Antibiotic terpenoid chloro-dihydroquinones from a new marine actinomycete
Antibiotic terpenoid chloro-dihydroquinones from a new marine actinomycete
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DOI：
10.1021/np058011z
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发表时间：
2005-06-01
影响因子：
5.1
通讯作者：
Fenical, W
中科院分区：
文献类型：
--
作者：
Soria-Mercado, IE;Prieto-Davo, A;Fenical, W
作为我们对探索适合在海洋沉积物中生存的放线菌细菌化学的持续兴趣的一部分，我们遇到了几个新的菌株，通过基于16S rDNA序列的系统发育分析，它们被确认为链霉菌科链霉菌科一个新属的成员(暂定为MAR4)。我们报道了从我们的菌株CNQ-525中分离到的三个新的氯化对苯二酚(1-3)和一个以前报道的类似物4的分离和结构鉴定。这些化合物正式拥有新的碳骨架，但与之前报道的几种奈比拉霉素类代谢物有关。新分子具有显著的抗菌性能和对癌细胞的细胞毒性，通过综合光谱测量以及与最近用X射线衍射法确定其全立体结构的抗生素A80915C(5)的核磁共振和其他光谱数据的比较，对其结构进行了指认。
As part of our continuing interest in exploring the chemistry of actinomycete bacteria uniquely adapted for survival in ocean sediments, we encountered several new strains, which by 16S rDNA sequence-based phylogenetic analysis were recognized as members of a new genus (tentatively called MAR4) within the family Streptomycetaceae. We report here the isolation and structure elucidation of three new chlorinated dihydroquinones (1-3) and one previously reported analogue, 4, from our strain CNQ-525, isolated from ocean sediments collected at a depth of 152 m near La Jolla, California. The compounds formally possess new carbon skeletons, but are related to several previously reported metabolites of the napyradiomycin class. The structures of the new molecules, which possess significant antibiotic properties and cancer cell cytotoxicities, were assigned by comprehensive spectral measurements and by comparison with NMR and other spectral data from the antibiotic A80915C (5), the full stereostructure of which was recently assigned by X-ray diffraction methods.