来自村山链霉菌的与奇霉素相关的新产品。II. 前奇霉素、酮基脱水奇霉素以及奇霉素E和F的结构。

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

作者信息

Seaton P J, Gould S J

机构信息

Department of Chemistry, Oregon State University, Corvallis 97331.

出版信息

J Antibiot (Tokyo). 1989 Feb;42(2):189-97. doi: 10.7164/antibiotics.42.189.

DOI:10.7164/antibiotics.42.189

PMID:2925510

Abstract

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.

摘要

链霉菌新种——村山链霉菌（Streptomyces murayamaensis sp. nov.）Hata和大谷是奇霉素的产生菌，从中分离出了4种新的有色成分，并通过质谱、高场核磁共振和生物合成技术相结合的方法确定了它们的结构。在奇霉素D生物合成途径中，第一个具有苯并[b]咔唑骨架的化合物被命名为“前奇霉素”（7）。一种酮环氧化合物奇霉素中间体被标记为“酮脱水奇霉素”（9），奇霉素的1'-单乙酸酯被称为奇霉素E（12）。通过同位素捕获实验证实了村山链霉菌天然产生去乙酰奇霉素（13，现标记为奇霉素F）。讨论了这些新中间体在奇霉素生物合成中的作用。