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Pyridine clubbed coumarin analogues: Their synthesis and biological studies as antimicrobials and antioxidants

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Title Pyridine clubbed coumarin analogues: Their synthesis and biological studies as antimicrobials and antioxidants
 
Creator Patel, Navin B
Chauhan, Nilesh B
Pathan, Sabir S
Patel, Vatsal M
Mistry, Bhupendra M
 
Subject Coumarin
Cynopyridine
Antibacterial
Antifungal
Antioxidant
 
Description 1713-1720
The major aim of this study is to develop the new class of coumarin candidate clubbed with dihydropyridine-3-carbonitrile with an improved potency as an antimicrobial and antioxidant agent. The key intermediate 6-nitro-4-methyl coumarin-yl chloro acetate 5 have been linked to the 6-(4-fluorophenyl)-2-oxo-4-phenyl-1,2-dihydro pyridine-3-carbonitrile IIa-j derivative to afford 4-methyl-6-nitro-2-oxo-2H-chromen-7-yl-2-(3-cyano-6-(4-fluoro phenyl)-4-(substituted-phenyl) pyridin-2-yl-oxy) acetates 7a-j via efficient organic transformations. All the new derivatives have been characterized by spectral studies (IR, 1H and 13C NMR and mass spectroscopy). In vitro antimicrobial activity have been carried out using the broth microdilution method and antioxidant potency using DPPH bioassays. Bioassay results reveal that compound 7e are equipotent against E. coli with MIC value 50 µg/ mL compared to standard drug ciprofoloxacin. A final analogue 7c with 4-chlorophenyl substituent indicated better antifungal potency against C. albicans with MIC value 100 µg/ mL compared to standard drug griseofulvin. In addition, newly synthesized analogues have been found to be significant scavengers of DPPH radical with IC50 values of 32.11 μg/mL. It has been observed that the potent antibacterial candidate has proved to possess significant antioxidant activity. The presence of chlorine and hydroxy group on phenyl ring plays an important role for the potency in above mentioned biological assay.
 
Date 2020-11-09T10:10:20Z
2020-11-09T10:10:20Z
2020-11
 
Type Article
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/55645
 
Language en_US
 
Rights CC Attribution-Noncommercial-No Derivative Works 2.5 India
 
Publisher NISCAIR-CSIR, India
 
Source IJC-B Vol.59B(11) [November 2020]