The inhibitory effects of phenolic Mannich bases on carbonic anhydrase I and II isoenzymes

Journal of Enzyme Inhibition and Medicinal Chemistry
Cem YamaliClaudiu T Supuran

Abstract

Phenolic mono Mannich bases [2-[4-hydroxy-3-(aminomethyl)benzylidene]-2,3-dihydro-1H-inden-1-one (8-15)] and bis Mannich bases [2-[4-hydroxy-3,5-bis(aminomethyl)benzylidene]-2, 3-dihydro-1H-inden-1-one (2-7)] were synthesized starting from 2-(4-hydroxybenzylidene)-2, 3-dihydro-inden-1-one (1). This study was designed in order to investigate the carbonic anhydrase (CA, EC 4.2.1.1) inhibitory properties of a library of compounds incorporating the phenol functional group. All prepared compounds showed a low inhibition percentages on both human (h) isoforms hCA I and hCA II compared to the reference sulfonamide acetazolamide. Mannich bases 2-15 had lower inhibition percentages than the compound 1 on hCA I and hCA II, except compound 14, which is a Mannich base derivative of dipropylamine, which had a similar inhibitory power as compound 1 on hCA II. All compounds synthesized 1-15 were 1.3-1.9 times more effective on hCA II comparing with the effectivenes of the compounds on hCA I.

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Sep 22, 2012·Journal of Enzyme Inhibition and Medicinal Chemistry·Nurgün BüyükkidanHatice Gonca Yalçin
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Citations

Mar 2, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Dilan Ozmen OzgunClaudiu T Supuran
Mar 18, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Halise Inci GulClaudiu T Supuran
Mar 31, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Halise Inci GulClaudiu T Supuran
May 31, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Ramazan UlusMetin Bülbül
Jul 21, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Elif UnluerClaudiu T Supuran
Sep 7, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Cem YamaliClaudiu T Supuran
Oct 25, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Halise Inci GulClaudiu T Supuran
Oct 25, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Halise Inci GulClaudiu T Supuran
Jul 21, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Ebru MeteClaudiu T Supuran
Mar 7, 2017·Journal of Enzyme Inhibition and Medicinal Chemistry·Halise Inci GulClaudiu T Supuran
Oct 28, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Stanislav KalininMikhail Krasavin
Oct 3, 2019·Journal of Enzyme Inhibition and Medicinal Chemistry·Sinan BilginerClaudiu T Supuran
Dec 10, 2019·Journal of Enzyme Inhibition and Medicinal Chemistry·Sinan BilginerClaudiu T Supuran
Jul 14, 2018·Acta Crystallographica. Section E, Crystallographic Communications·Fatma YesilyurtNefise Dilek Ozcelik
Feb 12, 2019·Bioorganic Chemistry·Kaan KucukogluClaudiu T Supuran

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