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  • Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides.

Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides.

Bioorganic & medicinal chemistry (2009-06-13)
Anthony Bertucci, Alessio Innocenti, Didier Zoccola, Andrea Scozzafava, Sylvie Tambutté, Claudiu T Supuran
ABSTRACT

The inhibition of a newly cloned coral carbonic anhydrase (CA, EC 4.2.1.1) has been investigated with a series of sulfonamides, including some clinically used derivatives (acetazolamide, methazolamide, ethoxzolamide, dichlorophenamide, dorzolamide, brinzolamide, benzolamide, and sulpiride, or indisulam, a compound in clinical development as antitumor drug), as well as the sulfamate antiepileptic topiramate. Some simple amino-/hydrazine-/hydroxy-substituted aromatic/heterocyclic sulfonamides have also been included in the study. All types of activity have been detected, with low potency inhibitors (K(I)s in the range of 163-770nM), or with medium potency inhibitors (K(I)s in the range of 75.1-105nM), whereas ethoxzolamide, several clinically used sulfonamides and heterocyclic compounds showed stronger potency, with K(I)s in the range of 16-48.2nM. These inhibitors may be useful to better understand the physiological role of the Stylophora pistillata CA (STPCA) in corals and its involvement in biomineralisation in this era of global warming.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(±)-Sulpiride
Sigma-Aldrich
Saccharin, ≥99%
Supelco
Sulfanilamide, VETRANAL®, analytical standard
Sigma-Aldrich
Sulfanilamide, ≥98%
Sigma-Aldrich
4-Sulfamoylbenzoic acid, 97%
Sigma-Aldrich
Saccharin, ≥98%
Sigma-Aldrich
Sulfanilamide, puriss. p.a., ≥98% (calc. to the dried substance)
Sigma-Aldrich
p-Toluenesulfonamide, ReagentPlus®, ≥99%
Sigma-Aldrich
p-Toluenesulfonamide, reagent grade, 97%