Molecular Cloning, Characterization, and Inhibition Studies of a β-Carbonic Anhydrase from Malassezia globosa, a Potential Antidandruff Target

被引：47

作者：

Hewitson, Kirsty S. ^{[2
]}

Vullo, Daniela ^{[1
]}

Scozzafava, Andrea ^{[1
]}

Mastrolorenzo, Antonio ^{[3
]}

Supuran, Claudiu T. ^{[1
]}

机构：

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

[2] Union Life Sci Ltd, London EC3V 3ND, England

[3] Univ Florence, Ctr MST, I-50129 Florence, Italy

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2012年 / 55卷 / 07期

关键词：

YEAST SACCHAROMYCES-CEREVISIAE; HELICOBACTER-PYLORI; CRYSTAL-STRUCTURE; CLASS ENZYME; X-RAY; MYCOBACTERIUM-TUBERCULOSIS; ANTITUMOR SULFONAMIDE; ISOZYME-II; DANDRUFF; PLANT;

D O I：

10.1021/jm300203r

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A beta-carbonic anhydrase (CA, EC 4.2.1.1) from the fungal pathogen Malassezia globosa has been cloned, characterized, and studied for its inhibition with sulfonamides. This enzyme, designated MG-CA, has significant catalytic activity in the CO2 hydration reaction and was inhibited by sulfonamides, sulfamates, and sulfamides with K-1 in the nanomolar to micromolar range. Several sulfonamides have also been investigated for the inhibition of growth of M. globosa, M. dermatis, M. pachydermatic, and M. furfur in cultures, whereas a mouse model of dandruff showed that treatment with sulfonamides led to fragmented fungal hyphae, as for the treatment with ketoconazole, a clinically used antifungal agent. These data prompt us to propose MG-CA as a new antidandruff drug target.

引用

页码：3513 / 3520

页数：8

共 37 条

[1] Carbonic anhydrase inhibitors: X-ray crystallographic structure of the adduct of human isozyme II with EMATE, a dual inhibitor of carbonic anhydrases and steroid sulfatase [J].

Abbate, F ;

Winum, JY ;

Potter, BVL ;

Casini, A ;

Montero, JL ;

Scozzafava, A ;

Supuran, CT .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (01) :231-234

[2] Carbonic anhydrase inhibitors: Inhibition of human, bacterial, and archaeal isozymes with benzene-1,3-disulfonamides - Solution and crystallographic studies [J].

Alterio, Vincenzo ;

De Simone, Giuseppina ;

Monti, Simona Maria ;

Scozzafava, Andrea ;

Supuran, Claudiu T. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (15) :4201-4207

[3] Carbonic anhydrase inhibitors: X-ray and molecular modeling study for the interaction of a fluorescent antitumor sulfonamide with isozyme II and IX [J].

Alterio, Vincenzo ;

Vitale, Rosa Maria ;

Monti, Simona Maria ;

Pedone, Carlo ;

Scozzafava, Andrea ;

Cecchi, Alessandro ;

De Simone, Giuseppina ;

Supuran, Claudiu T. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (25) :8329-8335

[4] Carbonic anhydrase inhibitors: Water-soluble 4-sulfamoylphenylthioureas as topical intraocular pressure-lowering agents with long-lasting effects [J].

Casini, A ;

Scozzafava, A ;

Mincione, F ;

Menabuoni, L ;

Ilies, MA ;

Supuran, CT .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (25) :4884-4892

[5] The bZIP Transcription Factor Rca1p Is a Central Regulator of a Novel CO2 Sensing Pathway in Yeast [J].

Cottier, Fabien ;

Raymond, Martine ;

Kurzai, Oliver ;

Bolstad, Marianne ;

Leewattanapasuk, Worraanong ;

Jimenez-Lopez, Claudia ;

Lorenz, Michael C. ;

Sanglard, Dominique ;

Vachova, Libuse ;

Pavelka, Norman ;

Palkova, Zdena ;

Muehlschlegel, Fritz A. .

PLOS PATHOGENS, 2012, 8 (01)

[6] Structural mechanics of the pH-dependent activity of β-carbonic anhydrase from Mycobacterium tuberculosis [J].

Covarrubias, AS ;

Bergfors, T ;

Jones, TA ;

Högbom, M .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2006, 281 (08) :4993-4999

[7] Structure and function of carbonic anhydrases from Mycobacterium tuberculosis [J].

Covarrubias, AS ;

Larsson, AM ;

Högbom, M ;

Lindberg, J ;

Bergfors, T ;

Björkelid, C ;

Mowbray, SL ;

Unge, T ;

Jones, TA .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2005, 280 (19) :18782-18789

[8] Crystal structure of E-coli β-carbonic anhydrase, an enzyme with an unusual pH-dependent activity [J].

Cronk, JD ;

Endrizzi, JA ;

Cronk, MR ;

O'Neill, JW ;

Zhang, KYJ .

PROTEIN SCIENCE, 2001, 10 (05) :911-922

[9] Malassezia globosa and restricta:: Breakthrough understanding of the etiology and treatment of dandruff and seborrheic dermatitis through whole-genome analysis [J].

Dawson, Thomas L., Jr. .

JOURNAL OF INVESTIGATIVE DERMATOLOGY SYMPOSIUM PROCEEDINGS, 2007, 12 (02) :15-19

[10] Isolation and expression of a Malassezia globosa lipase gene, LIP1 [J].

DeAngelis, Yvonne M. ;

Saunders, Charles W. ;

Johnstone, Kevin R. ;

Reeder, Nancy L. ;

Coleman, Christal G. ;

Kaczvinsky, Joseph R., Jr. ;

Gale, Celeste ;

Walter, Richard ;

Mekel, Marlene ;

Lacey, Martin P. ;

Keough, Thomas W. ;

Fieno, Angela ;

Grant, Raymond A. ;

Begley, Bill ;

Sun, Yiping ;

Fuentes, Gary ;

Youngquist, R. Scott ;

Xu, Jun ;

Dawson, Thomas L., Jr. .

JOURNAL OF INVESTIGATIVE DERMATOLOGY, 2007, 127 (09) :2138-2146

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