Structures and cytotoxic properties of trichoverroids and their macrolide analogues produced by saltwater culture of Myrothecium verrucaria

Structures and cytotoxic properties of trichoverroids and their macrolide analogues produced by saltwater culture of Myrothecium verrucaria
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DOI:
10.1021/jm030090t
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发表时间:
2003-09-25
影响因子:
7.3
通讯作者:
Crews, P
Crews, P
中科院分区:
医学1区
文献类型:
--
作者:
Amagata, T;Rath, C;Crews, P

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Myrothecium v​​errucaria 的盐水培养物,从 Spongia sp. 中分离出来。收集于夏威夷,是三种新的单端孢菌素 E (1a)、13'-乙酰基毛菌素 B (2) 和 miophytocen C (3) 以及九种已知相关化合物(1b、4、5、6、7a、7b、8、9a 和 9b)的来源。新化合物的立体结构是在一维和二维核磁共振谱分析和化学转化的基础上建立的。同时,还阐明了先前报道的已知化合物1b、4和5的立体结构。除 3 种外,所有化合物均对鼠和人肿瘤细胞系表现出显着的细胞毒性。此外,根据生物测定数据的结果建立了结构-活性关系(SAR)。
Saltwater culture of Myrothecium verrucaria, separated from a Spongia sp. collected in Hawaii, was a source of three new trichothecenes, 3-hydroxyroridin E (1a), 13'-acetyltrichoverrin B (2), and miophytocen C (3) and nine known related compounds (1b, 4, 5, 6, 7a, 7b, 8, 9a, and 9b). The stereostructures of the new compounds were established on the basis of 1D and 2D NMR spectral analyses and a chemical transformation. At the same time, the stereostructures of known compounds, 1b, 4, and 5 reported previously were also elucidated. All the compounds except 3 showed significant cytotoxicity against murine and human tumor cell lines. Moreover, the structure-activity relationships (SARs) were established from the results of the bioassay data.