Flavones. 1. Synthesis and antihypertensive activity of (3-phenylflavonoxy)propanolamines without .beta.-adrenoceptor antagonism

• Published in: Journal of medicinal chemistry Vol. 30; no. 5; pp. 788 - 792
• Main Authors: Wu, E. S. C, Cole, T. E, Davidson, T. A, Blosser, J. C, Borrelli, A. R, Kinsolving, C. R, Milgate, T. E, Parker, R. B
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 01.05.1987
• Subjects: Adrenergic beta-Antagonists; Animals; Antihypertensive Agents - chemical synthesis; Antihypertensive Agents - pharmacology; Chemical Phenomena; Chemistry; Flavonoids - chemical synthesis; Flavonoids - pharmacology; Flavonoids - therapeutic use; Hypertension - drug therapy; Male; Propanolamines - chemical synthesis; Propanolamines - pharmacology; Propanolamines - therapeutic use; Rats; Rats, Inbred SHR; Rats, Inbred WKY; Receptors, Adrenergic, beta - drug effects; Structure-Activity Relationship
• ISSN: 0022-2623; 1520-4804
• DOI: 10.1021/jm00388a007

The synthesis of a series of (3-phenylflavonoxy)propanolamines is described. These compounds were evaluated for potential antihypertensive activity in spontaneously hypertensive rats, as well as for in vivo and in vitro evidence of beta-adrenoceptor antagonism. Some of the compounds of this series exhibited effective antihypertensive properties but did not antagonize beta-adrenergic receptors. These active compounds represent a unique series of effective antihypertensive agents that, despite possessing structural characteristics typical of beta-blockers, does not have beta-adrenergic receptor blocking activity.