A novel class of timolol derivatives with nitric oxide (NO)-donating moieties achieved chemical stability yet under physiologically relevant conditions released timolol and NO. Hindered esters A were designed and synthesized, whose 'triggered' release relied on enzymatic hydrolysis of the nitrate ester in A to B, that in turn cyclized to liberate timolol. © 2009 Elsevier Ltd.
Synthesis of novel nitric oxide (NO)-releasing esters of timolol / V. Chiroli, M.R. Batugo, S. Biondi, A. Bonfanti, S. Brambilla, D.C. Gale, L. Li, D. Miglietta, F. Nicoli, G.A. Prasanna, D. Ronchetti, W.F. Vernier, W.K.M. Chong. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - 19:10(2009 May 15), pp. 2785-2788. [10.1016/j.bmcl.2009.03.111]
Synthesis of novel nitric oxide (NO)-releasing esters of timolol
V. Chiroli
Primo
;S. Brambilla;
2009
Abstract
A novel class of timolol derivatives with nitric oxide (NO)-donating moieties achieved chemical stability yet under physiologically relevant conditions released timolol and NO. Hindered esters A were designed and synthesized, whose 'triggered' release relied on enzymatic hydrolysis of the nitrate ester in A to B, that in turn cyclized to liberate timolol. © 2009 Elsevier Ltd.
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