title: Carbonic anhydrase inhibitors: design, synthesis, and biological evaluation of novel sulfonyl semicarbazide derivatives.
abstract: A series of novel sulfonyl semicarbazides 5-13 was designed, synthesized, and evaluated for human carbonic anhydrase (hCA) inhibition. The new sulfonyl semicarbazides were tested against a panel of hCA isoforms I, II, IX, and XII, using acetazolamide (AZA, 1) as standard. All the sulfonyl semicarbazides showed subnanomolar affinity for hCA XII (pK i range 0.59-0.79 nM) and high selectivity over hCA I (58-114-fold) and hCA IX (26-114-fold) compared to hCA II (5-20-fold except 11, 121-fold). The importance of the nature of para-substitution on the sulfonyl substituted aromatic ring for potency and selectivity against one hCA isoform versus others is discussed. Overall, the research work led to the development of highly potent and selective hCA inhibitors.
authors: Bharati Vidyapeeth's College of Pharmacy , Navi Mumbai 400 614, India.
authors: Jayashree
authors: J
authors: Pichake
authors: SPP School of Pharmacy and Technology Management , SVKM's NMIMS, V. L. Mehta Road, Vile Parle (West), Mumbai 400 056, India.
authors: Prashant S
authors: PS
authors: Kharkar
authors: Neurofarba Dept., Section of Pharmaceutical and Nutriceutical Sciences, Università degli Studi di Firenze , Via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy.
authors: Mariangela
authors: M
authors: Ceruso
authors: Neurofarba Dept., Section of Pharmaceutical and Nutriceutical Sciences, Università degli Studi di Firenze , Via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy.
authors: Claudiu T
authors: CT
authors: Supuran
authors: Bharati Vidyapeeth's College of Pharmacy , Navi Mumbai 400 614, India.
authors: Mrunmayee P
authors: MP
authors: Toraskar
keywords: CA; Carbonic anhydrase; human isoform I; human isoform II; human isoform IX; human isoform XII; sulfonyl semicarbazides