Aseries of biphenyl-2-carbonitile clubbed 1,3,4-oxadiazole derivatives have been synthesized by the condensation of biphenyl-2-carbonitrile with various substituted 2-mercapto-5-aryl-1,3,4-oxadiazoles. Structures of the newly synthesized compounds IVa – IVh were characterized using FTIR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis. All the compounds were screened for their antimicrobial properties against a broad spectrum of bacteria and fungi. It was very clearly noted from SAR study that the derivatives bearing electron-withdrawing functional groups (-NO2, -Cl) were more promising than the derivatives with electron-donating group (-CH3) as antimicrobial agents.
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References
D. S. Joshi and K. S. Parikh, Med. Chem. Res., 23(4), 1855 – 1864 (2014).
H. Abdel-Rahman, A. Aboraia, N. Mahfouz, et al., Bioorg. Med. Chem., 14(7), 1236 – 1246 (2006).
M. A. Rahman, F. A. Omar, N. M. Mahfouz, et al., Eur. J. Med. Chem., 31(10), 819 – 825 (1996).
K. Bhat, K. Sufeera, S. Chaitanya, et al., J. Young Pharm., 3(4), 310 – 314 (2011).
A. El-Emam, O. Al-Deeb, M. Al-Omar, et al., Bioorg. Med. Chem., 12(19), 5107 – 5113 (2004).
S. Küçükgüzel, F. Oruç, S. Rollas, et al., Eur. J. Med. Chem, 37(3), 197 – 206 (2002).
A. Dimoglo, E. Oruç, S. Rollas, et al., J. Med. Chem., 47(27), 6760 – 6767 (2004).
C. T. Supuran, M. Zareef, R. Iqbal, et al., J. Enzym. Inhib. Med. Chem., 22(3), 301 – 308 (2007).
A. Zarghi, S. Tabatabai, M. Faizi, et al., Bioorg. Med. Chem. Lett., 15(7), 1863 – 1865 (2005).
S. Hameed, T. Akhtar, N. Al-Masoudi, et al., Acta Pharm., 58(2), 135 – 149 (2008).
S. Bhandari, K. Bothara, M. Raut, et al., Bioorg. Med. Chem., 16(4), 1822 – 1831 (2008).
B. Narayana, V. Raj, K. Kulangara, et al., Archiv der Pharm. 338(8), 373 – 377 (2005).
G. K. Rajanikant and M. K. Teli, J., Enzym. Inhib. Med. Chem., 27(4), 558 – 570 (2012).
H. Göker, C. Ku°, D. Boykin, et al., Bioorg. Med. Chem., 10(8), 2589 – 2596 (2002).
S. Perumal, R. R. Kumar, and P. Senthilkumar, Bioorg. Med. Chem. Lett., 17(23), 6459 – 6462 (2007).
K. S. Parikh and D. S. Joshi, J. Chem. Sci., 126(3), 827 – 835 (2014).
Acknowledgments
The authors are thankful to Sheth M. N. Science College (Patan) and North Gujarat Education Society (Mumbai) for providing laboratory and library facility. We extend our sincere thanks to Vraj Pansuriya for his valuable help in procuring spectral data.
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Parikh, K., Joshi, A., Kshatriya, R. et al. Synthesis, Antimicrobial Evaluation, and Structure Activity Relationship Studies of New Biphenyl-2-Carbonitrile Clubbed 1,3,4-Oxadiazole Derivatives. Pharm Chem J 49, 523–529 (2015). https://doi.org/10.1007/s11094-015-1320-y
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DOI: https://doi.org/10.1007/s11094-015-1320-y