Isatin analogs as novel inhibitors of Candida spp. β-carbonic anhydrase enzymes

被引：27

作者：

Akdemir, Atilla ^{[1
]}

Guzel-Akdemir, Ozlen ^{[2
]}

Karali, Nilgun ^{[2
]}

Supuran, Claudiu T. ^{[3
]}

机构：

[1] Bezmialem Vakif Univ, Dept Pharmacol, Fac Pharm, Vatan Caddesi, TR-34093 Istanbul, Turkey

[2] Istanbul Univ, Fac Pharm, Dept Pharmaceut Chem, TR-34116 Istanbul, Turkey

[3] Univ Firenze, NEUROFARBA Dept, Sez Sci Farmaceut, Via Ugo Schiff 6, I-5001 Florence, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2016年 / 24卷 / 08期

关键词：

Carbonic anhydrase; Carbonic anhydrase inhibitors; Candida; Isatins; Sulfonamides; CRYPTOCOCCUS-NEOFORMANS; CO2; IX; SULFONAMIDES; GLABRATA; PATENT; XII; VIRULENCE;

D O I：

10.1016/j.bmc.2016.02.036

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：

Enzyme inhibition data of structurally novel isatin-containing sulfonamides were determined for two carbonic anhydrases (CAs, EC 4.2.1.1) from pathogenic Candida species (CaNce103 from C. albicans and CgNce103 from C. glabrata). The compounds show K-I values in the low nanomolar range for the fungal CAs, while they have significantly higher K-I values for the human CAs. Homology models were constructed for the CaNce103 and CgNce103 and subsequently the ligands were docked into these models to rationalize their enzyme inhibitory properties. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：1648 / 1652

页数：5

共 19 条

[1] Computational investigation of the selectivity of salen and tetrahydrosalen compounds towards the tumor-associated hCA XII isozyme [J].

Akdemir, Atilla ;

De Monte, Celeste ;

Carradori, Simone ;

Supuran, Claudiu T. .

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2015, 30 (01) :114-118

[2] Inhibition of tumor-associated human carbonic anhydrase isozymes IX and XII by a new class of substituted-phenylacetamido aromatic sulfonamides [J].

Akdemir, Atilla ;

Guzel-Akdemir, Ozlen ;

Scozzafava, Andrea ;

Capasso, Clemente ;

Supuran, Claudiu T. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (17) :5228-5232

[3] CO2 sensing in fungi and beyond [J].

Bahn, Yong-Sun ;

Muhlschlegel, Fritz A. .

CURRENT OPINION IN MICROBIOLOGY, 2006, 9 (06) :572-578

[4] Carbonic anhydrase and CO2 sensing during Cryptocloccus neoformans growth, differentiation, and virulence [J].

Bahn, YS ;

Cox, GM ;

Perfect, JR ;

Heitman, J .

CURRENT BIOLOGY, 2005, 15 (22) :2013-2020

[5] Anti-infective carbonic anhydrase inhibitors: a patent and literature review [J].

Capasso, Clemente ;

Supuran, Claudiu T. .

EXPERT OPINION ON THERAPEUTIC PATENTS, 2013, 23 (06) :693-704

[6] Diuretics with carbonic anhydrase inhibitory action: a patent and literature review (2005-2013) [J].

Carta, Fabrizio ;

Supuran, Claudiu T. .

EXPERT OPINION ON THERAPEUTIC PATENTS, 2013, 23 (06) :681-691

[7] Carbonic anhydrase regulation and CO2 sensing in the fungal pathogen Candida glabrata involves a novel Rca1p ortholog [J].

Cottier, Fabien ;

Leewattanapasuk, Worraanong ;

Kemp, Laura R. ;

Murphy, Mariana ;

Supuran, Claudiu T. ;

Kurzai, Oliver ;

Muehlschlegel, Fritz A. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (06) :1549-1554

[8] Antiobesity carbonic anhydrase inhibitors [J].

De Simone, Giuseppina ;

Supuran, Claudiu T. .

CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2007, 7 (09) :879-884

[9] Discovery of novel isatin-based sulfonamides with potent and selective inhibition of the tumor-associated carbonic anhydrase isoforms IX and XII [J].

Guzel-Akdemir, Ozlen ;

Akdemir, Atilla ;

Karali, Nilgun ;

Supuran, Claudiu T. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (23) :6493-6499

[10] Fungal adenylyl cyclase integrates CO2 sensing with cAMP signaling and virulence [J].

Klengel, T ;

Liang, WJ ;

Chaloupka, J ;

Ruoff, C ;

Schröppel, K ;

Naglik, JR ;

Eckert, SE ;

Mogensen, EG ;

Haynes, K ;

Tuite, MF ;

Levin, LR ;

Buck, J ;

Mühlschlegel, FA .

CURRENT BIOLOGY, 2005, 15 (22) :2021-2026

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