Mahato S B, Banerjee S, Podder S
Indian Institute of Chemical Biology, Calcutta.
Biochem J. 1988 Nov 1;255(3):769-74. doi: 10.1042/bj2550769.
Metabolic processes involving side-chain and ring cleavage of progesterone, 17-hydroxyprogesterone, 11-deoxycortisol and 16-dehydropregnenolone by Arthrobacter simplex were studied. The formation of the metabolites from progesterone indicates a pathway somewhat different from normal in the enzymic reaction sequence, and the 17-hydroxyprogesterone metabolites reveal a non-enzymic rearrangement step. The presence of a hydroxy group at C-21, as in 11-deoxycortisol, induces reduction of the C-20 carbonyl group. The microbial preparation of a novel androstane analogue, 17 beta-hydroxy-16 alpha-methoxyandrosta-1,4-dien-3-one, by incubation of 16-dehydropregnenolone with the bacterial strain was achieved. The formation of this metabolite is a multistep process involving a novel microbial generation of a methoxy group from a double-bond transformation in a steroid skeleton.
研究了简单节杆菌对孕酮、17-羟孕酮、11-脱氧皮质醇和16-脱氢孕烯醇酮进行侧链和环裂解的代谢过程。孕酮代谢产物的形成表明在酶促反应序列中存在一条与正常情况略有不同的途径，17-羟孕酮代谢产物揭示了一个非酶重排步骤。如在11-脱氧皮质醇中，C-21位羟基的存在会诱导C-20羰基的还原。通过将16-脱氢孕烯醇酮与该细菌菌株一起孵育，实现了一种新型雄甾烷类似物17β-羟基-16α-甲氧基雄甾-1,4-二烯-3-酮的微生物制备。这种代谢产物的形成是一个多步骤过程，涉及在甾体骨架中通过双键转化由微生物产生一个新型甲氧基。
