Propranolol is a popular β adrenergic antagonists that, together with pindolol, binds also to serotoninergic receptors, namely 5-HT1A/B. In this work the rigidification of the propranolol structure by locking its hydroxyl group within a 1,3-dioxolane ring was investigated. Constrained derivatives of propranolol were synthesized, fully characterized and tested for their affinity at β-adrenoreceptors and 5-HT1A/B/C receptors using radioligand binding assay. The constrained derivatives were inactive, as expected, at β1/2/3 adrenergic receptors. Although less expected, these derivatives failed to bind also to 5-HT1A/B/C receptors. The rigidification of propranolol is detrimental for 5-HT1AR activity.

Effect of the rigidification of propranolol, a mixed β-adrenoceptor and 5-HT1AR antagonist / Franchini, S.; Sorbi, C.; Linciano, P.; Brasili, L.; Tait, A.. - In: PHARMAZIE. - ISSN 0031-7144. - 74:3(2019), pp. 131-135. [10.1691/ph.2019.8878]

Effect of the rigidification of propranolol, a mixed β-adrenoceptor and 5-HT1AR antagonist

Franchini S.;Sorbi C.;Linciano P.;Brasili L.;Tait A.
2019

Abstract

Propranolol is a popular β adrenergic antagonists that, together with pindolol, binds also to serotoninergic receptors, namely 5-HT1A/B. In this work the rigidification of the propranolol structure by locking its hydroxyl group within a 1,3-dioxolane ring was investigated. Constrained derivatives of propranolol were synthesized, fully characterized and tested for their affinity at β-adrenoreceptors and 5-HT1A/B/C receptors using radioligand binding assay. The constrained derivatives were inactive, as expected, at β1/2/3 adrenergic receptors. Although less expected, these derivatives failed to bind also to 5-HT1A/B/C receptors. The rigidification of propranolol is detrimental for 5-HT1AR activity.
2019
74
3
131
135
Effect of the rigidification of propranolol, a mixed β-adrenoceptor and 5-HT1AR antagonist / Franchini, S.; Sorbi, C.; Linciano, P.; Brasili, L.; Tait, A.. - In: PHARMAZIE. - ISSN 0031-7144. - 74:3(2019), pp. 131-135. [10.1691/ph.2019.8878]
Franchini, S.; Sorbi, C.; Linciano, P.; Brasili, L.; Tait, A.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1179865
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