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.
Highlights
Tuberculosis (TB) is one of the greatest killers, responsible for 8.6 million infections and1.3 million deaths in 2012, according to the WHO [1]
The marine-derived fungus SK11 was identified as Alternaria sp. on the basis of molecular characteristics combined with morphological traits
The absolute charities were established by the electronic circular dichroism (ECD) method supported by the time-dependent density functional theory (TDDFT) calculations of ECD spectra
Summary
Tuberculosis (TB) is one of the greatest killers, responsible for 8.6 million infections and. 1.3 million deaths in 2012, according to the WHO [1]. Mycobacterium tuberculosis is the causative agent of TB and the deserved target of antituberculosis drugs. Novel anti-infective agents are in urgent need, especially those applying to new targets and based on different mechanisms. Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) is proven to be an essential virulence factor when M. tuberculosis hosts macrophages [2,3]. Increased research reveals that it exhibits unique and multiple activities against immune responses [4,5,6,7]. Developing selective MptpB inhibitors could be a promising strategy against M. tuberculosis infection and conducive to treating severe TB
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