This paper reports the preparation of new benzoyl and/or benzyl substituted 1,2,3-triazole derivatives and their pharmacological evaluation as potential BK channel openers, as a part of a research program which hypothesized a pharmacophoric structure containing the 1,2,3-triazole ring. The synthetic procedures consist essentially with the 1,3-dipolar cycloaddition of aryl or benzyl azides to the asymmetric alkyne benzoylacetylene to give the wished 4-benzoyl-1,2,3-triazole isomers in larger amount. The pharmacological results show that the 1-(2-hydroxybenzyl)-4-benzyl-1H-1,2,3-triazole possesses high vasorelaxing activity involving the opening of the BK channels. Therefore the structure-activity relationships concerning this pharmacophoric structure confirm the usefulness of a phenolic function in the ortho position of the aromatic ring and would suggest a 1,2,3-triazole model bearing benzyl substituents. In addition such substituents appear more flexible and able to take different conformations with respect to phenyl groups which have higher trend to coplanar conformations.
|Autori interni:||CALDERONE, VINCENZO|
|Autori:||V. CALDERONE; I. GIORGI; LIVI O; E. MARTINOTTI; E. MANTUANO; A. MARTELLI; A. NARDI|
|Titolo:||BENZOYL AND/OR BENZYL SUBSTITUTED 1,2,3-TRIAZOLES AS POTASSIUM CHANNEL ACTIVATORS.VIII|
|Anno del prodotto:||2005|
|Digital Object Identifier (DOI):||10.1016/j.ejmech.2005.01.010|
|Appare nelle tipologie:||1.1 Articolo in rivista|