title: Prostaglandins V (1). Synthesis and pharmacology of (+/-)-11-deoxy-10-hydroxyprostaglandin E1 methyl ester.
abstract: (+/-)-Deoxy-10-hydroxy-PGE1 methyl ester (Va) has been synthesised via conjugate addition of the cuprate (III) to the 5-tetrahydropyranyloxycyclopentenone (IId). Va was found to be 0.1 times as active as PGE1 as a uterine stimulant in the anaesthetized pregnant rat, 0.25 times as active as PGE1 in causing vasodepression in the anaesthetized cat, and approximately equiactive to PGE1 in inducing bronchoconstriction.
mesh_terms: D000527:Alprostadil / Q000031:analogs & derivatives; D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D001980:Bronchi / Q000187:drug effects; D002415:Cats; D055598:Chemical Phenomena; D002621:Chemistry; D004305:Dose-Response Relationship, Drug; D005260:Female; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D009131:Muscle, Smooth, Vascular / Q000187:drug effects; D011247:Pregnancy; D011458:Prostaglandins E / Q000494:pharmacology; D011459:Prostaglandins E, Synthetic / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D014590:Uterine Contraction / Q000187:drug effects
chemical_list: D011458:Prostaglandins E; D011459:Prostaglandins E, Synthetic; C024109:11-deoxy-10-hydroxyprostaglandin E1 methyl ester; D000527:Alprostadil