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

被引：150

作者：

Innocenti, Alessio ^{[1
]}

Gulcin, Ilhami ^{[2
,3
]}

Scozzafava, Andrea ^{[1
]}

Supuran, Claudiu T. ^{[1
]}

机构：

[1] Univ Florence, Chim Bioorgan Lab, I-50019 Florence, Italy

[2] Agri Ibrahim Cecen Univ, Sch Hlth Serv, TR-04100 Agri, Turkey

[3] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 17期

关键词：

Carbonic anhydrase; Polyphenol; Resveratrol; Curcumin; Catechin; Dobutamine; Silymarine; Enzyme inhibitor; Isozymes I-XV; ERYTHROCYTE ISOZYMES I; VITRO ANTIOXIDANT; SALICYLIC-ACID; ACTIVE-SITE; ACTIVATORS; PHENOLS; SERIES; XIV; DERIVATIVES; COUMARINS;

D O I：

10.1016/j.bmcl.2010.07.038

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

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 mu M. 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. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：5050 / 5053

页数：4

共 44 条

[1]

Human monoclonal antibodies targeting carbonic anhydrase IX for the molecular imaging of hypoxic regions in solid tumours [J].

Ahlskog, J. K. J. ;

Schliemann, C. ;

Marlind, J. ;

Qureshi, U. ;

Ammar, A. ;

Pedley, R. B. ;

Neri, D. .

BRITISH JOURNAL OF CANCER, 2009, 101 (04) :645-657

[2]

In vivo targeting of tumor-associated carbonic anhydrases using acetazolamide derivatives [J].

Ahlskog, Julia K. J. ;

Dumelin, Christoph E. ;

Truessel, Sabrina ;

Marlind, Jessica ;

Neri, Dario .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (16) :4851-4856

[3]

Antioxidant and radical scavenging properties of curcumin [J].

Ak, Tuba ;

Gulcin, Ilhami .

CHEMICO-BIOLOGICAL INTERACTIONS, 2008, 174 (01) :27-37

[4]

Crystal structure of the catalytic domain of the tumor-associated human carbonic anhydrase IX [J].

Alterio, Vincenzo ;

Hilvo, Mika ;

Di Fiore, Anna ;

Supuran, Claudiu T. ;

Pan, Peiwen ;

Parkkila, Seppo ;

Scaloni, Andrea ;

Pastorek, Jaromir ;

Pastorekova, Silvia ;

Pedone, Carlo ;

Scozzafava, Andrea ;

Monti, Simona Maria ;

De Simone, Giuseppina .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (38) :16233-16238

[5]

In vitro inhibition of salicylic acid derivatives on human cytosolic carbonic anhydrase isozymes I and II [J].

Bayram, Esra ;

Senturk, Murat ;

Kufrevioglu, O. Irfan ;

Supuran, Claudiu T. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (20) :9101-9105

[6]

NOX5 variants are functionally active in endothelial cells [J].

BelAiba, Rachida S. ;

Djordjevic, Talija ;

Petry, Andreas ;

Diemer, Kerstin ;

Bonello, Steve ;

Banfi, Botond ;

Hess, John ;

Pogrebniak, Alexej ;

Bickel, Christian ;

Goerlach, Agnes .

FREE RADICAL BIOLOGY AND MEDICINE, 2007, 42 (04) :446-459

[7]

The Qo site of the mitochondrial complex III is required for the transduction of hypoxic signaling via reactive oxygen species production [J].

Bell, Eric L. ;

Klimova, Tatyana A. ;

Eisenbart, James ;

Moraes, Carlos T. ;

Murphy, Michael P. ;

Budinger, G. R. Scott ;

Chandel, Navdeep S. .

JOURNAL OF CELL BIOLOGY, 2007, 177 (06) :1029-1036

[8]

Reactive oxygen species activate the HIF-1α promoter via a functional NFκB site [J].

Bonello, Steve ;

Zahringer, Christian ;

BelAiba, Rachida S. ;

Djordjevic, Talija ;

Hess, John ;

Michiels, Carine ;

Kietzmann, Thomas ;

Goerlach, Agnes .

ARTERIOSCLEROSIS THROMBOSIS AND VASCULAR BIOLOGY, 2007, 27 (04) :755-761

[9]

Carbonic anhydrase activators: X-ray crystallographic and spectroscopic investigations for the interaction of isozymes I and II with histamine [J].

Briganti, F ;

Mangani, S ;

Orioli, P ;

Scozzafava, A ;

Vernaglione, G ;

Supuran, CT .

BIOCHEMISTRY, 1997, 36 (34) :10384-10392

[10]

Prediction of cardiac events in patients with reduced left ventricular ejection fraction with dobutamine cardiovascular magnetic resonance assessment of wall motion score index [J].

Dall'Armellina, Erica ;

Morgan, Timothy M. ;

Mandapaka, Sangeeta ;

Ntim, William ;

Carr, J. Jeffrey ;

Hamilton, Craig A. ;

Hoyle, John ;

Clark, Hollins ;

Clark, Paige ;

Link, Kerry M. ;

Case, Doug ;

Hundley, W. Gregory .

JOURNAL OF THE AMERICAN COLLEGE OF CARDIOLOGY, 2008, 52 (04) :279-286

← 1 2 3 4 5 →