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Solid Phase Synthesis and Antimicrobial Activity of Novel Triazolo[1,5-a]pyrimidine Derivatives
Corresponding Author(s) : Shobhana A. Gadara
Asian Journal of Chemistry,
Vol. 32 No. 9 (2020): Vol 32 Issue 9, 2020
Abstract
A new series of triazolo[4,3-a]pyimidine derivatives via solid phase multicomponent reaction between 3-oxo-N-(4-(3-oxomorpholino)-phenyl)butanamide, aromatic aldehyde and aminoazole is reported. All the synthesized compounds have been characterized by elemental analysis and spectral analyses. Moreover, the synthesized compounds were also screened for their antibacterial activity against Staphylococcus aureus MTCC-96, Escherichia coli MTCC-443, Bacillus subtilis MTCC-441, Pseudomonas aeruginosa MTCC 1688, and antifungal activity against Aspergillus niger MTCC-282 and Penicillium sp. at different concentration and compared with standards drugs. The minimum inhibition concentration (MIC) of the compounds was studied by micro-broth dilution method.
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A.B. El-Gazzar, N. Hafez, A.A. Abu-Hashem and A.S. Aly, Phosphorus Sulfur Silicon Rel. Elem., 184, 379 (2009); https://doi.org/10.1080/10426500802167027
G. Fischer, Adv. Heterocycl. Chem., 57, 81 (1993); https://doi.org/10.1016/S0065-2725(08)60887-9
M.A.E. Shaban and A.E.A. Morgaan, Adv. Heterocycl. Chem., 77, 345 (2000); https://doi.org/10.1016/S0065-2725(00)77009-7
M.A.E. Shaban and A.E.A. Morgaan, Adv. Heterocycl. Chem., 73, 131 (1999); https://doi.org/10.1016/S0065-2725(08)60942-3
M.A.E. Shaban and A.E.A. Morgaan, Adv. Heterocycl. Chem., 75, 243 (1999); https://doi.org/10.1016/S0065-2725(08)60986-1
V. Ojea, I. Muinelo and J.M. Quintela, Tetrahedron, 54, 927 (1998); https://doi.org/10.1016/S0040-4020(97)10334-9
V.A. Chebanov, E.A. Muravyova, S.M. Desenko, V.I. Musatov, I.V.Knyazeva, S.V. Shishkina, O.V. Shishkin and C.O. Kappe, J. Comb. Chem.,8, 427 (2006); https://doi.org/10.1021/cc060021a
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R.K. Arafa, M.S. Nour and N.A. El-Sayed, Eur. J. Med. Chem., 69, 498 (2013); https://doi.org/10.1016/j.ejmech.2013.08.042
M. Suchý and R.H.E. Hudson, J. Org. Chem., 79, 3336 (2014); https://doi.org/10.1021/jo402873e
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M. Fraley, W. Hoffman, R. Rubino, R.W. Hungate, A.J. Tebben, R.Z. Rutledge, R.C. McFall, W.R. Huckle, R.L. Kendall, K.E. Coll and K.A. Thomas, Bioorg. Med. Chem. Lett., 12, 2767 (2002); https://doi.org/10.1016/S0960-894X(02)00525-5
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A. Lauria, I. Abbate, C. Patella, A. Martorana, G. Dattolo and A.M. Almerico, Eur. J. Med. Chem., 62, 416 (2013); https://doi.org/10.1016/j.ejmech.2013.01.019
J.F. Bower, A. Cansfield, A. Jordan, M. Parratt, L. Walmsley and D.Williamson, Triazolo-1,5-a-pyrimidines and their use in medicine, WO2004108136 (2004).
G.G. Danagulyan, L.G. Sahakyan and G.A. Panosyan, Chem. Heterocycl. Compd., 36, 185 (2000); https://doi.org/10.1007/BF02283550
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N.B. Patel and A.R. Shaikh, Indian J. Chem., 49B, 929 (2010).
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