Synthesis and evaluation of new chromene based [1,8]naphthyridines derivatives as potential antimicrobial agents

被引：12

作者：

Gohil, Jayvirsinh D. ^{[1
]}

Patel, Haresh B. ^{[1
]}

Patel, Manish P. ^{[1
]}

机构：

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

来源：

RSC ADVANCES | 2016年 / 6卷 / 78期

关键词：

MICROWAVE-ASSISTED SYNTHESIS; L-PROLINE; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; BEARING; CYTOTOXICITY; 4H-CHROMENE; DRUGS;

D O I：

10.1039/c6ra15754h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel chromeno[4,3-f][1,8]naphthyridines derivatives were prepared by multicomponent reaction between 2-((sub)amino)quinoline-3-carbaldehyde 1a-f/2a-f, ethyl 2-cyanoacetate 3 and cyclohexane-1,3-dione 4 in ethanol with L-proline as a catalyst. This approach provided the title compounds 5a-f/6a-f in good yields and under mild simple one-step reaction conditions. The structures of the new compounds were unambiguously established by spectroscopic and analytical techniques. In addition, synthesized compounds were further evaluated for antimicrobial activity using a broth microdilution method.

引用

页码：74726 / 74733

页数：8

共 34 条

[1] Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives [J].

Abdelrazek, Fathy M. ;

Metz, Peter ;

Kataeva, Olga ;

Jaeger, Anne ;

El-Mahrouky, Sherif F. .

ARCHIV DER PHARMAZIE, 2007, 340 (10) :543-548

[2] Microwave-Assisted Synthesis of Novel Pyrazolo[3,4-g][1,8]naphthyridin-5-amine with Potential Antifungal and Antitumor Activity [J].

Acosta, Paola ;

Butassi, Estefania ;

Insuasty, Braulio ;

Ortiz, Alejandro ;

Abonia, Rodrigo ;

Zacchino, Susana A. ;

Quiroga, Jairo .

MOLECULES, 2015, 20 (05) :8499-8520

[3] A review on anticancer potential of bioactive heterocycle quinoline [J].

Afzal, Obaid ;

Kumar, Suresh ;

Haider, Md Rafi ;

Ali, Md Rahmat ;

Kumar, Rajiv ;

Jaggi, Manu ;

Bawa, Sandhya .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 97 :871-910

[4]

Badawneh Muwaffag, 2003, Farmaco (Lausanne), V58, P859, DOI 10.1016/S0014-827X(03)00144-7

[5] POTENTIAL ANTIMALARIALS .1. 1,8-NAPHTHYRIDINES [J].

BARLIN, GB ;

TAN, WL .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (05) :1065-1073

[6] Bad Bugs, No Drugs: No ESKAPE! An Update from the Infectious Diseases Society of America [J].

Boucher, Helen W. ;

Talbot, George H. ;

Bradley, John S. ;

Edwards, John E., Jr. ;

Gilbert, David ;

Rice, Louis B. ;

Scheld, Michael ;

Spellberg, Brad ;

Bartlett, John .

CLINICAL INFECTIOUS DISEASES, 2009, 48 (01) :1-12

[7] Synthesis, cytotoxicity and antiviral evaluation of new series of imidazo[4,5-g]quinoline and pyrido[2,3-g]quinoxalinone derivatives [J].

Briguglio, Irene ;

Loddo, Roberta ;

Laurini, Erik ;

Fermeglia, Maurizio ;

Piras, Sandra ;

Corona, Paola ;

Giunchedi, Paolo ;

Gavini, Elisabetta ;

Sanna, Giuseppina ;

Giliberti, Gabriele ;

Ibba, Cristina ;

Farci, Pamela ;

La Colla, Paolo ;

Pricl, Sabrina ;

Carta, Antonio .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 105 :63-79

[8] L-Proline-catalyzed one-pot synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones [J].

Chandrasekhar, S. ;

Vijeender, K. ;

Sridhar, Ch. .

TETRAHEDRON LETTERS, 2007, 48 (28) :4935-4937

[9] Synthesis and β-blocking activity of (R,S)-(E)-oximeethers of 2,3-dihydro-1,8-naphthyridine and 2,3-dihydrothiopyrano[2,3-b]pyridine:: potential antihypertensive agents -: Part IX [J].

Ferrarini, PL ;

Mori, C ;

Badawneh, M ;

Calderone, V ;

Greco, R ;

Manera, C ;

Martinelli, A ;

Nieri, P ;

Saccomanni, G .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (09) :815-826

[10]

Ferraro M. J., 2003, METHODS DILUTION ANT

← 1 2 3 4 →