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Synthesis and evaluation of in vitro antitubercular activity and antimicrobial activity of some novel 4H-chromeno[2,3-d]pyrimidine via 2-amino-4-phenyl-4H-chromene-3-carbonitriles

Abstract

Novel 5-phenyl-1,5-dihydro-2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dithiones, 5-phenyl-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-4-ones, 7-phenyl-7,9-dihydro-8H pyrimido[5′,4′:5,6]pyrano[3,2-h]quinolin-8-ones, and 4-amino-5-phenyl-1,5-dihydro-2H-chromeno[2,3-d]pyrimidine-2-thiones were synthesized form 2-amino-4-phenyl-4H-chromene-3-carbonitrile. The newly synthesized compounds were characterized by IR, 1H-NMR, 13C-NMR, Mass spectra, and Elemental analysis. The compounds were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H 37 Rv and antibacterial activity against Staphylococcus Aureus [ATCC-25923] and Streptococcus pyogenes [MTCC-443] as Gram-positive, Escherichia coli [ATCC-25922], and Pseudomonas aeruginosa [MTCC-441] as Gram-negative bacterial strains and antifungal activity against Aspergillus niger [MTCC-282]. Some of these derivatives exhibited pronounced antitubercular and antimicrobial activities.

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Acknowledgments

The authors are thankful to the Department of Chemistry, VNSGU, Surat, for providing the laboratory facilities, and D. Rajani, Microcare Laboratory, Surat, for antitubercular and antimicrobial activity. The authors also thank SAIF., Chandigarh, for spectral analysis.

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Correspondence to Saurabh K. Patel.

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Saurabh K. Patel is a research guide.

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Kamdar, N.R., Haveliwala, D.D., Mistry, P.T. et al. Synthesis and evaluation of in vitro antitubercular activity and antimicrobial activity of some novel 4H-chromeno[2,3-d]pyrimidine via 2-amino-4-phenyl-4H-chromene-3-carbonitriles. Med Chem Res 20, 854–864 (2011). https://doi.org/10.1007/s00044-010-9399-x

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  • DOI: https://doi.org/10.1007/s00044-010-9399-x

Keywords

  • 4H-chromeno[2,3-d]pyrimidines
  • Antitubercular activity
  • Antimicrobial activity