Microwave-Assisted Synthesis of Methylenebis(phenyl-1H-1,2,3-triazol-5-yl-1,3-thiazolidinones) as Potential Anticancer Agents

被引：2

作者：

Srinivas, A. ^{[1
]}

Rajitha, S. R. ^{[2
]}

Suresh, P. D. ^{[3
]}

机构：

[1] Vaagdevi Coll Ramnagar, Res & Dev Div, Hanamkonda 506001, India

[2] Carrier Point Univ, Sch Sci, Kota 325003, India

[3] Vaagdevi Degree & PG Coll, Dept Zool, Hanamkonda 506001, India

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2023年 / 93卷 / 05期

关键词：

hybrid heterocycles; microwave irradiation; click-reaction; thiazolidinones; triazoles; anticancer activity; MULTICOMPONENT REACTIONS; CHEMISTRY; 4-THIAZOLIDINONES; THIAZOLIDIN-4-ONES; DESIGN; ACID;

D O I：

10.1134/S1070363223050213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of hybrid heterocycles was synthesized from methylenebis(thiazolidinone carboxylic acids) by treating with propargyl bromide and p-chlorophenyl azide under microwave irradiation at 65 & DEG;C by using glucose as catalyst. Anticancer activity of the prepared compounds was evaluated by in vitro screening technique against different cancer cell lines DU145, A549, HELA, MCF. Compounds with the 4-Cl, 4-NO2, 4-F, and 4-CH3 groups showed significant anticancer activity against all cell lines examined.

引用

页码：1201 / 1209

页数：9

共 62 条

[1]

[Anonymous], 2010, PHARM CHEM

[2] A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction [J].

Appukkuttan, P ;

Dehaen, W ;

Fokin, VV ;

Van der Eycken, E .

ORGANIC LETTERS, 2004, 6 (23) :4223-4225

[3] Synthesis of newer thiadiazolyl and thiazolidinonyl quinazolin-4(3H)-ones as potential anticonvulsant agents [J].

Archana ;

Srivastava, VK ;

Kumar, A .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2002, 37 (11) :873-882

[4] Design, synthesis, structure-activity relationships, and molecular modeling studies of 2,3-diaryl-1,3-thiazolidin-4-ones as potent anti-HIV agents [J].

Barreca, ML ;

Balzarini, J ;

Chimirri, A ;

De Clercq, E ;

De Luca, L ;

Höltje, HD ;

Höltje, M ;

Monforte, AM ;

Monforte, P ;

Pannecouque, C ;

Rao, A ;

Zappalà, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (24) :5410-5413

[5] Contributions on the chemistry of 1,2,3-triazole. II rption of 1-p-xylyl-1,2,3-triazol-4-5-dicarbonic acid according to Curtius [J].

Bertho, A ;

Holder, F .

JOURNAL FUR PRAKTISCHE CHEMIE-LEIPZIG, 1928, 119 (7/8) :189-193

[6] Clicking functionality onto electrode surfaces [J].

Collman, JP ;

Devaraj, NK ;

Chidsey, CED .

LANGMUIR, 2004, 20 (04) :1051-1053

[7] Synthesis, tuberculosis inhibitory activity, and SAR study of N-substituted-phenyl-1,2,3-triazole derivatives [J].

Costa, Marilia S. ;

Boechat, Nubia ;

Rangel, Erica A. ;

Da Silva, Fernando de C. ;

de Souza, Alessandra M. T. ;

Rodrigues, Carlos R. ;

Castro, Helena C. ;

Junior, Ivan N. ;

Lourenco, Maria Cristina S. ;

Wardell, Solange M. S. V. ;

Ferreira, Vitor F. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (24) :8644-8653

[8] The effect of Benzylazide on succinic acid ester and acetylene dicarbonic acid ester [J].

Curtius, T ;

Raschig, K .

JOURNAL FUR PRAKTISCHE CHEMIE-LEIPZIG, 1930, 125 (1/12) :466-497

[9]

De la Hoz A., 2012, MICROWAVES ORGANIC S, P347

[10] Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae [J].

Deiters, A ;

Cropp, TA ;

Mukherji, M ;

Chin, JW ;

Anderson, JC ;

Schultz, PG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (39) :11782-11783

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