An efficient synthesis of some new 3-bipyridinyl substituted coumarins as potent antimicrobial agents

Lad, Hemali B.; Giri, Rakesh R.; Brahmbhatt, D. I.

doi:10.1016/j.cclet.2013.01.041

Cited by 29 publications

(22 citation statements)

References 12 publications

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“…Elemental analysis was carried out on PerkinElmer 2400 C‐H‐N‐S‐O Analyzer Series‐II. The precursors 4‐hydroxycoumarin 1a – d and 3‐(pyridin‐4‐yl)‐1‐aryl‐prop‐2‐ene‐1‐ones 2a – c were prepared according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%

“…Earlier, we have reported the synthesis of bipyridyl‐substituted coumarins and pyrido‐fused coumarins . Therefore, in continuation of our effort to synthesize new heterocycles and study their biological responses, herein, we report the synthesis of 2‐aryl‐4‐(pyridin‐4‐yl)‐5 H ‐chromeno[4,3‐ b ]pyridin‐5‐one ( 3a – l ) (bipyrido‐fused coumarins) and their antimicrobial activity.…”

Section: Introductionmentioning

confidence: 99%

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A Convenient Synthesis of Bipyrido‐Fused Coumarins and Their Biological Evaluation

Giri¹,

Brahmbhatt

2019

Journal of Heterocyclic Chem

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A convenient and efficient strategy has been devised for the synthesis of bipyrido‐fused coumarins employing Kröhnke's pyridine synthesis approach. In the present work, 4‐hydroxycoumarins 1a–d were reacted with appropriate chalcones 2a–c to afford desired bipyridyl‐fused coumarins 3a–l. The structures of all the newly synthesized compounds 3a–l were ascertained by IR, 1H NMR, 13C NMR, mass spectral data, and elemental analyses. The compounds were further evaluated for their antimicrobial response against representative panel of pathogens, and the results thus obtained were compared with those of standard drugs. Few of the derivatives 3c, 3f, and 3i exhibited promising potency.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A Convenient Synthesis of Bipyrido‐Fused Coumarins and Their Biological Evaluation

Giri¹,

Brahmbhatt

2019

Journal of Heterocyclic Chem

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“…Functionalized coumarin heterocycles have stimulated particular interest among the researchers. Coumarins constitute an important class of heterocyclic compounds with potential pharmacological activities such as insecticides, anticoagulant,, anticancer,, anti HIV,, antibacterial,, antioxidant,, and anti‐inflammatory agents ,…”

Section: Introductionmentioning

confidence: 99%

3‐(2‐(5‐Amino‐3‐aryl‐1H‐pyrazol‐1‐yl) thiazol‐4‐yl)‐2H‐chromen‐2‐ones as Potential Anticancer Agents: Synthesis, Anticancer Activity Evaluation and Molecular Docking Studies

et al. 2019

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In an effort to design and develop efficient anticancer agents here, we report the synthesis, anticancer activity and molecular docking studies of new 3‐(2‐(5 amino‐3‐aryl‐1H‐pyrazol‐1‐yl)thiazol‐4‐yl)‐2H‐chromen‐2‐ones. The target products were synthesized via a facile one pot multicomponent approach by utilizing various substituted 3‐(2‐bromoacetyl)coumarins(1 a‐j), thiosemicarbazide (2) and benzoylacetonitriles (3 a–c) with excellent yields. All the synthesized compounds were characterized by physical and analytical methods (IR, 1H NMR, 13C NMR and Mass spectra) and screened for their anti cancer property against five human cancer cell lines [L1210, CEM, DU‐145, HeLa, and MCF‐7]. Among the tested compounds, 6‐diethylamino substituted compound 4 k exhibited excellent potency against tested cancer cell lines, whereas 6,8‐Ditert‐butyl substituted compound 4 j shown promising activity against DU‐145 and MCF‐7 cancer cell lines with IC50 values of 7±1 and 9±6 μM. Molecular docking study was carried out in order to understand the most plausible binding site interactions of the compounds with human Epidermal growth factor receptor (EGFR).

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“…They are widely used as additives in food, perfumes, agrochemicals, cosmetics, pharmaceuticals [27] and in the preparations of insecticides, optical brightening agents, dispersed fluorescent and tunable laser dye [28]. Coumarin and its derivatives have varied bioactivities such as antimicrobial [29][30][31][32], antidepressant [33], antioxidant [34], anti-inflammatory [35], antinociceptive [36], antitumor [37], antiasthmatic [38], antiviral [39,40], antituberculosis [41], anti-influenza [42], anti-Alzheimer [43,44], antihyperlipidemic [45], antipyretic [46], anti-HIV [47] activities. The discovery of coumarins having weak estrogenic activity resulted in the use of such derivatives as therapeutic agents in preventing the emergence of menopause-related diseases such as osteoporosis, increased risk of cardiovascular disease and cognitive deficiencies [48,49].…”

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confidence: 99%

Recent progress in the drug development of coumarin derivatives as potent antituberculosis agents

Keri

Sasidhar

Nagaraja

et al. 2015

European Journal of Medicinal Chemistry

230

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An efficient synthesis of some new 3-bipyridinyl substituted coumarins as potent antimicrobial agents

Cited by 29 publications

References 12 publications

A Convenient Synthesis of Bipyrido‐Fused Coumarins and Their Biological Evaluation

A Convenient Synthesis of Bipyrido‐Fused Coumarins and Their Biological Evaluation

3‐(2‐(5‐Amino‐3‐aryl‐1H‐pyrazol‐1‐yl) thiazol‐4‐yl)‐2H‐chromen‐2‐ones as Potential Anticancer Agents: Synthesis, Anticancer Activity Evaluation and Molecular Docking Studies

Recent progress in the drug development of coumarin derivatives as potent antituberculosis agents

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