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Nigerasterols A and B, Antiproliferative Sterols from the Mangrove‐Derived Endophytic Fungus Aspergillus niger MA‐132
Author(s) -
Liu Dong,
Li XiaoMing,
Li ChunShun,
Wang BinGui
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200332
Subject(s) - aspergillus niger , mangrove , chemistry , fungus , absolute configuration , sterol , stereochemistry , bioassay , aspergillus , botany , biology , biochemistry , ecology , genetics , cholesterol
Two new 6,8(14),22‐hexadehydro‐5 α ,9 α ‐epidioxy‐3,15‐dihydroxy sterols, nigerasterols A and B ( 1 and 2 , resp.), together with two known cyclopentapeptides, malformins A 1 and C ( 3 and 4 , resp.), were identified in the culture extract of Aspergillus niger MA‐132, an endophytic fungus isolated from a fresh healthy sample of the mangrove plant Avicennia marina. The structures and relative configurations of these compounds were established on the basis of extensive spectroscopic analyses. The absolute configuration of compound 1 was determined by application of a modified version of Mosher 's method. Nigerasterols A and B ( 1 and 2 , resp.) represent the first 5,9‐epidioxy‐sterol compounds of marine origin, and they displayed potent activity against tumor cell lines HL60 and A549 in a preliminary bioassay.