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Synthesis and Antimicrobial Studies of 5-N-alkyl-1,3,4-oxadiazole-2-thiol Derivatives from Fatty Acids
Corresponding Author(s) : B. Naga Sudha
Asian Journal of Chemistry,
Vol. 29 No. 11 (2017): Vol 29 Issue 11
Abstract
The novel 5-N-alkyl-1,3,4-oxadiazole-2-thiol derivatives have been synthesized by esterification of fatty acid followed by reaction the ester with hydrazine hydrate. The acid hydrazide was converted to 1,3,4-oxadiazole by ring closure mechanism. The synthesized compounds have been characterized by physical (melting point and TLC) and spectral (IR, 1H NMR and mass) data. All the compounds were screened for their antimicrobial activity. The compounds 3F1 & 3F4 showed good inhibition activity against all four types of bacteria; while compound 3F2 & 3F3 shown moderate activity.
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- W.C. Willet, W. Whang and J.E. Manson, Report of the DGAC on the Dietary Guidelines for Americans (2010).
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References
W.C. Willet, W. Whang and J.E. Manson, Report of the DGAC on the Dietary Guidelines for Americans (2010).
P. Sengupta, M. Mal, S. Mandal, J. Singh and T.K. Maity, Iranian J. Pharmacol. Ther., 7, 165 (2008).
N. Bhardwaj, S.K. Saraf, P. Sharma and P. Kumar, E-J. Chem., 6, 1133 (2009); https://doi.org/10.1155/2009/698023.
A.A. Kadi, N.R. El-Brollosy, O.A. Al-Deeb, E.E. Habib, T.M. Ibrahim and A.A. El-Emam, Eur. J. Med. Chem., 42, 235 (2007); https://doi.org/10.1016/j.ejmech.2006.10.003.
L. Jin, J. Chen, B. Song, Z. Chen, S. Yang, Q. Li, D. Hu and R. Xu, Bioorg. Med. Chem. Lett., 16, 5036 (2006); https://doi.org/10.1016/j.bmcl.2006.07.048.
N.K. Undavia, P.B. Trivedi, A.P. Shanishchara and V.P. Trivedi, J. Indian Chem. Soc., 82, 746 (2005).
S.G. Kucukguzel, I. Kucukguzel, E. Tatar, S. Rollas, F. Sahin, M. Güllüce, E. De Clercq and L. Kabasakal, Eur. J. Med. Chem., 42, 893 (2007); https://doi.org/10.1016/j.ejmech.2006.12.038.
G. Navarrete-Vazquez, G.M. Molina-Salinas, Z.V. Duarte-Fajardo, J. Vargas-Villarreal, S. Estrada-Soto, F. González-Salazar, E. Hernández-Núñez and S. Said-Fernández, Bioorg. Med. Chem., 15, 5502 (2007); https://doi.org/10.1016/j.bmc.2007.05.053.
A. Zarghi, S.A. Tabatabai, M. Faizi, A. Ahadian, P. Navabi, V. Zanganeh and A. Shafiee, Bioorg. Med. Chem. Lett., 15, 1863 (2005); https://doi.org/10.1016/j.bmcl.2005.02.014.
S. Dash, B.A. Kumar, J. Singh, B.C. Maiti and T.K. Maity, Med. Chem. Res., 20, 1206 (2011); https://doi.org/10.1007/s00044-010-9455-6.
H.P. Shah, B.R. Shah, J.J. Bhatt, N.C. Desai, P.B. Trivedi and N.K. Undavia, Indian J. Chem., 37B, 180 (1998).
E.D. Chrysina, M.N. Kosmopoulou, C. Tiraidis, R. Kardakaris, N. Bischler, D.D. Leonidas, Z. Hadady, L. Somsak, T. Docsa, P. Gergely, N.G. Oikonomakos, Protein Pharmacol., 14, 873 (2005); https://doi.org/10.1110/ps.041216105.
A.O. Maslat, M. Abussaud, H. Tashtoush and M. Al-Talib, Pol. J. Pharmacol., 54, 55 (2002).