Carbonic anhydrase inhibitors: Inhibition of human and murine mitochondrial isozymes V with anions

被引:40
作者
Franchi, M
Vullo, D
Gallori, E
Antel, J
Wurl, M
Scozzafava, A
Supuran, CT
机构
[1] Univ Florence, Lab Chim Bioinorgan, I-50019 Florence, Italy
[2] Univ Florence, Dipartimento Biol Anim & Genet, I-50122 Florence, Italy
[3] Solvay Pharmaceut GmbH, D-30173 Hannover, Germany
关键词
D O I
10.1016/S0960-894X(03)00581-X
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In addition to sulfonamides, metal complexing anions represent the second class of inhibitors of the zinc enzyme carbonic anhydrase (CA, EC 4.2. 1.1). The first inhibition study of the mitochondrial isozyme CA V (of murine and human origin) with anions is reported here. Inhibition data of the cytosolic isozymes CA I and CA II as well as the membrane-bound isozyme CA IV with a large number of anionic species such as halides, pseudohalides, bicarbonate, nitrate, hydrosulfide, arsenate, sulfamate, and sulfamidate and so on, are also provided for comparison. Isozyme V has an inhibition profile by anions completely different to those of CA I and IV. but similar to that of hCA II, which may have interesting physiological consequences. Similarly to hCA 11, the mitochondrial isozymes show micro-nanomolar affinity for sulfonamides such as sulfanilamide and acetazolamide. (C) 2003 Elsevier Ltd. All rights reserved.
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页码:2857 / 2861
页数:5
相关论文
共 31 条
[1]   Nonaromatic sulfonamide group as an ideal anchor for potent human carbonic anhydrase inhibitors: Role of hydrogen-bonding networks in ligand binding and drug design [J].
Abbate, F ;
Supuran, CT ;
Scozzafava, A ;
Orioli, P ;
Stubbs, MT ;
Klebe, G .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (17) :3583-3587
[2]   THE STRUCTURE AND THE MECHANISM OF ACTION OF PYRUVATE-CARBOXYLASE [J].
ATTWOOD, PV .
INTERNATIONAL JOURNAL OF BIOCHEMISTRY & CELL BIOLOGY, 1995, 27 (03) :231-249
[3]   Catalysis and inhibition of human carbonic anhydrase IV [J].
Baird, TT ;
Waheed, A ;
Okuyama, T ;
Sly, WS ;
Fierke, CA .
BIOCHEMISTRY, 1997, 36 (09) :2669-2678
[4]   FINE TUNING OF THE CATALYTIC PROPERTIES OF CARBONIC-ANHYDRASE - STUDIES OF A THR200-] HIS VARIANT OF HUMAN ISOENZYME-II [J].
BEHRAVAN, G ;
JONSSON, BH ;
LINDSKOG, S .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1990, 190 (02) :351-357
[5]   Carbonic anhydrase inhibitors: Inhibition of cytosolic isozymes I and II with sulfamide derivatives [J].
Casini, A ;
Winum, JY ;
Montero, JL ;
Scozzafava, A ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (05) :837-840
[6]   Carbonic anhydrase inhibitors:: SAR and x-ray crystallographic study for the interaction of sugar sulfamates/sulfamides with Isozymes I, II and IV [J].
Casini, A ;
Antel, J ;
Abbate, F ;
Scozzafava, A ;
David, S ;
Waldeck, H ;
Schäfer, S ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (05) :841-845
[7]  
Chegwidden WR, 2000, EXS, V90, P343
[8]   MITOCHONDRIAL CARBONIC-ANHYDRASE IS INVOLVED IN RAT RENAL GLUCOSE SYNTHESIS [J].
DODGSON, SJ ;
CHERIAN, K .
AMERICAN JOURNAL OF PHYSIOLOGY, 1989, 257 (06) :E791-E796
[10]  
Forster RE, 2000, EXS, V90, P263