Synthesis and anti-tubercular and antimicrobial activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one N-isonicotinoylhydrazone derivatives

Sankar, Cheriyedath Raj; Pandiarajan, K.

doi:10.1016/j.ejmech.2010.08.024

Cited by 30 publications

(23 citation statements)

References 13 publications

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“…13 C NMR spectra were recorded at 100 MHz on Bruker AMX 400 MHz spectrometer in CDCl 3 . The tubes used for recording NMR spectra are of 5mm diameter.…”

Section: Methodsmentioning

confidence: 99%

“…The compounds (8)(9)(10)(11)(12) were also synthesized adopting the similar procedure. (13) Equimolar solution of 2-mercaptobenzothiazole (0.01 mol) and hydrazine hydrate (0.01 mol) in methanol (20 mL) was refluxed on a steam bath for about 10 hrs. The obtained filtrate was washed with ice water.…”

Section: Ligand Structure Preparationmentioning

confidence: 99%

“…The utility of substituent's at second, third and sixth positions, particularly aromatic substituent at second and/or sixth positions with regard to its biological activity have well documented by many workers [7][8]. Hydrazone derivatives have been claimed to exhibit appreciable antimicrobial [9][10][11][12] antitubercular [13] anticonvulsant [14] antiviral [15] and anti-inflammatory [16] activities.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Biological Evaluation and Docking Studies of some Novel (E)-(4-(2-(Benzo[d]Thiazol-2-yl)Hydrazono)Methyl-2,6-Diphenylpiperidin-1-yl)(Phenyl)Methanone Derivatives

Rajaraman

Sundararajan

Krishnasamy

2015

ILCPA

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ABSTRACT.A series of biologically active some novel (E)-(4-(2-(benzo [d] thiazol-2-yl)hydrazono)-3-methyl-2,6-diphenylpiperidin-1-yl)(phenyl)methanone derivatives (14-19) were synthesized and characterized by IR, 1 H NMR, 13C NMR and HSQC spectral analysis. Molecular docking studies were also carried out for compounds 14-19 using the crystal structure of Ribonucleotide Reductase to disclose the binding mode and orientation of target molecule into the active site of respective receptors. The synthesized compounds were also screened for their antimicrobial activity against selected panel strains Antimicrobial studies revealed that the synthesized compound 14 exhibited noticeable activity against B.cerus whereas compounds17 and 18 displayed appreciable activity against K.pneumoniae. Bromo substituted phenyl group at C-2 and C-6 of piperidine ring showed excellent antibacterial activity against K.pneumoniae and B.cerus at MIC of 25μg/ml. The antifungal studies revealed that compounds 17, 18 and 19 exposed significant antifungal activity against the pathogenic strains used in this study. In particular compound 19 are showed excellent antifungal activity against C.albicans and A.niger.

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“…13 C NMR spectra were recorded at 100 MHz on Bruker AMX 400 MHz spectrometer in CDCl 3 . The tubes used for recording NMR spectra are of 5mm diameter.…”

Section: Methodsmentioning

confidence: 99%

Section: Ligand Structure Preparationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, Biological Evaluation and Docking Studies of some Novel (E)-(4-(2-(Benzo[d]Thiazol-2-yl)Hydrazono)Methyl-2,6-Diphenylpiperidin-1-yl)(Phenyl)Methanone Derivatives

Rajaraman

Sundararajan

Krishnasamy

2015

ILCPA

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“…This enhanced activity is related to lipophilicity properties. Also, replacement of the alkyl chain in R2 and phenyl unsubstituted cyclohexyl has led to more active compounds (25). The absence of substitutions at N1 on the indole ring and increased lipophilicity appear to be responsible for high activity against M. tuberculosis.…”

Section: Nitrogen Heterocyclic Derivativesmentioning

confidence: 99%

“…24 A series of hydrozones of INH was also reported with potential anti--TB activity (16). 25 A new class of compounds designed through hybrid approach, incorporating the chemical features of E--cynamic acid and guanyl hydrazones has also been reported for their anti--TB activity. The electronic and steric features play an important role in determining the activity of this class of drugs on M. tuberculosis (17).…”

Section: Hydrazides/hydrazones Derivativesmentioning

confidence: 99%

Antitubercular drugs: advances in nitrogen containing heterocyclic compounds and some other derivatives

Asif

2014

J PHARM CHEM

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Tuberculosis (TB) caused by Mycobacterium tuberculosis is an infectious disease. Control of TB is complicated by difficulties in the long--course chemotherapy treatment, the inability to eliminate latent microbes, and the increasing emergence of Multidrug Resistant (MDR) strains of M. tuberculosis. New anti--TB drugs are urgently needed, including developments of short--term treatments to minimize the emergence of drug resistance and new drugs to treat multidrug resistant tuberculosis and to eliminate the latent microbes. Many new structural anti--TB agents exhibited promising activities against susceptible and resistant strains of M. tuberculosis. The diarylquinoline with superior anti--tuberculotic activity and encouraging results of nitroimidazopyrans and oxazolidinones have generated considerable excitement.

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Synthesis and antibacterial, antifungal activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one-4-aminobenzoyl hydrazones

2011

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A series of biologically active seven 2r, 4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one-4-aminobenzoyl hydrazone derivatives have been synthesized in good yield. The structures of compounds have been established on the basis of IR, 1 H, 13 C NMR, and elemental analysis. The structure-activity relationships (SAR) have been studied by screening of antimicrobial activity over a representative panel of bacterial and fungal strains using two-fold serial dilution method. All these synthesized compounds exhibited significant activities against all bacterial and fungal strains.

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Synthesis and anti-tubercular and antimicrobial activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one N-isonicotinoylhydrazone derivatives

Cited by 30 publications

References 13 publications

Synthesis, Biological Evaluation and Docking Studies of some Novel (E)-(4-(2-(Benzo[d]Thiazol-2-yl)Hydrazono)Methyl-2,6-Diphenylpiperidin-1-yl)(Phenyl)Methanone Derivatives

Synthesis, Biological Evaluation and Docking Studies of some Novel (E)-(4-(2-(Benzo[d]Thiazol-2-yl)Hydrazono)Methyl-2,6-Diphenylpiperidin-1-yl)(Phenyl)Methanone Derivatives

Antitubercular drugs: advances in nitrogen containing heterocyclic compounds and some other derivatives

Synthesis and antibacterial, antifungal activities of some 2r,4c-diaryl-3-azabicyclo[3.3.1]nonan-9-one-4-aminobenzoyl hydrazones

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