Journal of Medicinal Chemistry · 1982 · 34 citations · 0 references
HypertensionTryptophan AnaloguesPharmaceutical ChemistryMolecular PharmacologyMedicinal ChemistryStereoselective SynthesisNormal Tryptophan AnalogueTryptophan AnalogsBiochemistryAntihypertensive TherapyNon-peptide LigandPharmacologyNatural Product SynthesisFunctional SelectivityNatural SciencesPhysiologyPeptide SynthesisMethyl EsterMedicineDrug DiscoveryNeuropeptides
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.