Synthesis and in vitro antimicrobial activity of new 3-(2-morpholinoquinolin-3-yl) substituted acrylonitrile and propanenitrile derivatives

被引：10

作者：

Makawana, Jigar A. ^{[1
]}

Patel, Manish P. ^{[1
]}

Patel, Ranjan G. ^{[1
]}

机构：

[1] Sardar Patel Univ, Dept Chem, Vallabh Vidyanagar 388120, Gujarat, India

来源：

CHEMICAL PAPERS | 2011年 / 65卷 / 05期

关键词：

2-morpholinoquinoline; nitrile; antimicrobial activity; MIC; MICROWAVE-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; IRRADIATION; SERIES;

D O I：

10.2478/s11696-011-0048-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of new 3-(2-morpholinoquinolin-3-yl)acrylonitrile derivatives (IVa-IVf) has been synthesised by the base-catalysed condensation reaction of 2-morpholinoqionoline-3-carboxaldehydes (IIa-IIc) and 2-cyanomethylbenzimidazoles (IIIa-IIIb). Subsequent regiospecific reduction of the C-C double bond in acrylonitrile moiety afforded 3-(2-morpholinoquinolin-3-yl)propanenitrile derivatives (Va-Vf). All the compounds synthesised were subjected to in vitro antimicrobial screening against some representatives of bacteria and fungi. The majority of the compounds were found to be active against Gram-positive bacteria Bacillus subtilis and Clostridium tetani as well as against the fungal pathogen Candida albicans.

引用

页码：700 / 706

页数：7

共 27 条

[1] Comparative studies on conventional and microwave-assisted synthesis of a series of 2,4-di and 2,3,4-trisubstituted benzimidazol[1,2-a] pyrimidines and their antimicrobial activities [J].

Algul, Oztekin ;

Meric, Asiye ;

Polat, Serpil ;

Yuksek, N. Didem ;

Serin, Mehmet S. .

CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2009, 7 (03) :337-342

[2]

[Anonymous], 2007, SAUDI PHARM J

[3]

[Anonymous], 2021, STAND PERF STAND ANT

[4] Synthesis and antioxidant capacities of some new benzimidazole derivatives [J].

Ayhan-Kilcigil, Guelguen ;

Kus, Canan ;

Ozdamar, Elcin D. ;

Can-Eke, Benay ;

Iscan, Muemtaz .

ARCHIV DER PHARMAZIE, 2007, 340 (11) :607-611

[5] Substituted benzimidazoles: antiviral activity and synthesis of nucleosides [J].

Budow, Simone ;

Kozlowska, Mariola ;

Gorska, Agata ;

Kazimierczuk, Zygmunt ;

Eickmeier, Henning ;

La Colla, Paolo ;

Gosselin, Gilles ;

Seela, Frank .

ARKIVOC, 2009, :225-250

[6] Synthesis and antimalarial activity of E-2-quinolinylbenzocycloalkanones [J].

Charris, JE ;

Domínguez, JN ;

Gamboa, N ;

Rodrigues, JR ;

Angel, JE .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (09) :875-881

[7] A facile tandem synthesis of α-benzyl benzimidazole acetonitriles [J].

Dubey, P. K. ;

Reddy, P. V. V. Prasada ;

Srinivas, K. .

ARKIVOC, 2007, :192-198

[8] Legal issues associated with antimicrobial drug resistance [J].

Fidler, DP .

EMERGING INFECTIOUS DISEASES, 1998, 4 (02) :169-177

[9]

Gudasi KB, 2006, BIOINORG CHEM APPL, V2006

[10] Discovery of gemifloxacin (Factive, LB20304a): a quinolone of a new generation [J].

Hong, CY .

FARMACO, 2001, 56 (1-2) :41-44

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