Issue

Vol. 32 No. 11 (2020): Vol 32 Issue 11

Copyright (c) 2020 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis of Diverse Fused Tetracyclic Thiazepine-Chalcone Derivatives by Claisen-Schmidt Condensation Reaction and their Antimicrobial Activity

https://doi.org/10.14233/ajchem.2020.22867
Jayanti B. Hirani
B.R.C.C. Laboratory, Department of Chemistry, School of Science, R K University, Rajkot-360020, India
Mayank K. Pandya
B.R.C.C. Laboratory, Department of Chemistry, School of Science, R K University, Rajkot-360020, India
Suresh B. Koradiya
Department of Chemistry, Shree M. & N. Virani Science College, Rajkot-360005, India

Corresponding Author(s) : Jayanti B. Hirani

jayant.hirani@yahoo.co.in

Asian Journal of Chemistry, Vol. 32 No. 11 (2020): Vol 32 Issue 11

Abstract

To develop antimicrobial agent, a series of thiazepine-chalcones was synthesized by Claisen-Schmidt condensation between the couplings of aryl ketone in three steps protocol and different aromatic aldehydes under strong base catalyst at room temperature. The characterization of final products were carried out by IR, 1H & 13C NMR and elemental analysis. The synthesized compounds were also evaluated for their antibacterial and antifungal activities using specific Gram positive and Gram-negative bacterial strains using cup plate method.

Keywords

Claisen-Schmidt condensation Tetracyclic Thiazepine Antimicrobial activity
B. Hirani, J., K. Pandya, M., & B. Koradiya, S. (2020). Synthesis of Diverse Fused Tetracyclic Thiazepine-Chalcone Derivatives by Claisen-Schmidt Condensation Reaction and their Antimicrobial Activity. Asian Journal of Chemistry, 32(11), 2860–2864. https://doi.org/10.14233/ajchem.2020.22867
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. M. Kumar, K. Sharma, A.K. Fogla, K. Sharma and M. Rathore, Res. Chem. Intermed., 39, 2555 (2013); https://doi.org/10.1007/s11164-012-0782-8
  2. Y.H. Kim, J. Kim, H. Park, H.P. Kim, Biol. Pharm. Bull., 30, 1450 (2007); https://doi.org/10.1248/bpb.30.1450
  3. J. Higgs, C. Wasowski, A. Marcos, M. Jukic, C.H. Paván, S. Gobec, F. de Tezanos Pinto, N. Colettis and M. Mardera, Heliyon, 5, e01376 (2019); https://doi.org/10.1016/j.heliyon.2019.e01376
  4. C.-N. Lin, H.-K. Hsieh, H.-H. Ko, M.-F. Hsu, H.-C. Lin, Y.-L. Chang, M.-I. Chung, J.-J. Kang, J.-P. Wang and C.-M. Teng, Drug Dev. Res., 53, 9 (2001); https://doi.org/10.1002/ddr.1163
  5. J. Syahri, E. Yuanita, B.A. Nurohmah, R. Armunanto and B. Purwono, Asian Pac. J. Trop. Biomed., 7, 675 (2017); https://doi.org/10.1016/j.apjtb.2017.07.004
  6. M.R. Gudisela, N. Srinivasu, C. Mulakayala, P. Bommu, M.B. Rao and N. Mulakayala, Bioorg. Med. Chem. Lett., 27, 4140 (2017); https://doi.org/10.1016/j.bmcl.2017.07.029
  7. A.A. El-Emam, M.A. Massoud, E.R. El-Bendary and M.A. El-Sayed, Bull. Korean Chem. Soc., 25, 991 (2004); https://doi.org/10.5012/bkcs.2004.25.7.991
  8. V. Ambrogi, G. Grandolini, L. Perioli, M. Ricci, C. Rossi and L. Tuttobello, Eur. J. Med. Chem., 25, 403 (1990); https://doi.org/10.1016/0223-5234(90)90003-L
  9. L. Wu, X. Yang, Q. Peng and G. Sun, Eur. J. Med. Chem., 127, 599 (2017); https://doi.org/10.1016/j.ejmech.2017.01.021
  10. S. Das, M.A. Laskar, S.D. Sarker, M.D. Choudhury, P.R. Choudhury, A. Mitra, S. Jamil, S.M.A. Lathiff, S.A. Abdullah, N. Basar, L. Nahar and A.D. Talukdar, Phytochem. Anal., 28, 324 (2017); https://doi.org/10.1002/pca.2679
  11. A. Zask, J. Kaplan, X. Du, G. MacEwan, V. Sandanayaka, N. Eudy, J. Levin, G. Jin, J. Xu, T. Cummons, D. Barone, S. Ayral-Kaloustian and J. Skotnicki, Bioorg. Med. Chem. Lett., 15, 1641 (2005); https://doi.org/10.1016/j.bmcl.2005.01.053
  12. F.C. Cheng, J.J. Feng, K.H. Chen, H. Imanishi, M. Fujishima, H. Takekoshi, Y. Naoki and M. Shimoda, Phytother. Res., 24, 43 (2010); https://doi.org/10.1002/ptr.2864
  13. J.W. Skiles, J.T. Suh, B.E. Williams, P.R. Menard, J.N. Barton, B. Loev, H. Jones, E.S. Neiss and A. Schwab, J. Med. Chem., 29, 784 (1986); https://doi.org/10.1021/jm00155a032
  14. R. Anisetti and M. Srinivas Reddy, J. Sulfur Chem., 33, 363 (2012); https://doi.org/10.1080/17415993.2012.683432
  15. J.A. Diaz, E. Montero, S. Vega, V. Darias, M.L. Tello and S.S. Abdallah, Arch. Pharm., 327, 157 (1994); https://doi.org/10.1002/ardp.19943270306
  16. A.L. Banty, The Antimicrobial Susceptibility Test, Principle and Practice, edited by Illus lea and Febiger; Philadelphia, USA, pp. 180 (1976).
  17. A. Rammohan, J.S. Reddy, G. Sravya, C.N. Rao and G.V. Zyryanov, Environ. Chem. Lett., 18, 433 (2020); https://doi.org/10.1007/s10311-019-00959-w
  18. K.M. Kapadiya, K.M. Kavadia, P.A. Manvar and R.C. Khunt, Antiinfect. Agents, 13, 129 (2015); https://doi.org/10.2174/2211352513666150915235745
  19. K.A. El-Bayouki, Org. Chem. Int., 2013, 210474 (2013); https://doi.org/10.1155/2013/210474
  20. A.V. Chate, R.S. Joshi, P.V. Badadhe, S.K. Dabhade and C.H. Gill, Bull. Korean Chem. Soc., 32, 3887 (2011); https://doi.org/10.5012/bkcs.2011.32.11.3887
  21. P. Martins, J. Jesus, S. Santos, L.R. Raposo, C. Roma-Rodrigues, P.V. Baptista and A.R. Fernandes, Molecules, 20, 16852 (2015); https://doi.org/10.3390/molecules200916852
  22. R. Kaur, R. Singh and K. Singh, Chem. Biol. Lett., 3, 18 (2016).
  23. J.R. Scarff and D.A. Casey, Pharm. Ther., 36, 832 (2011).
  24. M. Riedel, N. Müller, M. Strassnig, I. Spellmann, E. Severus and H.J. Möller, Neuropsychiatr. Dis. Treat., 3, 219 (2007); https://doi.org/10.2147/nedt.2007.3.2.219
  25. I.E. Cock, M.J. Cheesman, A. Ilanko and B. Blonk, Pharmacogn. Rev., 11, 57 (2017); https://doi.org/10.4103/phrev.phrev_21_17
  26. B.V. Kendre, M.G. Landge and S.R. Bhusare, Arab. J. Chem., 12, 2091 (2019); https://doi.org/10.1016/j.arabjc.2015.01.007
  27. H.W. Seeley, P.J. Vandemark and P.J. van Demark, Microbes in Action: A Laboratory Manual of Microbiology, W.H. Freeman: New York, edn 4 (1991)
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0