Fungus Aspergillus sp. 16-5C |
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| Authors: | Ze’en Xiao Shao’e Lin Chunbing Tan Yongjun Lu Lei He Xishan Huang Zhigang She |
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| Institution: | 1.School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China; E-Mails: (Z.X.); (S.L.); (C.T.);2.School of Life Sciences and Biomedical Center, Sun Yat-sen University, Guangzhou 510275, China; E-Mails: (Y.L.); (L.H.);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 |
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| 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. |
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| Keywords: | marine fungi Aspergillus sp asperlones azaphilones MptpB inhibitor |
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