Fukushima D K, levin J, Liang J S, Smulowitz M
Steroids. 1979 Jul;34(1):57-72. doi: 10.1016/0039-128x(79)90126-0.
3 alpha-Hydroxy-17-acetoxy-6 alpha-methyl-5 beta-pregnan-20-one (IIIa) has been isolated from urine of patients receiving medroxyprogesterone acetate (MPA). It was characterized by partial synthesis from MPA by catalytic reduction with palladium-charcoal to 17-acetoxy-6 alpha-methyl-5 beta-pregnan-3,20-dione (IV) and reduction of the latter with sodium borohydride. The isolation of 6 beta, 17,21-trihydroxy-6 alpha-methyl-pregn-4-ene-3,20-dione (IIc) is reported for the first time. The 17- and 21-monoacetates of this compound have been isolated and characterized earlier by other investigators. 7 alpha-3H-Medroxyprogesterone acetate was administered to 4 subjects by intravenous and intramuscular injections and by mouth. The ring A saturated metabolite IIIa was excreted in 0.1% to 4.0% of the administered dose; the highest excretion was after the intravenous dose and lowest after oral ingestion. 6 beta, 17,21-Trihydroxy-6 alpha-methylpregn-4-ene-3,20-dione (IIc) and its 17- and 21-monoacetates were excreted in about 5% of the doses in all subjects. No increase in 6 beta-hydroxylation was observed in the patient treated with o,p'-DDD,2,2-bis(2-chlorophenyl, 4'-chlorophenyl)-l,1-dichloroethane.
3α-羟基-17-乙酰氧基-6α-甲基-5β-孕甾-20-酮（IIIa）已从接受醋酸甲羟孕酮（MPA）治疗的患者尿液中分离出来。其通过用钯-炭将MPA催化还原为17-乙酰氧基-6α-甲基-5β-孕甾-3,20-二酮（IV），并随后用硼氢化钠还原后者进行部分合成来表征。6β,17,21-三羟基-6α-甲基孕甾-4-烯-3,20-二酮（IIc）的分离首次被报道。该化合物的17-和21-单乙酸酯已被其他研究者分离并表征。对4名受试者静脉内、肌肉内注射及口服给予7α-3H-醋酸甲羟孕酮。环A饱和代谢物IIIa以给药剂量的0.1%至4.0%排出；静脉给药后排泄量最高，口服后最低。在接受邻，对'-滴滴滴（2,2-双（2-氯苯基，4'-氯苯基）-1,1-二氯乙烷）治疗的患者中未观察到6β-羟基化增加。
