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Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV.

Bioorganic & medicinal chemistry letters (2010-08-03)
Alessio Innocenti, Ilhami Gülçin, Andrea Scozzafava, Claudiu T Supuran
ABSTRACT

A series of polyphenolic derivatives, including resveratrol, dobutamine, curcumin, catechin and silymarine were investigated for the inhibition of all the catalytically active mammalian isozymes of the metalloprotein carbonic anhydrase (CA, EC 4.2.1.1), that is, CA I-CA XV. These polyphenols effectively inhibited CAs, with K(I)s in the range of 380 nM-12.02 microM. The various isozymes showed quite diverse inhibition profiles with these compounds, which possess scaffolds not present in other investigated CA inhibitors (CAIs). These data may lead to drug design campaigns of effective CAIs possessing a diverse inhibition mechanism compared to sulfonamide/sulfamate inhibitors, based on such less investigated scaffolds.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Resveratrol, ≥99% (HPLC)
Sigma-Aldrich
Phenol solution, BioReagent, Equilibrated with 10 mM Tris HCl, pH 8.0, 1 mM EDTA, for molecular biology
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Phenol, puriss. p.a., ACS reagent, reag. Ph. Eur., 99.0-100.5%
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Phenol, for molecular biology
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Liquified Phenol, ≥89.0%
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Phenol, BioXtra, ≥99.5% (GC)
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Phenol solution, Saturated with 0.1 M citrate buffer, pH 4.3 ± 0.2, BioReagent, for molecular biology
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Phenol, ≥99%
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Phenol, contains hypophosphorous as stabilizer, loose crystals, ACS reagent, ≥99.0%
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Phenol, unstabilized, ReagentPlus®, ≥99%
Sigma-Aldrich
Phenol, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.5-100.5% (GC)
Supelco
Phenol solution, certified reference material, 500 μg/mL in methanol
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Phenol, BioUltra, for molecular biology, TE-saturated, ~73% (T)
Supelco
Phenol, PESTANAL®, analytical standard
Sigma-Aldrich
Phenol, puriss., ≥99.5% (GC), meets analytical specification of Ph. Eur., BP, USP, crystalline (detached)
Supelco
Resveratrol, analytical standard
Supelco
Phenol solution, 5000 μg/mL in methanol, certified reference material
Sigma-Aldrich
Phenol, unstabilized, purified by redistillation, ≥99%
Supelco
Phenol solution, 100 μg/mL in acetonitrile, PESTANAL®, analytical standard
Sigma-Aldrich
Phenol, BioUltra, for molecular biology, ≥99.5% (GC)