New haliangicin isomers, potent antifungal metabolites produced by a marine myxobacterium

New haliangicin isomers, potent antifungal metabolites produced by a marine myxobacterium
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DOI:
10.7164/antibiotics.56.630
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发表时间:
2003-07-01
影响因子:
3.3
通讯作者:
Ojika, M
Ojika, M
中科院分区:
医学4区
文献类型:
--
作者:
Kundim, BA;Itou, Y;Ojika, M

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Haliangicin是一种β-甲氧基丙烯酸酯型多烯抗生素,分离自独特的海洋粘细菌Haliangium ochraceum。对这种微生物的提取物的进一步研究导致了haliangicin及其几何异构体的分离。本研究确定了此前未知的石蒜素中环氧化物的构型。这些异构体的平面结构与部分立体化学的光谱分析进行了阐述。主要的异构体顺式-海兰菌素是海兰菌素的环氧化物部分的顺式异构体。Haliangicin B类似于D是多烯部分的几何异构体,并且作为顺式和反式环氧化物异构体的不可分离的混合物存在。并与盐莲霉素进行了比较。
Haliangicin is a beta-methoxyacrylate-type polyene antibiotic isolated from the unique marine myxobacterium Haliangium ochraceum. A further investigation of the extract of this microorganism has resulted in the isolation of haliangicin as well as its geometrical isomers. The configuration of the epoxide in haliangicin, which was unknown previously, was determined in this study. The planar structures with partial stereochemistry of these isomers were elucidated by spectroscopic analyses. The major isomer, cis-haliangicin, is a cis isomer of the epoxide portion of haliangicin. Haliangicins Bsimilar toD are geometrical isomers of the polyene moiety, and present as an inseparable mixture of cis and trans epoxide isomers. Their antifungal activities were also evaluated in comparison with haliangicin.