Synthesis of benzofuran based 1,3,5-substituted pyrazole derivatives: As a new class of potent antioxidants and antimicrobials-A novel accost to amend biocompatibility

Rangaswamy, Javarappa; Kumar, Hemant; Harini, Salakatte Thammaiah; Naik, Nagaraja

doi:10.1016/j.bmcl.2012.05.061

Cited by 75 publications

(34 citation statements)

References 20 publications

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“…On the basis of the promising initial data and also due to our interests in synthesis of biologically active heterocycles [8][9][10][11] , here a library of novel analogues was synthesized. Along with identifying the structural parameters that govern the antioxidant and antibacterial properties.…”

Section: Figure 1 General Structure Of Bioactive Quinazolinesmentioning

confidence: 99%

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

2018

Chem Sci Trans

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A one-pot three-component protocol for the preparation of novel phenyl and purine substituted derivatives of quinazolinones through the reaction of 7H-purin-6-amine, cyclohexane-1,3-diketone and aromatic aldehydes in acetic acid is reported. A broad range of quinazolinones were obtained in 55−82% overall yield. In this article, we describe the identification of the good oxidation inhibitors (IC 50 values of 13, 16, 22 and 25 µM, respectively). Compounds IVf and IVg exhibited excellent in vitro radical inhibition activity against a DPPH radical, providing new opportunities for the series. In vitro antibacterial activity toward bacterial strain was also examined, compounds IVb, IVc and IVi exhibits stronger bacterial activity. Overall, the obtained results suggest that further optimization of activity of the series could provide a strong lead for a new antioxidant and antibacterial drug development program.

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Section: Figure 1 General Structure Of Bioactive Quinazolinesmentioning

confidence: 99%

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

2018

Chem Sci Trans

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“…Pyrazoles and their derivatives have been known to exhibit a wide range of physiological and pharmacological activities, such as anti-inflammatory [38], antibacterial [39,40], anti-convulsant [41], anticancer [42,43], anti-depressant [44], anti-hyperglycemic [45], antiviral [46], antipyretic [47], antioxidant [48], antitubercular [49], fungicides [50], and analgesic activities [51]. These heterocycles have also found applications in transition-metal chemistry as an analytical reagent [52], ligand used for complexation with metals and as antioxidant additives to fuels [53,54].…”

Section: M806 (Page 2)mentioning

confidence: 99%

2-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene

Albooye

Kiyani

2013

Molbank

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Abstract:As a consequence of one-pot, three-component reaction of trans-2-benzoyl-3-(4-nitrophenyl)aziridine with 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde and ammonium acetate, 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene was achieved in good yield. The desired photochromic compound display interesting photochromic behavior in the crystalline and solution phase. The structure of the newly synthesized photochromic compound was characterized by elemental analysis, 1 H-NMR, 13 C-NMR and UV-Visible spectral data.

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“…Numerous synthesized benzofuran derivatives were found to be biologically active [7][8][9]. Nowadays, many synthetic benzofurans are used as good inhibitor [10,11], antimicrobial [12][13][14], anti-inflammatory [15,16], antiviral [17], antioxidant [18][19][20][21], antitumor [22], antiproliferative [23,24], and antialzheimer [25].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Aryl (5-Substituted Benzofuran-2-Yl) Carbamate Derivatives as Antimicrobial Agents

Budhwani¹,

Sharma²,

Kalyane³

2017

Asian J Pharm Clin Res

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Objectives: Benzofurans are very interesting heterocycles, which are available in nature and show a wide range of pharmacological activities, viz., antifungal, antibacterial, antitumor, antimalarial and antioxidant activity. Methods:A convenient method for the preparation of aryl (5-substituted benzofuran-2-yl) carbamate derivatives 6a-6j has been developed. The target compounds 1-(5-nitrobenzofuran-2-yl)-3-arylurea (6a-6e) and 1-(5-bromobenzofuran-2-yl)-3arylurea (6f-6j) have been prepared by reacting 5-nitrobenzofuran-2-carbonyl azide 5a or 5-bromobenzofuran-2-carbonyl azide 5b with substituted phenols in reasonable overall yields. All the synthesized compounds were characterized using Fourier transform infrared (FTIR), 1 H NMR and mass spectrometry and were subjected to antimicrobial screening against two Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), two Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and two fungi (Candida albicans and Aspergillus niger) using two-fold dilution method. Results and Discussion:All the values of FTIR, 1 H NMR and mass spectra were found to be prominent. The results indicate that synthesized compound 6i showed potent antimicrobial activity comparable to standard. Conclusion:The detailed synthesis, spectroscopic data, and antimicrobial activities of synthesized compounds were reported.

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Synthesis of benzofuran based 1,3,5-substituted pyrazole derivatives: As a new class of potent antioxidants and antimicrobials-A novel accost to amend biocompatibility

Cited by 75 publications

References 20 publications

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

2-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene

Synthesis of Aryl (5-Substituted Benzofuran-2-Yl) Carbamate Derivatives as Antimicrobial Agents

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Synthesis of benzofuran based 1,3,5-substituted pyrazole derivatives: As a new class of potent antioxidants and antimicrobials-A novel accost to amend biocompatibility

Cited by 75 publications

References 20 publications

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

Novel Phenyl and Purine Substituted Derivatives of Quinazolinones: Synthesis, Antioxidant and Antibacterial Features

2-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-nitrophen­yl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene

Synthesis of Aryl (5-Substituted Benzofuran-2-Yl) Carbamate Derivatives as Antimicrobial Agents

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2-(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene