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Synthesis and in vitro Antidiabetic Screening of Novel Dihydropyrimidine Derivatives

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Abstract

A series of N-substituted-6-methyl-4-{4-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]methoxyphenyl}-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides have been synthesized by the condensation of newly synthesized {4-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]methoxy}benzaldehyde with variously substituted acetoacetanilides and urea in the presence of ethanol. The synthesized compounds have been characterized by 1H, 13C NMR, IR spectroscopy, and mass spectrometry. All synthesized compounds were evaluated for in vitro antidiabetic activity using the α-amylase inhibition assay with the 3,5-dinitrosalicylic acid (DNSA) reagent.

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REFERENCES

  1. Kappe, O.C. and Stadler, A., Org. React., 2004, vol. 63, p. 1. https://doi.org/10.1002/0471264180.or063.01

    Article  CAS  Google Scholar 

  2. Lalpara, J.N., Hadiyal, S.D., Radia, A.J., Dhalani, J.M., and Dubal, G.G., Polycyclic Aromat. Compd., 2020. https://doi.org/10.1080/10406638.2020.1852586

  3. Mallikarjunaswamy, C., Mallesha, L., Bhadregowda, D.G., and Pinto, O., Arabian J. Chem., 2017, vol. 10, p. S484. https://doi.org/10.1016/j.arabjc.2012.10.008

  4. Wang, S.-B., Deng, X.-Q., Zheng, Y., Yuan, Y.-P., Quan, Z.-S., and Guan, L.-P., Eur. J. Med. Chem., 2012, vol. 56, p. 139. https://doi.org/10.1016/j.ejmech.2012.08.027

    Article  CAS  PubMed  Google Scholar 

  5. Mohamed, M.S., Kamel, R., and Fatahala, S.S., Eur. J. Med. Chem., 2010, vol. 45, p. 2994. https://doi.org/10.1016/j.ejmech.2010.03.028

    Article  CAS  PubMed  Google Scholar 

  6. Abu-Hashem, A.A., Youssef, M.M., and Hussein, H.A.R., J. Chin. Chem. Soc., 2011, vol. 58, p. 41. https://doi.org/10.1002/jccs.201190056

    Article  CAS  Google Scholar 

  7. Gaber, A.A., Bayoumi, A.H., El-morsy, A.M., Sherbiny, F.F., Mehany, A.B.M., and Eissa, I.H., Bioorg. Chem., 2018, vol. 80, p. 375. https://doi.org/10.1016/j.bioorg.2018.06.017

    Article  CAS  PubMed  Google Scholar 

  8. Vaidya, A., Jain, S., Jain, P., Jain, P., Tiwari, N., Jain, R., Jain, R., Jain, A.K., and Agrawal, R.K., Mini-Rev. Med. Chem., 2016, vol. 16, p. 825. https://doi.org/10.2174/1389557516666160211120835

    Article  CAS  PubMed  Google Scholar 

  9. Azzam, R.A. and Mohareb, R.M., Chem. Pharm. Bull. (Tokyo), 2015, vol. 63, p. 1055. https://doi.org/10.1248/cpb.c15-00685

    Article  CAS  Google Scholar 

  10. El-Abadelah, M.M., Nazer, M.Z., Hussein, A.Q., Awadallah, A.M., Rademacher, P., and Woydt, M., J. Heterocycl. Chem., 1991, vol. 28, p. 1229. https://doi.org/10.1002/jhet.5570280513

    Article  CAS  Google Scholar 

  11. Nirmali Wickramaratne, M., Punchihewa, J.C., and Wickramaratne, D.B.M., BMC Complementary Altern. Med., 2016, vol. 16, p. 466. https://doi.org/10.1186/s12906-016-1452-y

    Article  Google Scholar 

  12. Radia, A.J., Lalpara, J.N., Modasiya, I.J., and Dubal, G.G., J. Heterocycl. Chem., 2020. https://doi.org/10.1002/jhet.4200

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ACKNOWLEDGMENTS

The authors are grateful to the Department of Chemistry, School of Science, RK University (Rajkot) for providing laboratory facilities and National Facility for Drug Discovery (NFDD) for providing spectral data. The authors express their gratitude to the Department of Microbiology, School of Science, RK University, Rajkot for antidiabetic screening.

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Correspondence to G. G. Dubal.

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Lalpara, J.N., Vachhani, M.D., Hadiyal, S.D. et al. Synthesis and in vitro Antidiabetic Screening of Novel Dihydropyrimidine Derivatives. Russ J Org Chem 57, 241–246 (2021). https://doi.org/10.1134/S1070428021020159

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  • DOI: https://doi.org/10.1134/S1070428021020159

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