Nigerasterols A and B, Antiproliferative Sterols from the Mangrove-Derived Endophytic Fungus Aspergillus niger MA-132

Nigerasterols A and B, Antiproliferative Sterols from the Mangrove-Derived Endophytic Fungus Aspergillus niger MA-132
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DOI:
10.1002/hlca.201200332
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发表时间:
2013-06-01
影响因子:
1.8
通讯作者:
Wang, Bin-Gui
Wang, Bin-Gui
中科院分区:
化学4区
文献类型:
--
作者:
Liu, Dong;Li, Xiao-Ming;Wang, Bin-Gui

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两种新的6,8(14),22-六氢-5,9-环氧-3,15-二羟基甾醇,黑甾醇A和B(分别为1和2),连同两种已知的环戊肽,畸形菌素A1和C(分别为3和4),从红树林植物白骨壤的新鲜健康样品中分离的内生真菌Aspergillus尼日尔MA-132的培养物提取物中鉴定出。在广泛的光谱分析的基础上确定了这些化合物的结构和相对构型。化合物1的绝对构型通过应用Mosher方法的修改版本来确定。小行星A和B(分别为1和2)代表海洋来源的第一个5,9-环氧-甾醇化合物,并且它们在初步生物测定中显示出对肿瘤细胞系HL 60和A549的有效活性。
Two new 6,8(14),22-hexadehydro-5,9-epidioxy-3,15-dihydroxy sterols, nigerasterols A and B (1 and 2, resp.), together with two known cyclopentapeptides, malformins A1 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.