Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives

被引：69

作者：

Pokhodylo, Nazariy ^{[1
]}

Shyyka, Olga ^{[1
]}

Matiychuk, Vasyl ^{[1
]}

机构：

[1] Ivan Franko Natl Univ Lviv, Dept Organ Chem, UA-79005 Lvov, Ukraine

来源：

MEDICINAL CHEMISTRY RESEARCH | 2014年 / 23卷 / 05期

关键词：

Anticancer activity; 1,2,3-Triazole-4-carboxamide; COMPARE analysis; Molecular docking; TUMOR-CELL-LINES; GROWTH-INHIBITION; DRUG SCREEN; CANCER; RECEPTOR; 1,2,3-TRIAZOLES; ANTAGONISTS; TRIAZOLES; COMPARE;

D O I：

10.1007/s00044-013-0841-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Anticancer screening of several novel 1,2,3-triazoles has been performed. The 1,2,3-triazole derivatives were synthesized from available starting materials according to the convenient synthetic procedures using a multicomponent reaction which gave a wide access to triazole derivatives production. The synthesized compounds were tested for their anticancer activity in NCI60 cell lines. It was observed that some compounds showed remarkable anticancer activity. Two of them possessed a significant activity on leukemia, melanoma, non-small cell lung, CNS, ovarian, renal, and breast cancer. 5-Amino-1-p-tolyl-1H-[1,2,3]triazole-4-carboxylic acid (2,5-dichloro-phenyl)-amide showed a significant correlation in COMPARE analysis. 1,2,3-triazole-4-carboxamide derivatives were synthesized in a simple and convenient synthetic path, their in vitro anticancer activity was examined after the performance of molecular docking.

引用

页码：2426 / 2438

页数：13

共 26 条

[1] 1,2,3-TRIAZOLE-[2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-BETA-D-RIBOFURANOSYL]-3'-SPIRO-5''-(4''-AMINO-1'',2''-OXATHIOL 2'',2''-DIOXIDE) (TSAO) ANALOGS - SYNTHESIS AND ANTI-HIV-1 ACTIVITY [J].

ALVAREZ, R ;

VELAZQUEZ, S ;

SANFELIX, A ;

AQUARO, S ;

DECLERCQ, E ;

PERNO, CF ;

KARLSSON, A ;

BALZARINI, J ;

CAMARASA, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4185-4194

[2] Novel azole derivatives are antagonists at the inhibitory GABA receptor on the somatic muscle cells of the parasitic nematode Ascaris suum [J].

Bascal, Z ;

HoldenDye, L ;

Willis, RJ ;

Smith, SWG ;

Walker, RJ .

PARASITOLOGY, 1996, 112 :253-259

[3] STUDIES ON SPECIFIC-INHIBITION OF BENZODIAZEPINE RECEPTOR-BINDING BY SOME C-BENZOYL-1,2,3-TRIAZOLE DERIVATIVES [J].

BIAGI, G ;

GIORGI, I ;

LIVI, O ;

LUCACCHINI, A ;

MARTINI, C ;

SCARTONI, V .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1993, 82 (09) :893-896

[4]

BOHM R, 1981, PHARMAZIE, V36, P243

[5] SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].

BOYD, MR ;

PAULI, KD .

DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109

[6]

Boyd MR, 1997, CANC DRUG DISCOVERY, P23

[7] STUDIES ON 1,2,3-TRIAZOLES .13. (PIPERAZINYLALKOXY)[1]BENZOPYRANO[2,3-D]-1,2,3-TRIAZOL-9(1H)-ONES WITH COMBINED H-1 ANTIHISTAMINE AND MAST-CELL STABILIZING PROPERTIES [J].

BUCKLE, DR ;

ROCKELL, CJM ;

SMITH, H ;

SPICER, BA .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (11) :2262-2267

[8] HETEROARENOBENZODIAZEPINES .6. SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF CNS ACTIVITIES OF [1,2,3]TRIAZOLO[4,5-B][1,5]BENZODIAZEPINES, IMIDAZOLO[4,5-B][1,5]BENZODIAZEPINES, AND PYRIDO[2,3-B][1,5]BENZODIAZEPINES - 10-PIPERAZINYL-4H-1,2,3-TRIAZOLO[4,5-B][1,5]BENZODIAZEPINES NEUROLEPTIC ACTIVITY [J].

CHAKRABARTI, JK ;

HOTTEN, TM ;

PULLAR, IA ;

STEGGLES, DJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (10) :2375-2381

[9] Drug therapy: EGFR antagonists in cancer treatment [J].

Ciardiello, Fortunato ;

Tortora, Giampaolo .

NEW ENGLAND JOURNAL OF MEDICINE, 2008, 358 (11) :1160-1174

[10]

FASS RJ, 1978, CURR THER RES CLIN E, V24, P352

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