Spagnoli R, Cappelletti L, Toscano L
J Antibiot (Tokyo). 1983 Apr;36(4):365-75. doi: 10.7164/antibiotics.36.365.
Transformation of erythronolide B to new antibiotics was attempted by feeding this compound during the fermentation of Streptomyces antibioticus ATCC31771, a blocked mutant of an oleandomycin producing strain. As a result, four new active compounds were obtained with hybrid structures between erythromycin and oleandomycin. They were identified as 3-O-oleandrosyl-5-O-desosaminyl-15-hydroxyerythronolide B (I), 3-O-oleandrosyl-5-O-desosaminylerythronolide B (II), 3-O-oleandrosyl-5-O-desosaminyl-(8S)-8-hydroxyerythronolide B (III) and 3-O-oleandrosyl-5-O-desosaminyl-(8R)-8,19-epoxyerythronolide B (IV). They were found to be less active, but more stable to acid, than erythromycin A. From their relative biogenetical relationship together with the structure elucidated some hypotheses about late stages of oleandomycin biosynthesis are inferred too.
在抗生链霉菌ATCC31771（一种制霉素生产菌株的阻断突变体）发酵过程中加入红霉内酯B，尝试将其转化为新的抗生素。结果得到了四种新的活性化合物，它们具有红霉素和制霉素之间的杂合结构。它们被鉴定为3 - O - 夹竹桃糖基 - 5 - O - 去氧氨基糖基 - 15 - 羟基红霉内酯B（I）、3 - O - 夹竹桃糖基 - 5 - O - 去氧氨基糖基红霉内酯B（II）、3 - O - 夹竹桃糖基 - 5 - O - 去氧氨基糖基 - (8S) - 8 - 羟基红霉内酯B（III）和3 - O - 夹竹桃糖基 - 5 - O - 去氧氨基糖基 - (8R) - 8,19 - 环氧红霉内酯B（IV）。发现它们的活性比红霉素A低，但对酸更稳定。从它们的相对生源关系以及所阐明的结构，还推断出了一些关于制霉素生物合成后期阶段的假设。
