Synthesis of potential hypolipidemic agents. Reaction of substituted phenyl 2,3-epoxypropyl ethers with adenine, uracil, and thymine.
Three adenine derivatives were found to be active hypolipidemic agents at 10 mg/kg/day. The most active compound was 9-(p-chlorophenoxy-2-hydroxypropyl)adenine (5). Compound 5 significantly lowered serum triglyceride and cholesterol content in male Sprague-Dawley rats and inhibited hepatic phosphatidate phosphohydrolase activity in vitro. The synthesis of these agents involved reacting adenine, uracil, and thymine with a series of substituted phenyl 2,3-epoxypropyl ethers.
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000924:Anticholesteremic Agents / Q000138:chemical synthesis; D055598:Chemical Phenomena; D002621:Chemistry; D004852:Epoxy Compounds; D005990:Glycerol / Q000378:metabolism; D000960:Hypolipidemic Agents / Q000138:chemical synthesis*; D066298:In Vitro Techniques; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D008297:Male; D051381:Rats; D013941:Thymine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D014280:Triglycerides / Q000097:blood; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
D000924:Anticholesteremic Agents; D004852:Epoxy Compounds; D000960:Hypolipidemic Agents; D014280:Triglycerides; D014498:Uracil; D000225:Adenine; D005990:Glycerol; D013941:Thymine