P. Conti, C. Dallanoce, M. Amici
Apr 1, 1998
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0
Influential Citations
78
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Quality indicators
Journal
Bioorganic & Medicinal Chemistry
Abstract
Abstract A series of Δ 2 -isoxazoline derivatives structurally related to Broxaterol 1 and Falintolol 3 has been prepared and evaluated for their binding affinity to β 1 - and β 2 -adrenergic receptors. Among the tested compounds only the 3-isopropenyl anti derivative 4d is as active as the reference compounds. An electron-releasing group, probably operating through a π – π interaction, in the 3-position of the isoxazoline nucleus greatly enhances the affinity of the compounds. Conversely, the closest analogs of Broxaterol (3-bromo Δ 2 -isoxazolines 4a and 5a ) are at least one order of magnitude less active than the model compound 1 . Throughout the series of derivatives the anti stereoisomers are invariably more active than their syn counterparts.