米尔倍霉素的微生物转化：刺孢小克银汉霉ATCC 9244对米尔倍霉素A4及相关化合物的羟基化作用

Microbial conversion of milbemycins: hydroxylation of milbemycin A4 and related compounds by Cunninghamella echinulata ATCC 9244.

作者信息

Nakagawa K, Miyakoshi S, Torikata A, Sato K, Tsukamoto Y

机构信息

Fermentation Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.

出版信息

J Antibiot (Tokyo). 1991 Feb;44(2):232-40. doi: 10.7164/antibiotics.44.232.

DOI:10.7164/antibiotics.44.232

PMID:2010360

Abstract

Many strains of zygomycetes and actinomycetes were found to convert milbemycin A4 (1a) to 13 beta-hydroxymilbemycin A4 (1b). Among these strains, Cunninghamella echinulata ATCC 9244 had the most efficient 13 beta-hydroxylation ability on milbemycins. In the conversion of milbemycin A3 (2a), 29-hydroxymilbemycin A4 (4a), and 30-hydroxymilbemycin A4 (5a) with this strain, only 13 beta-hydroxylated products were obtained. On the other hand, starting from milbemycin A4 (1a) and 5-ketomilbemycin A4 5-oxime (6a), 13 beta,24- and 13 beta,30-dihydroxy derivatives were also isolated along with 13 beta-hydroxylated products. Similarly, conversion of milbemycin D (3a) and LL-F28249 alpha (8a) gave 13 beta- and 28-hydroxy derivatives (8b and 8c).

摘要

人们发现许多接合菌和放线菌菌株可将米尔倍霉素A4（1a）转化为13β-羟基米尔倍霉素A4（1b）。在这些菌株中，刺孢小克银汉霉ATCC 9244对米尔倍霉素具有最有效的13β-羟基化能力。用该菌株转化米尔倍霉素A3（2a）、29-羟基米尔倍霉素A4（4a）和30-羟基米尔倍霉素A4（5a）时，仅得到13β-羟基化产物。另一方面，以米尔倍霉素A4（1a）和5-酮基米尔倍霉素A4 5-肟（6a）为起始原料时，除了13β-羟基化产物外，还分离出了13β,24-和13β,30-二羟基衍生物。同样，米尔倍霉素D（3a）和LL-F28249α（8a）的转化产生了13β-和28-羟基衍生物（8b和8c）。