Expanding the strategies in natural product studies of marine-derived fungi:: A chemical investigation of Penicillium obtained from deep water sediment

Expanding the strategies in natural product studies of marine-derived fungi:: A chemical investigation of Penicillium obtained from deep water sediment
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DOI:
10.1021/np030388m
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发表时间:
2004-03-01
影响因子:
5.1
通讯作者:
Crews, P
Crews, P
中科院分区:
生物学2区
文献类型:
--
作者:
Gautschi, JT;Amagata, T;Crews, P

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三种以前未知的pentaketides,(+)-甲酰基anserinone B(3)、(-)-环氧丝氨酸酮A(4)和(+)环氧丝氨酸酮B(5),沿着两种已知的真菌色素anserinone A(1)和B(2),从深水(~ 4380英尺)海洋来源的盐水真菌培养物中分离和鉴定。另外两个次要成分,羟甲基鹅膏苷酮B(6)和脱氧鹅膏苷酮B(7),也被分离出来,但没有完全纯化。通过去复制和光谱分析确定了3-7的结构,每个都扩展了anserinones的密集官能化。在两个单独的基于细胞的测定中探索生物活性。2和3的白血病选择性最大,而1-3对MDA-MB-435细胞系表现出中等活性。
Three previously unknown pentaketides, (+)-formylanserinone B (3), (-)-epoxyserinone A (4), and (+)epoxyserinone B (5), along with two known fungal pigments, anserinones A (1) and B (2), were isolated and identified from a deep water (-4380 ft), marine-derived saltwater fungal culture. Two other minor constituents, hydroxymethylanserinone B (6) and deoxyanserinone B (7), were also isolated, but not completely purified. The structures of 3-7, each expanding the dense functionalization of the anserinones, were determined by dereplication and spectroscopic analysis. Bioactivity was explored in two separate cell-based assays. Leukemia selectivity was greatest with 2 and 3, while 1-3 exhibited modest activity against the MDA-MB-435 cell line.