Prostaglandin prodrugs. I: Stabilization of dinoprostone (prostaglandin E2) in solid state through formation of crystalline C1-phenyl esters.
Dinoprostone para-substituted phenyl esters were synthesized in attempt to improve the solid-state stability of the parent prostaglandin. A phenol series covering a wide melting-point range was employed, and a linear relationship was observed between the phenol melting points and the resulting prostaglandin C1-ester melting points. The crystalline esters showed improved solid-state stability over the parent compound, and many esters were biologically active.
D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D003271:Contraceptive Agents, Female; D006224:Cricetinae; D003460:Crystallization; D004355:Drug Stability; D005260:Female; D005849:Gerbillinae; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D011459:Prostaglandins E, Synthetic / Q000032:analysis / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D003271:Contraceptive Agents, Female; D011459:Prostaglandins E, Synthetic