Rohr J
Institut für Organische Chemie Universität Göttingen.
J Antibiot (Tokyo). 1989 Oct;42(10):1482-8. doi: 10.7164/antibiotics.42.1482.
A new angucycline antibiotic has been discovered as a small side product of Streptomyces fradiae (strain Tü 2717), the producer of the urdamycin complex, during screening for biosynthetic relatives of urdamycins C and D. The structure was elucidated after isolation, via strain selection, of a mutant of S. fradiae that produces this new congener in larger amounts. The structure includes a new chromophore containing aglycone that has not been found before among the angucyclines nor as a natural product generally. In urdamycin H (1) the angucycline four-ring system is enlarged by a (p-OH-phenyl)furan moiety and is closely related to urdamycin C (2). The structure was elucidated by comparison of the physico-chemical data with those of known urdamycins, especially with those of urdamycin C (2), and was confirmed by intensive 2D NMR analysis. Biosynthetic studies showed that tyrosine and not the smaller p-OH-phenylglycine is the precursor of the (p-OH-phenyl)furan moiety.
在筛选乌达霉素C和D的生物合成相关物的过程中，一种新的安古霉素类抗生素作为弗氏链霉菌（菌株Tü 2717）的一种少量副产物被发现，弗氏链霉菌是乌达霉素复合物的产生菌。通过菌株筛选，分离出了一种能大量产生这种新同系物的弗氏链霉菌突变体，之后阐明了其结构。该结构包含一个新的发色团糖苷配基，这在安古霉素类中未曾发现，在一般天然产物中也未发现。在乌达霉素H（1）中，安古霉素四环系统通过一个（对羟基苯基）呋喃部分得以扩展，并且与乌达霉素C（2）密切相关。通过将物理化学数据与已知乌达霉素的数据，特别是与乌达霉素C（2）的数据进行比较，阐明了该结构，并通过深入的二维核磁共振分析得以证实。生物合成研究表明，酪氨酸而非较小的对羟基苯甘氨酸是（对羟基苯基）呋喃部分的前体。
