Binding site comparison for coumarin inhibitors and amine/amino acid activators of human carbonic anhydrases

A Petreni, SM Osman, FA Alasmary… - European Journal of …, 2021 - Elsevier
The first structural analysis comparing the binding mode to the target carbonic anhydrases
(CAs, EC 4.2. 1.1) of two opposite classes of modulators is presented here: coumarin …

Carbonic anhydrase inhibitors: Interactions of phenols with the 12 catalytically active mammalian isoforms (CA I–XIV)

A Innocenti, D Vullo, A Scozzafava… - Bioorganic & medicinal …, 2008 - Elsevier
The inhibition of the metalloenzyme carbonic anhydrase (CA, EC 4.2. 1.1) with three
phenols was investigated. Phenol was an effective CA I–IV, IX, XII and XIV inhibitor (KIs of …

Kinetic and docking studies of phenol-based inhibitors of carbonic anhydrase isoforms I, II, IX and XII evidence a new binding mode within the enzyme active site

S Durdagi, M Şentürk, D Ekinci, HT Balaydın… - Bioorganic & medicinal …, 2011 - Elsevier
Carbonic anhydrases (CAs, EC 4.2. 1.1) are inhibited by sulfonamides, inorganic anions,
phenols, coumarins (acting as prodrugs) and polyamines. A novel class of CA inhibitors …

Inhibitory effects and structural insights for a novel series of coumarin-based compounds that selectively target human CA IX and CA XII carbonic anhydrases

L De Luca, F Mancuso, S Ferro, MR Buemi… - European journal of …, 2018 - Elsevier
Coumarin derivatives are a peculiar class of inhibitors of the family of metalloenzymes
carbonic anhydrases (CA, EC 4.2. 1.1). Several coumarins display higher affinity and …

The coumarin-binding site in carbonic anhydrase accommodates structurally diverse inhibitors: the antiepileptic lacosamide as an example and lead molecule for …

C Temperini, A Innocenti, A Scozzafava… - Journal of medicinal …, 2010 - ACS Publications
Coumarins constitute a general and totally new class of inhibitors of the zinc enzyme
carbonic anhydrase (CA, EC 4.2. 1.1), binding at the entrance of the active site cavity. We …

Carbonic anhydrase inhibitors: X-ray crystallographic structure of the adduct of human isozyme II with a bis-sulfonamide—two heads are better than one?

A Casini, F Abbate, A Scozzafava… - Bioorganic & medicinal …, 2003 - Elsevier
The X-ray crystal structure for the adduct of human carbonic anhydrase II (hCA II) with 4-(4-
sulfamoylphenylcarboxamidoethyl) benzenesulfonamide, a topically acting antiglaucoma …

Coumarin carbonic anhydrase inhibitors from natural sources

CT Supuran - Journal of Enzyme Inhibition and Medicinal …, 2020 - Taylor & Francis
Coumarins constitute a relatively new class of inhibitors of the zinc enzyme carbonic
anhydrase (CA, EC 4.2. 1.1), possessing a unique inhibition mechanism, acting as “prodrug …

Combining the tail and the ring approaches for obtaining potent and isoform-selective carbonic anhydrase inhibitors: solution and X-ray crystallographic studies

M Bozdag, M Ferraroni, E Nuti, D Vullo… - Bioorganic & Medicinal …, 2014 - Elsevier
(3-Tosylureido) pyridine-2-sulfonamide and 4-tosylureido-benzenesulfonamide (ts-SA) only
differ by the substitution of a CH by a nitrogen atom, but they have very different inhibitory …

Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins

A Maresca, C Temperini, L Pochet… - Journal of medicinal …, 2010 - ACS Publications
Coumarin derivatives were recently shown to constitute a totally new class of inhibitors of the
zinc metalloenzyme carbonic anhydrase (CA, EC 4.2. 1.1), being hydrolyzed within the CA …

Thioxocoumarins show an alternative carbonic anhydrase inhibition mechanism compared to coumarins

M Ferraroni, F Carta, A Scozzafava… - Journal of medicinal …, 2016 - ACS Publications
A series of coumarins and the corresponding 2-thioxocoumarines were prepared and tested
for their inhibition profiles against four physiologically relevant human carbonic anhydrases …