New products related to kinamycin from Streptomyces murayamaensis. II. Structures of pre-kinamycin, keto-anhydrokinamycin, and kinamycins E and F.

New products related to kinamycin from Streptomyces murayamaensis. II. Structures of pre-kinamycin, keto-anhydrokinamycin, and kinamycins E and F.
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DOI:
10.7164/antibiotics.42.189
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发表时间:
1989-02
期刊:
The Journal of antibiotics
影响因子:
--
通讯作者:
P. Seaton;S. Gould
P. Seaton;S. Gould
中科院分区:
其他
文献类型:
--
作者:
P. Seaton;S. Gould

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穆拉玛链霉菌的四种新有色成分11月该激动素的生产商Hata et Ohtani已经被分离出来,并结合质谱学、高场核磁共振和生物合成技术确定了它们的结构。第一个在激霉素D的生物合成途径中具有苯并咔唑骨架的化合物被命名为“前激动素”(7)。一种酮-环氧化卡那霉素中间体被标记为“酮-脱水卡那霉素”(9),而卡那霉素的1‘-单乙酸酯被称为卡那霉素E(12)。通过同位素捕获实验,证实了村山链霉菌自然产生去乙酰激动素(13,现标记为激动素F)。讨论了这些新中间体在卡那霉素生物合成中的作用。
Four new colored components of Streptomyces murayamaensis sp. nov. Hata et Ohtani, the producer of the kinamycins, have been isolated and their structures determined by a combination of mass spectral, high field NMR and biosynthetic techniques. The first compound with the benz[b]carbazole skeleton in the biosynthetic pathway of kinamycin D has been named "pre-kinamycin" (7). A keto-epoxide kinamycin intermediate has been labeled "keto-anhydrokinamycin" (9), and the 1'-monoacetate of kinamycin has been called kinamycin E (12). Natural production of deacetylkinamycin (13, now labeled kinamycin F) by S. murayamaensis has been confirmed by an isotope trapping experiment. The role of these new intermediates in kinamycin biosynthesis is discussed.