Application of the Carbonic Anhydrase Inhibitory Effect of Furosemide to the Study of Furosemide Release from Two of Its Diuretic Derivatives

Gil Navon, Ruth Panigel, Jashovam Shani, Shlomo Schoenberg

Research output: Contribution to journalArticlepeer-review

Abstract

Bovine carbonic anhydrase B (CA) inhibitory effect of furosemide was established in two pH values at 26°. FFBu [Ar-furfuryl-4-chloro-5-(butoxymethylsulfamoyl)anthranilic acid] and FFMe [IV-furfuryl-4-ch]oro-5-(methoxymethylsulfamoyDanthranilic acid], two of its alkoxymethyl derivatives, did not exert any CA inhibitory effect at those conditions but were found to inhibit the CA activity after their hydrolysis, which yielded the furosemide molecule. The CA inhibitory effect of furosemide was utilized for determining the kinetic rate constants for the hydrolysis of FFBu and FFMe at various pH and temperature levels. The hydrolysis rate constants of FFBu and FFMe were pH-independent in the pH range tested, and the temperature dependence for FFBu yielded an activation energy of 18 kcal/mol. It is pointed out that the hydrolysis rates of FFBu may be important for the explanation of its possible delayed diuretic effect.

Original languageEnglish
Pages (from-to)1152-1154
Number of pages3
JournalJournal of Medicinal Chemistry
Volume18
Issue number11
DOIs
StatePublished - 1 Nov 1975

Fingerprint

Dive into the research topics of 'Application of the Carbonic Anhydrase Inhibitory Effect of Furosemide to the Study of Furosemide Release from Two of Its Diuretic Derivatives'. Together they form a unique fingerprint.

Cite this