Microwave-assisted Synthesis of Hybrid Heterocycles as Potential Anticancer Agents

被引：13

作者：

Srinivas, Avula ^{[1
]}

Sunitha, Malladi ^{[1
]}

Raju, Kammachichu ^{[1
]}

Ravinder, Banothu ^{[1
]}

Anusha, Siluveru ^{[1
]}

Rajasri, Thallapalli ^{[1
]}

Swapna, Pothuganti ^{[1
]}

Sushmitha, Dupa ^{[1
]}

Swaroopa, Deva ^{[1
]}

Nikitha, Gurala ^{[1
]}

Rao, Chakunta Govind ^{[1
]}

机构：

[1] Vaagdevi Degree & PG Coll, Dept Chem, Warangal 506001, Telangana, India

来源：

ACTA CHIMICA SLOVENICA | 2017年 / 64卷 / 02期

关键词：

D-mannose; click reaction; cyclisation; anticancer activity; CLICK CHEMISTRY; IN-SITU; ACETYLCHOLINESTERASE; INHIBITOR; TRIAZOLE; IMPACT;

D O I：

10.17344/acsi.2016.3153

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In a one pot procedure, a series of novel hybrid heterocycles 6a-g and 7a-g were prepared by condensation of (3aS, 4S, 6S, 6aS)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl) methoxy)-2,2-dimethyltetrahydrofuro[ 3,4-d][1,3] dioxole-4-carbaldehyde 5 with mercapto acids and primary amines in the presence of ZnCl2 under both microwave irradiation and conventional heating conditions. Compound 5 was prepared from di-acetone D-mannose via a click reaction, primary acetonide deprotection and oxidative cleavage. Characterization of new compounds has been done by IR, NMR, MS and elemental analysis. Anticancer activity of the compounds has also been evaluated.

引用

页码：319 / 331

页数：13

共 59 条

[1] Synthesis of 1′-β-D-glucopyranosyl-1,2,3-triazole-4,5-dimethanol-4,5-bis-(isopropylcarbamate) as potential antineoplastic agent [J].

Al-Masoudi, NA ;

Al-Soud, YA .

TETRAHEDRON LETTERS, 2002, 43 (22) :4021-4022

[2] Peptidomimetics via copper-catalyzed azide-alkyne cycloadditions [J].

Angell, Yu L. ;

Burgess, Kevin .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (10) :1674-1689

[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] Freeze-frame inhibitor captures acetylcholinesterase in a unique conformation [J].

Bourne, Y ;

Kolb, HC ;

Radic, Z ;

Sharpless, KB ;

Taylor, P ;

Marchot, P .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (06) :1449-1454

[6] Rapid diversity-oriented synthesis in microtiter plates for in situ screening of HIV protease inhibitors [J].

Brik, A ;

Muldoon, J ;

Lin, YC ;

Elder, JH ;

Goodsell, DS ;

Olson, AJ ;

Fokin, VV ;

Sharpless, KB ;

Wong, CH .

CHEMBIOCHEM, 2003, 4 (11) :1246-1248

[7]

Charyulu KS, 2008, ORG COMMUN, V1, P33

[8] One-pot synthesis of triazole-linked glycoconjugates [J].

Chittaboina, S ;

Xie, F ;

Wang, Q .

TETRAHEDRON LETTERS, 2005, 46 (13) :2331-2336

[9]

Desai K.G., 2006, J SULFUR CHEM, V27, P315, DOI DOI 10.1080/17415990600786409

[10] SYNTHESIS AND ANTIHISTAMINIC ACTIVITY OF SOME THIAZOLIDIN-4-ONES [J].

DIURNO, MV ;

MAZZONI, O ;

PISCOPO, E ;

CALIGNANO, A ;

GIORDANO, F ;

BOLOGNESE, A .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (15) :2910-2912

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