Tryptophan analogues. 1. Synthesis and antihypertensive activity of positional isomers.
A series of tryptophan analogues having the carboxyl function at the beta-position was synthesized and tested for antihypertensive activity. The 5-methoxy analogue 46 exhibited antihypertensive activity in the rat via the oral route and was much more potent than the normal tryptophan analogue. The methyl ester was found to be a critical structural feature for activity.
D000818:Animals; D000959:Antihypertensive Agents / Q000138:chemical synthesis*; D001794:Blood Pressure / Q000187:drug effects; D002415:Cats; D055598:Chemical Phenomena; D002621:Chemistry; D005260:Female; D007536:Isomerism; D008297:Male; D051381:Rats; D013329:Structure-Activity Relationship; D014364:Tryptophan / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
D000959:Antihypertensive Agents; D014364:Tryptophan