Literature DB >> 21968373

Hantzsch reaction: synthesis and characterization of some new 1,4-dihydropyridine derivatives as potent antimicrobial and antioxidant agents.

A M Vijesh1, Arun M Isloor, S K Peethambar, K N Shivananda, T Arulmoli, Nishitha A Isloor.   

Abstract

In the present study two new series of Hantzsch 1,4-dihydropyridine derivatives (1,4-DHPs) containing substituted pyrazole moiety (4a-f and 5a-f) were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes with 1,3-dicarbonylcompounds (ethylacetoacetate and methylacetoacetate) and ammonium acetate. The newly synthesized compounds were characterized by IR, NMR, mass spectral study and also by C, H, N analyses. New compounds were screened for their antimicrobial activity by well plate method (zone of inhibition). Antioxidant studies of the synthesized compounds were also performed by measuring the DPPH radical scavenging assay. Compounds 4c, 4e and 4f were found to be potent antibacterial and antioxidant agents. The acute oral toxicity study for the compounds 4c, 4e and 4f were carried out and the experimental studies revealed that compounds 4c and 4e is safe up to 3000 mg/kg and no death of animals were recorded. However in compound 4f, we found mortality above 2000 mg and also significant behavioral changes in experimental animals.
Copyright © 2011 Elsevier Masson SAS. All rights reserved.

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Year:  2011        PMID: 21968373     DOI: 10.1016/j.ejmech.2011.09.026

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  16 in total

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4.  Antimicrobial activity of novel c2-substituted 1,4-dihydropyridine analogues.

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Journal:  Sci Pharm       Date:  2014-01-12

5.  Ethyl 4-({1-[2-(4-bromo-phen-yl)-2-oxo-eth-yl]-1H-1,2,3-triazol-4-yl}meth-oxy)-8-(trifluoro-meth-yl)quinoline-3-carboxyl-ate.

Authors:  Arun M Islor; B Garudachari; K N Shivananda; Thomas Gerber; Eric Hosten; Richard Betz
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-11-24

6.  Ethyl 4-oxo-8-trifluoro-methyl-1,4-dihydro-quinoline-3-carboxyl-ate.

Authors:  B Garudachari; Arun M Islor; M N Satyanarayan; Thomas Gerber; Eric Hosten; Richard Betz
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7.  Diethyl 2,6-dimethyl-4-[5-(4-methyl-phen-yl)-1H-pyrazol-4-yl]-1,4-dihydro-pyridine-3,5-dicarboxyl-ate.

Authors:  Arun M Islor; Shridhar Malladi; Sandeep Telkar; Thomas Gerber; Eric Hosten; Richard Betz
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-11-03

8.  Dimethyl 4-[3-(4-meth-oxy-phen-yl)-1-phenyl-1H-pyrazol-4-yl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxyl-ate dihydrate.

Authors:  Hoong-Kun Fun; Chin Wei Ooi; B Garudachari; Kammasandra Nanjunda Shivananda; Arun M Isloor
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-27

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Authors:  Hoong-Kun Fun; Ching Kheng Quah; P C Shyma; Balakrishna Kalluraya; J H S Vidyashree
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10.  Design, Synthesis and Biological Evaluation of New 1, 4-Dihydropyridine (DHP) Derivatives as Selective Cyclooxygenase-2 Inhibitors.

Authors:  Iman Sabakhi; Vigen Topuzyan; Zahra Hajimahdi; Bahram Daraei; Hadi Arefi; Afshin Zarghi
Journal:  Iran J Pharm Res       Date:  2015       Impact factor: 1.696

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