Spirobisnaphthalenes effectively inhibit carbonic anhydrase

Abstract

This study explores the correlation between human carbonic anhydrase (CA, EC 4.2.1.1) isoforms I and II (hCA I, II) and the inhibitory features of some spirobisnaphthalene derivatives. A group of spirobisnaphthalenes was synthesized and their hCA I and II inhibitory effects was investigated. The K i values were similar for both CA isoenzymes, the compounds showing good inhibitory activity. K i values ranged between 1.60 and 460.42 mM for hCA I and between 0.39 and 419.42 mM for hCA II, respectively. The spirobisnaphthalenes derivatives might be useful for designing CA inhibitors belonging to novel chemotypes compared to the highly investigated sulfonamides, sulfamates or coumarins.

The effects of some bromophenols on human carbonic anhydrase isoenzymes

“…In this study, both CA isoenzymes were purified by Sepharose-4B-L-tyrosine-sulfanilamide affinity chromatography in a single step [30][31][32] . The column material including Sepharose-4B-L-tyrosine-sulfanilamide was prepared according to a previous method [33][34][35] .…”

Synthesis and inhibitory properties of some carbamates on carbonic anhydrase and acetylcholine esterase

“…In mammals, CA II, which generally exists in red blood cells in lower concentrations, has approximately 10 times higher activity compare with CA I [99][100][101][102] . Cytosolic hCA I isoenzyme is ubiquitously expressed in body, and available in high concentrations in blood and gastrointestinal tract.…”

Preparation of Two Maleic Acid Sulfonamide Salts and Their Copper(II) Complexes and Antiglaucoma Activity Studies

“…18,[24][25][26] The metal complexes with mixed ligands have shown better biological activities than the simple ones. 18,19,27,28 In this study, two novel proton transfer compounds (HAP) + (SAMAL) - (6) …”

“…[1][2][3] Carbonic anhydrase (CA) is ubiquitous metalloenzyme that catalyze the two physiologically important processes: the first, the hydration of carbon dioxide to bicarbonate ion and a proton, and the second, the dehydration of bicarbonate ion. [4][5][6] These simple reactions provide acid-base equilibrium and ion equilibrium, so carbonic anhydrases are involved in many physiological processes such as pH regulation, ion transport, electrolyte secretion, calcification, and some biosynthetic reactions. 4,7 Among the mammalian carbonic anhydrases, α-carbonic anhydrases, sixteen different CA isoforms are expressed in humans.…”

“…4,7 Among the mammalian carbonic anhydrases, α-carbonic anhydrases, sixteen different CA isoforms are expressed in humans. 5,6 Human carbonic anhydrase (hCA) II isozyme which is present on the human eye 8 interacts with some membrane transport proteins, including chloride/bicarbonate exchanger, sodium/proton exchanger, and the sodium bicarbonate cotransporter. 9 Thus hCA II plays a key role in the production of aqueous humor.…”