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Mar. Drugs 2014, 12(5), 2953-2969; doi:10.3390/md12052953

Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions

1
School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China
2
Department of Pharmacy, Huaihua Medical College, Huaihua 418000, China
3
School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China
4
School of Life Sciences, Sun Yat-Sen University, Guangzhou 510275, China
*
Authors to whom correspondence should be addressed.
Received: 20 March 2014 / Revised: 22 April 2014 / Accepted: 25 April 2014 / Published: 16 May 2014
(This article belongs to the Special Issue Bioactive Compounds from Marine Microbes)
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Abstract

A new alterporriol-type anthranoid dimer, alterporriol S (1), along with seven known anthraquinone derivatives, (+)-aS-alterporriol C (2), hydroxybostrycin (3), halorosellinia A (4), tetrahydrobostrycin (5), 9α-hydroxydihydrodesoxybostrycin (6), austrocortinin (7) and 6-methylquinizarin (8), were isolated from the culture broth of the mangrove fungus, Alternaria sp. (SK11), from the South China Sea. Their structures and the relative configurations were elucidated using comprehensive spectroscopic methods, including 1D and 2D NMR spectra. The absolute configurations of 1 and the axial configuration of 2 were defined by experimental and theoretical ECD spectroscopy. 1 was identified as the first member of alterporriols consisting of a unique C-10−C-2′ linkage. Atropisomer 2 exhibited strong inhibitory activity against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with an IC50 value 8.70 μM.
Keywords: endophytic fungus; Alternaria sp.; alterporriol; theoretical calculations; ECD; TDDFT; MptpB endophytic fungus; Alternaria sp.; alterporriol; theoretical calculations; ECD; TDDFT; MptpB
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Xia, G.; Li, J.; Li, H.; Long, Y.; Lin, S.; Lu, Y.; He, L.; Lin, Y.; Liu, L.; She, Z. Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions. Mar. Drugs 2014, 12, 2953-2969.

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