Schwabe K
Zentralinstitut für Krebsforschung, Akademie der Wissenschaften der DDR, Bereich Experimentalle und Klinische Chemotherapie, Berlin-Buch.
Pharmazie. 1990 Apr;45(4):250-1.
The synthesis of chlormadinol acetate-3 beta-O-alpha-L-arabinofuranoside (3; 17 alpha-Acetoxy-6-chloro-pregna-4,6-diene-20-one-3 beta-O-alpha-L- arabinofuranoside) is described. Glycosidation of chlormadinol acetate (1) was accomplished with excess 2,3,5-tri-O-benzyl-alpha-L-arabinofuranosyl chloride, Fétizon reagent, mercury cyanide and bromide in toluene at room temperature. Debenzoylation into compound 3 was carried out with methanol/methylen chloride saturated with ammonia at low temperature. Surprisingly, substance 3 shows positive inotropic effects on cats in vivo, whereas the aglycone 1 produces negative inotropy.
描述了醋酸氯地孕酮 -3β -O-α -L-阿拉伯呋喃糖苷（3；17α -乙酰氧基 -6 -氯 -孕甾 -4,6 -二烯 -20 -酮 -3β -O-α -L-阿拉伯呋喃糖苷）的合成。在室温下，于甲苯中，用过量的2,3,5 -三 -O -苄基 -α -L-阿拉伯呋喃糖基氯、费蒂宗试剂、氰化汞和溴对醋酸氯地孕酮（1）进行糖苷化反应。在低温下，用饱和氨的甲醇/二氯甲烷将其脱苯甲酰基转化为化合物3。令人惊讶的是，物质3在体内对猫显示出正性肌力作用，而其苷元1则产生负性肌力作用。
