Novel aromatic/heterocyclic sulfonamides and their metal complexes as inhibitors of carbonic anhydrase isozymes I, II and IV

被引：73

作者：

Supuran, CT

Scozzafava, A

机构：

[1] Università degli Studi, Lab. di Chim. Inorg. e Bioinorganica, I-50121, Firenze

来源：

JOURNAL OF ENZYME INHIBITION | 1997年 / 12卷 / 01期

关键词：

aromatic/heterocyclic sulfonamide; carbonic anhydrase; isozyme I; II; IV;

D O I：

10.3109/14756369709027662

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Reaction of five aromatic/heterocyclic sulfonamides containing free amino, groups with 5-nitro-alpha-2-toluenesultone and diethyl pyrocarbonate, respectively, afforded novel inhibitors of the zinc enzyme carbonic anhydrase (CA). Zn(II) complexes of the new sulfonamides were prepared. Excellent inhibition of three CA isozymes (CA I, II and IV respectively) were observed with some of the new sulfonamides, but especially with their Zn(II) complexes. Structure-activity correlations in this series of inhibitors are discussed.

引用

收藏

页码：37 / 51

页数：15

相关论文

共 67 条

[1] METAL-COMPLEXES OF THE CARBONIC-ANHYDRASE INHIBITOR METHAZOLAMIDE (HMACM) - CRYSTAL-STRUCTURE OF THE ZN(MACM)(2)(NH3)(2) - ANTICONVULSANT PROPERTIES OF THE CU(MACM)(2)(NH3)(2)(H2O) [J].

ALZUET, G ;

CASANOVA, J ;

RAMIREZ, JA ;

BORRAS, J ;

CARUGO, O .

JOURNAL OF INORGANIC BIOCHEMISTRY, 1995, 57 (03) :219-234

[2]

ANDRUH M, 1991, REV ROUM CHIM, V36, P727

[3]

[Anonymous], 1994, ROUM CHEM Q REV

[4] CEREBROVASODILATATION THROUGH SELECTIVE-INHIBITION OF THE ENZYME CARBONIC-ANHYDRASE .3. 5-(ARYLTHIO)-, 5-(ARYLSULFINYL)-, AND 5-(ARYLSULFONYL)THIOPHENE-2-SULFONAMIDES [J].

BARNISH, IT ;

CROSS, PE ;

DICKINSON, RP ;

PARRY, MJ ;

RANDALL, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (08) :959-964

[5] CEREBROVASODILATATION THROUGH SELECTIVE-INHIBITION OF THE ENZYME CARBONIC-ANHYDRASE .2. IMIDAZO[2,1-B]THIADIAZOLE AND IMIDAZO[2,1-B]THIAZOLESULFONAMIDES [J].

BARNISH, IT ;

CROSS, PE ;

DICKINSON, RP ;

GADSBY, B ;

PARRY, MJ ;

RANDALL, MJ ;

SINCLAIR, IW .

JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (02) :117-121

[6] Organic compounds in chemotherapy. I. Derivatives of sulfanilamide [J].

Bauer, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1939, 61 :613-616

[7] SOME INVITRO INHIBITORS OF CARBONIC ANHYDRASE [J].

BEASLEY, YM ;

OVERELL, BG ;

PETROW, V ;

STEPHENSON, O .

JOURNAL OF PHARMACY AND PHARMACOLOGY, 1958, 10 (11) :696-705

[8] STRUCTURAL AND FUNCTIONAL DIFFERENCES BETWEEN CARBONIC-ANHYDRASE ISOENZYME-I AND ISOENZYME-II AS STUDIED BY SITE-DIRECTED MUTAGENESIS [J].

BEHRAVAN, G ;

JONASSON, P ;

JONSSON, BH ;

LINDSKOG, S .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1991, 198 (03) :589-592

[9] SECONDARY INTERACTIONS SIGNIFICANTLY REMOVED FROM THE SULFONAMIDE BINDING POCKET OF CARBONIC-ANHYDRASE-II INFLUENCE INHIBITOR BINDING CONSTANTS [J].

BORIACK, PA ;

CHRISTIANSON, DW ;

KINGERYWOOD, J ;

WHITESIDES, GM .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (13) :2286-2291

[10]

Borras J, 1996, MAIN GROUP MET CHEM, V19, P339

← 1 2 3 4 5 6 7 →