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Synthesis, Characterization and Biological Activity of Novel 1,3,4-Oxadiazole Derivatives of 1,3-Dihydro-1-oxoisobenzofuran-5-carboxylic Acid
Corresponding Author(s) : Maringanti Thirumala Chary
Asian Journal of Chemistry,
Vol. 32 No. 1 (2020): Vol 32 Issue 1
Abstract
This work relates to the synthesis of novel 1,3,4-oxadiazole derivatives (5a-h) from 1,3-dihydro-1-oxoisobenzofuran-5-carboxylic acid. The structure of the synthesized compounds were confirmed by using IR, 1H NMR, 13C NMR and mass spectroscopy. Further these synthesized derivatives were subjected to biological activity.
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References
B. Pathogenesis, eds.: A.A. Salyers and D.D. Whitt, A Molecular Approach,American Society for Microbiology, edn 2 (2001).
J. Kilgour and R. Roberts, ed.: I. Laher, Pathophysiological Roles of Reactive Oxygen and Nitrogen Species, In: Systems Biology of Free Radicals and Antioxidants, Springer: Berlin, Heidelberg, pp. 171-206 (2014);
J.A. Scott and G.L. King, Ann. N. Y. Acad. Sci., 1031, 204 (2004); https://doi.org/10.1196/annals.1331.020.
H. Turkez, E. Aydin and A. Aslan, Cytotechnology, 64, 679 (2012); https://doi.org/10.1007/s10616-012-9447-0.
J.-H. Hong, Y.-S. Cha and S.-J. Rhee, J. Clin. Biochem. Nutr., 45, 101 (2009); https://doi.org/10.3164/jcbn.08-263.
B.R. Mutchu, V. Kotra, S.R. Onteddu, S.N.M. Boddapati and H.B. Bollikolla, Chem. Africa, 2, 15 (2019);https://doi.org/10.1007/s42250-018-00034-x.
N.N. Farshori, A. Rauf, M.A. Siddiqui, E.S. Al-Sheddi and M.M. AlOqail, Arab. J. Chem., 10, S2853 (2017); https://doi.org/10.1016/j.arabjc.2013.11.010.
N.J.P. Subhashini, B. Bhadraiah and P. Janaki, Russ. J. Gen. Chem., 87, 550 (2017); https://doi.org/10.1134/S1070363217030276.
S.A. Popov, M.D. Semenova, D.S. Baev, I.V. Sorokina, N.A. Zhukova, T.S. Frolova, T.G. Tolstikova, E.E. Shults and M. Turks, Steroids, 150, 108443 (2019); https://doi.org/10.1016/j.steroids.2019.108443.
S.N.A. Bukhari, G. Lauro, I. Jantan, C. Fei Chee, M.W. Amjad, G. Bifulco, H. Sher, I. Abdullah and N.A. Rahman, Future Med. Chem., 8, 1953 (2016); https://doi.org/10.4155/fmc-2016-0062.
N. Puttaswamy, V.H. Malojiao, Y.H.E. Mohammed, A. Sherapura, B.T. Prabhakar and S.A. Khanum, Biomed. Pharmacother., 103, 1446 (2018); https://doi.org/10.1016/j.biopha.2018.04.167.
N. Siddiqui, M.J. Akhtar, M.S. Yar, P. Ahuja, W. Ahsan and S. Ahmed, Med. Chem. Res., 28, 926 (2019); https://doi.org/10.1007/s00044-019-02339-z.
A. Zarghi, M. Faizi, B. Shafaghi, A. Ahadian, H.R. Khojastehpoor, V. Zanganeh, S.A. Tabatabai and A. Shafiee, Bioorg. Med. Chem. Lett., 15, 3126 (2005); https://doi.org/10.1016/j.bmcl.2005.04.018.
H.-G. Jin, X.-Y. Sun, K.-Y. Chai, H.-R. Piao and Z.-S. Quan, Bioorg. Med. Chem., 14, 6868 (2006); https://doi.org/10.1016/j.bmc.2006.06.044.
L.-J. Guo, C.-X. Wei, J.-H. Jia, L.-M. Zhao and Z.-S. Quan, Eur. J. Med. Chem., 44, 954 (2009); https://doi.org/10.1016/j.ejmech.2008.07.010.
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M. Rashid, A. Husain and R. Mishra, Eur. J. Med. Chem., 54, 855 (2012); https://doi.org/10.1016/j.ejmech.2012.04.027.
J. Sun, H. Zhu, Z.M. Yang and H.L. Zhu, Eur. J. Med. Chem., 60, 23 (2013); https://doi.org/10.1016/j.ejmech.2012.11.039.
V.N. Telvekar, A. Belubbi, V.K. Bairwa and K. Satardekar, Bioorg. Med. Chem. Lett., 22, 2343 (2012); https://doi.org/10.1016/j.bmcl.2012.01.067.
S.T. Dhumal, A.R. Deshmukh, M.R. Bhosle, V.M. Khedkar, L.U. Nawale, D. Sarkar and R.A. Mane, Bioorg. Med. Chem. Lett., 26, 3646 (2016); https://doi.org/10.1016/j.bmcl.2016.05.093.
D.R. Guda, S.J. Park, M.W. Lee, T.J. Kim and M.E. Lee, Eur. J. Med. Chem., 62, 84 (2013); https://doi.org/10.1016/j.ejmech.2012.12.035.
A.A. El-Emam, O.A. Al-Deeb, M. Al-Omar and J. Lehmann, Bioorg. Med. Chem., 12, 5107 (2004); https://doi.org/10.1016/j.bmc.2004.07.033.
S. Kumar, J. Chem., 8(s1), S448 (2011); https://doi.org/10.1155/2011/757381.
F. Chen, W. Zhang, Z. Liu, L. Meng, B. Bai, H. Wang and M. Li, RSC Adv., 9, 1 (2019); https://doi.org/10.1039/C8RA08439D.
Pushparekha, B.K. Sarojini, K. Bello, B.S. Holla and M.M. Subrahmanya, Opt. Mater., 89, 80 (2019); https://doi.org/10.1016/j.optmat.2018.12.054.
Xiaopeng Xu, Zuojia Li, Zhaozhao Bi, Ting Yu, Wei Ma, Kui Feng, 30, 1800737 (2018).