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Vol. 33 No. 8 (2021): Vol 33 Issue 8, 2021

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Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives

https://doi.org/10.14233/ajchem.2021.23253
M. Abirami
Department of Chemistry, Sri Ramakrishna Engineering College, Coimbatore-641022, India
S. Thamarai Selvi
PG & Research Department of Chemistry, Government Arts College, Coimbatore-641018, India
V. Nadaraj
Department of Chemistry, Tamilnadu College of Engineering, Coimbatore-641659, India
T. Daniel Thangadurai
Department of Nanoscience and Nanotechnology, Sri Ramakrishna Engineering College, Coimbatore-641022, India

Corresponding Author(s) : S. Thamarai Selvi

thamarimohan@gmail.com

Asian Journal of Chemistry, Vol. 33 No. 8 (2021): Vol 33 Issue 8, 2021

Abstract

Herein, a novel ionic liquid catalyzed synthesis of 3-acetylpyrano[2,3-b]quinolin-2(1H)-ones (3a-e) from substituted 3-formylquinolin-2(1H)-ones (1a-e) and ethyl acetoacetate (2) through Knoevenagel condensation is reported. We have perceived the application of microwave irradiation and ionic liquid for carrying out pollution free and ecofriendly chemical reactions. These reactions proceeded much faster in ionic liquid medium under microwave irradiation. The structures of quinoline derivatives (3a-e) were characterized by standard physico-chemical techniques. The synthesized quinoline derivatives (3a-e) were also evaluated for their in vitro antimicrobial screening on different strains of bacteria and fungi.

Keywords

Microwave synthesis Ionic Liquid Quinolines Knoevenagel condensation Antimicrobial activity
Abirami, M., Thamarai Selvi, S., Nadaraj, V., & Daniel Thangadurai, T. (2021). Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives. Asian Journal of Chemistry, 33(8), 1791–1795. https://doi.org/10.14233/ajchem.2021.23253
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References
  1. T. Welton, Biophys. Rev., 10, 691 (2018); https://doi.org/10.1007/s12551-018-0419-2
  2. B. Floris and F. Sabuzi, Catalysts, 7, 261 (2017); https://doi.org/10.3390/catal7090261
  3. N.J. Parmar, R.A. Patel, B.D. Parmar and N.P. Talpada, Bioorg. Med. Chem. Lett., 23, 1656 (2013); https://doi.org/10.1016/j.bmcl.2013.01.079
  4. R. Elsayed Khidre, B. Fathy Abdel-Wahab and F. Abdel-Rehem Badria, ARKIVOC, 105 (2007); https://doi.org/10.3998/ark.5550190.0008.d13
  5. B. Banerjee, ChemistrySelect, 2, 8362 (2017); https://doi.org/10.1002/slct.201701700
  6. P. Prasad, P.G. Shobhashana and M.P. Patel, R. Soc. Open Sci., 4, 170764 (2017); https://doi.org/10.1098/rsos.170764
  7. P.M.S. Chauhan and S.K. Srivastava, Curr. Med. Chem., 8, 1535 (2001); https://doi.org/10.2174/0929867013371851
  8. K.D. Upadhyay, N.M. Dodia, R.C. Khunt, R.S. Chaniara and A.K. Shah, ACS Med. Chem. Lett., 9, 283 (2018); https://doi.org/10.1021/acsmedchemlett.7b00545
  9. R. Elsayed Khidre, B. Fathy Abdel-Wahab and F. Abdel-Rehem Badria, Lett. Drug Des. Discov., 8, 640 (2011); https://doi.org/10.2174/157018011796235194
  10. M. Anniyappan, D. Muralidharan and P.T. Perumal, Tetrahedron Lett., 44, 3653 (2003); https://doi.org/10.1016/S0040-4039(03)00707-X
  11. N. Yamada, S. Kadowaki, K. Takahashi and K. Umezu, Biochem. Pharmacol., 44, 1211 (1992); https://doi.org/10.1016/0006-2952(92)90387-X
  12. P.R. Shetty, G. Shivaraja, G. Krishnaswamy, K. Pruthviraj, V.C. Mohan and S. Sreenivasa, Asian J. Chem., 32, 1151 (2020); https://doi.org/10.14233/ajchem.2020.22583
  13. V. Kouznetsov, L. Vargas Mendez, S. Milena Leal, U. Mora Cruz, C. Andres Coronado, C. Melendez Gomez, A. Romero Bohorquez and P. Escobar Rivero, Lett. Drug Des. Discov., 4, 293 (2007);https://doi.org/10.2174/157018007784620031
  14. B.F. Abdel-Wahab, R.E. Khidre, A.A. Farahat and A.-A.S. El-Ahl, ARKIVOC, 211 (2012); https://doi.org/10.3998/ark.5550190.0013.107
  15. W.S. Shehab and A.A. Ghoneim, Arab. J. Chem., 9, S966 (2016); https://doi.org/10.1016/j.arabjc.2011.10.008
  16. Q. Zhang, Z. Zhang, Z. Yan, Q. Liu and T. Wang, Org. Lett., 9, 3651 (2007); https://doi.org/10.1021/ol701536q
  17. S.B. Parsekar, C.P. Amonkar, P.S. Parameswaran and S.G. Tilve, Synth. Commun., 40, 3251 (2010); https://doi.org/10.1080/00397910903398668
  18. R. Ghorbani-Vaghei, F. Rahmatpour, N. Sarmast, J. Mahmoudi and A. Shahriari, Can. J. Chem., 95, 601 (2017); https://doi.org/10.1139/cjc-2016-0537
  19. Z. Mirjafary, H. Saidian, M. Sahandi and N. Shojaei, J. Braz. Chem. Soc., 25, 1253 (2014); https://doi.org/10.5935/0103-5053.20140103
  20. B. Singh, A. Chandra, S. Upadhyay, R.M. Singh, M.C. Puerta and P. Valerga, Tetrahedron Lett., 49, 6423 (2008); https://doi.org/10.1016/j.tetlet.2008.08.079
  21. V. Nadaraj, S. Thamarai Selvi and S. Mohan, Eur. J. Chem., 44, 976 (2009); https://doi.org/10.1016/j.ejmech.2008.07.004
  22. S.B. Marganakop, R.R. Kamble, A.R. Nesaragi, P.K. Bayannavar, S.D. Joshi, P.P. Kattimani and B.S. Sudha, Asian J. Chem., 33, 1107 (2021); https://doi.org/10.14233/ajchem.2021.23153
  23. V. Nadaraj, S.T. Selvi and M. Abirami, Asian J. Chem., 31, 1243 (2019); https://doi.org/10.14233/ajchem.2019.21600
  24. V. Nadaraj, S. Thamarai Selvi, H. Pricilla Bai, S. Mohan and T. Daniel Thangadurai, Med. Chem. Res., 21, 2902 (2012); https://doi.org/10.1007/s00044-011-9810-2
  25. I. Karaman, F. Sahin, M. Gulluce, H. Ogutcu, M. Sengul and A. Adiguzel, J. Ethnopharmacol., 85, 231 (2003); https://doi.org/10.1016/S0378-8741(03)00006-0
  26. D. Mishra, S. Patnaik, C.C. Rath, S.K. Dash, R.K. Mishra and U. Patnaik, Indian J. Pharm. Sci., 64, 256 (2002).
  27. Y. Hirano, M. Uehara, K. Saeki, T. Kato, K. Takahashi and T. Mizutani, J. Health Sci., 48, 118 (2002); https://doi.org/10.1248/jhs.48.118
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