Synthesis of 1,2,3-Triazole Derivatives and in Vitro Antifungal Evaluation on Candida Strains

被引：68

作者：

Lima-Neto, Reginaldo G. ^{[2
]}

Cavalcante, Nery N. M. ^{[1
]}

Srivastava, Rajendra M. ^{[1
]}

Mendonca Junior, Francisco J. B. ^{[3
]}

Wanderley, Almir G. ^{[4
]}

Neves, Rejane P. ^{[2
]}

dos Anjos, Janaina V. ^{[1
]}

机构：

[1] Univ Fed Pernambuco UFPE, Dept Quim Fundamental, Lab Sintese Organ, BR-50740560 Recife, PE, Brazil

[2] Univ Fed Pernambuco UFPE, Ctr Ciencias Biol, Lab Micol Med, BR-50670901 Recife, PE, Brazil

[3] Univ Estadual Paraiba UEPB, Lab Sintese & Vetorizacao Subst Bioat, BR-58058420 Joao Pessoa, Paraiba, Brazil

[4] Univ Fed Pernambuco UFPE, Dept Fisiol & Farmacol, Lab Farmacol Preclin & Toxicol Prod Bioat, BR-50670901 Recife, PE, Brazil

来源：

MOLECULES | 2012年 / 17卷 / 05期

关键词：

click chemistry; 1,2,3-triazoles; Candida spp; antifungal activity; EFFICIENT SYNTHESIS; TRIAZOLE; INHIBITORS; SCHIFF;

D O I：

10.3390/molecules17055882

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：

1,2,3-Triazoles have been extensively studied as compounds possessing important biological activities. In this work, we describe the synthesis of ten 2-(1-aryl-1H-1,2,3-triazol-4-yl)propan-2-ols via copper catalyzed azide alkyne cycloaddition (CuAAc or click chemistry). Next the in vitro antifungal activity of these ten compounds was evaluated using the microdilution broth method against 42 isolates of four different Candida species. Among all tested compounds, the halogen substituted triazole 2-[1-(4-chlorophenyl)-1H-(1,2,3)triazol-4-yl]propan-2-ol, revealed the best antifungal profile, showing that further modifications could be done in the structure to obtain a better drug candidate in the future.

引用

页码：5882 / 5892

页数：11

共 33 条

[1] Synthesis, spectral characterization, in vitro antibacterial, antifungal and cytotoxic activities of Co(II), Ni(II) and Cu(II) complexes with 1,2,4-triazole Schiff bases [J].

Bagihalli, Gangadhar B. ;

Avaji, Prakash Gouda ;

Patil, Sangamesh A. ;

Badami, Prema S. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (12) :2639-2649

[2]

Chen Anne, 2005, Expert Opin Emerg Drugs, V10, P21, DOI 10.1517/14728214.10.1.21

[3]

CLSI, 2008, REF METH BROTH DIL A, V28

[4] Synthesis and investigation of tuberculosis inhibition activities of some 1,2,3-triazole derivatives [J].

Dabak, K ;

Sezer, Ö ;

Akar, A ;

Anaç, O .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (02) :215-218

[5]

de Hoog G.S., 2000, ATLAS CLIN FUNGI, V2nd, P1124

[6]

Demirbas N, 2005, Bioorg Khim, V31, P430

[7] Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles [J].

dos Anjos, Janaina V. ;

Sinou, Denis ;

de Melo, Sebastiao J. ;

Srivastava, Rajendra M. .

CARBOHYDRATE RESEARCH, 2007, 342 (16) :2440-2449

[8] Synthesis and cytotoxic profile of glycosyl-triazole linked to 1,2,4-oxadiazole moiety at C-5 through a straight-chain carbon and oxygen atoms [J].

dos Anjos, Janaina V. ;

Neves Filho, Ricardo A. W. ;

do Nascimento, Silene C. ;

Srivastava, Rajendra M. ;

de Melo, Sebastiao J. ;

Sinou, Denis .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3571-3576

[9] Design, synthesis and biological evaluation of novel 2-methylpyrimidine-4-ylamine derivatives as inhibitors of Escherichia coli pyruvate dehydrogenase complex E1 [J].

He, Junbo ;

Feng, Lingling ;

Li, Jing ;

Tao, Ruijuan ;

Wang, Fang ;

Liao, Xun ;

Sun, Qiushuang ;

Long, Qingwu ;

Ren, Yanliang ;

Wan, Jian ;

He, Hongwu .

BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (05) :1665-1670

[10] Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates [J].

Himo, F ;

Lovell, T ;

Hilgraf, R ;

Rostovtsev, VV ;

Noodleman, L ;

Sharpless, KB ;

Fokin, VV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (01) :210-216

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