162
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis and antimicrobial activities evaluation of some new thiadiazinone and thiadiazepinone derivatives bearing sulfonamide moiety

, , &
Pages 288-293 | Received 09 Jun 2017, Accepted 11 Dec 2017, Published online: 15 Jan 2018

References

  • Gadad, A. K.; Mahajanshetti, C. S.; Nimbalkar, S.; Raichurkar, A. Eur. J. Med. Chem. 2000, 35, 853–857. doi:10.1016/S0223-5234(00)00166-5.
  • Misra, V. S.; Saxena, V. K.; Srivastava, R. J. Ind. Chem. Soc. 1982, 59, 781–782.
  • Zani, F.; Vicini, P. Arch. Pharm. 1998, 331, 219–223. doi:10.1002/(SICI)1521-4184(199806)331:6%3c219::AID-ARDP219%3e3.0.CO;2-U.
  • Scozzafava, A.; Owa, T.; Mastrolorenzo, A.; Supuran, C. T. Curr. Med. Chem., 2003, 10, 925–953. doi:10.2174/0929867033457647.
  • Stranix, B. N.; Lavallee, J. G.; Sevigny, G. Bioorg. Med. Chem. Lett., 2006, 16, 3459–3462. doi:10.1016/j.bmcl.2006.04.011.
  • Beale, J. M. Jr. Anti-Infective Agents, in Wilson and Gisvold's Text Book of Organic Medicinal and Pharmaceutical Chemistry (Eds. J. H. Block and J. M. Beale, Jr.), 11th ed., Lippincott William and Wilkins, Philadelphia 2004, pp. 217–281.
  • Dogruer, D.; Urlu, S.; Onkol, T.; Ozcellik, B.; Sahin, M. F. Turk. J. Chem., 2010, 34, 57–65.
  • Brzozowski, Z.; S1awiinski, J.; Saczewski, F.; Innocenti, A.; Supuran, C.T. Eur. J. Med. Chem. 2010, 45, 2396–2404. doi:10.1016/j.ejmech.2010.02.020.
  • Renzi, G.; Scozzafava, A.; Supuran, C.T. Bioorg. Med. Chem. Lett. 2000, 10, 673–676. doi:10.1016/S0960-894X(00)00075-5.
  • Maren, T. H. Physiol. Rev. 1967, 47, 595–781.
  • Maren, T. H. Ann. Rev. Pharmacol. Toxicol. 1976, 16, 309–327. doi:10.1146/annurev.pa.16.040176.001521.
  • Drew, J. Science 2000, 287, 1960–1964. doi:10.1126/science.287.5460.1960.
  • Li, J. J.; Anderson, D.; Burton, E.; Cogburn, J.; Collins, G. D.; Gregory, S.; Huang, H.; Isakson, P.; Koboldt, C.; Logusch, E.; Norton, M.; Perkins, W.; Reinhard, E.; Seibert, K.; Veenhuizem, A.; Zang, Y.; Reitz, D. B. Med. Chem. 1995, 38, 4570–4578. doi:10.1021/jm00022a023.
  • Saczewski, F.; Innocenti, A.; S1awinski, J.; Kornicka, A.; Brzozowski, Z.; Pomarnacka, E.; Scozzafava, A.; Temperini, C.; Supuran, C. T. Bioorg. Med. Chem. 2008, 16, 3933–3940. doi:10.1016/j.bmc.2008.01.034.
  • Garaj, V.; Puccetti, L.; Fasolis, G.; Winum, J. Y.; Montero, J. L.; Scozzafava, A.; Vullo, D.; Innocenti, A.; Supuran, C.T. Bioorg. Med. Chem. Lett. 2005, 15, 3102–3108. doi:10.1016/j.bmcl.2005.04.056.
  • Saczewski, F.; S1awinski, J.; Kornicka, A.; Brzozowski, Z.; Pomarnacka, E.; Innocenti, A.; Scozzafava, A.; Supuran, C. T. Bioorg. Med. Chem. Lett. 2006, 16, 4846–4851. doi:10.1016/j.bmcl.2006.06.064.
  • Supuran, C.T.; Scozzafava, A.; Casini, A. Med. Res. Rev. 2003, 23, 146–189. doi:10.1002/med.10025.
  • Supuran, C. T. Carbonic anhydrases: catalytic and inhibition mechanisms, distribution and physiological roles, in: Carbonic Anhydrase. Its Inhibitors and Activators. CRC Press, Boca Raton, 2004, pp. 1–23.
  • Kivela, A.J.; Kivela, J.; Saarnio, J.; Parkkila, S. J. World Gastroenterol. 2005, 11, 155–163. doi:10.3748/wjg.v11.i2.155.
  • Supuran, C. T.; Scozzafava, A. Bioorg. Med. Chem. 2007, 15, 4336–4350. doi:10.1016/j.bmc.2007.04.020.
  • Talley, J. J.; Brown, D. L.; Carter, J. S.; Graneto, M. C.; Koboldt, C. M.; Masferrer, J. L.; Perkins, W. E.; Rogers, R. S.; Shaffer, A. F. J. Med. Chem. 2000, 43, 775–777. doi:10.1021/jm990577v.
  • Thun, M. J.; Henley, S. J.; Patrono, C. J. Natl. Cancer Inst. 2002, 94, 252–266. doi:10.1093/jnci/94.4.252.
  • Wykoff, C. C.; Beasley, J.; Watson, H.; Turner, K.; Pastorek, J.; Sibtain, A.; Wilson, D.; Turley, H.; Talks, K. L.; Maxwell, H. P.; Pugh, W. C.; Ratcliffe, J. P.; Harris, L. A. Cancer Res. 2000, 60, 7075–7083.
  • Parkkila, S.; Rajaniemi, H.; Parkkila, A.; Kivelä, J.; Waheed, A.; Pastorekova, S.; Sly, W.; Pastorek, J. Proc. Natl. Acad. Sci. USA 2000, 97, 2220–2224. doi:10.1073/pnas.040554897.
  • Svastova, E.; Hulikova, A.; Rafajova, M.; Zatovicova, M.; Gibadulinova, A.; Casini, A.; Cecchi, A.; Scozzafava, A.; Supuran, C. T.; Pastorek, J.; Pastorekova, S. FEBS Lett. 2004, 577, 439–445. doi:10.1016/j.febslet.2004.10.043.
  • Cecchi, A.; Hulikova, A.; Pastorek, J.; Pastorekova, S.; Scozzafava, A.; Winum, J. Y.; Montero, J. L.; Supuran, C. T. J. Med. Chem. 2005, 48 4834–4841. doi:10.1021/jm0501073.
  • Argyropoulou, I.; Geronikaki, A.; Vicini, P.; Zani, F. Arkivoc, 2009 (vi), 89–102.
  • Demirbas, N.; Demirbas, A.; Karaoglu, S.; Celik, E. Arkivoc 2005, (i), 75–91.
  • Zircle, C.; Kaiser, C. In Medicinal Chemistry, Ed. Burger, A.; Wiley-Interscience, New York 1970, p. 1410.
  • Shakya, A. K.; Mishra, P.; Patnaik, G. K.; Shukla, R.; Srimal, R. C. Arch. Pharm. Res., 1998, 21, 753–758. doi:10.1007/BF02976771.
  • Pawar, M. J.; Burungale, A. B.; Karale, B. K. ARKIVOC, 2009, xiii, 97–107.
  • Schroder, J.; Henke, A.; Wenzel, H.; Brandstetter, H.; Stammler, H. G.; Stammler, A.; Pfeiffer, W. D.; Tschesche, H. J. Med. Chem., 2001, 44, 3231–3243. doi:10.1021/jm010887p.
  • Tschesche, H.; Schroder, J. EP Pat. Appl. 1191024.
  • Sugawara, H.; Endoh, M. Jpn. J. Pharmacol. 1999, 80, 55–65. doi:10.1254/jjp.80.55.
  • Himmel, H. M.; Amos, G. J.; Wettwer, E.; Ravens, U. J. Card. Pharm. 1999, 33, 301–308. doi:10.1097/00005344-199902000-00019.
  • Dogan, H. N.; Duran, A.; Rollas, S.; Sener, G.; Uysal, M. K.; Gulen, D. Bioorg. Med. Chem. 2002, 10, 2893–2898. doi:10.10.16/S0968-0896(02)00143-8.
  • Carvalho, S. A.; Da-Silva, E.; Santa-Rita, R. M.; De-Castro, S.; Fraga, C. A. Bioorg. Med. Chem. Lett. 2004, 14, 5967–5970. doi:10.1016/j.bmcl.2004.10.007.
  • Swamy, S.; Priya, B.; Prabhuswamy, B.; Doreswamy, B.; Prasad, J.; Rangappa, K. S. Eur. J. Med. Chem. 2006, 41, 531–538. doi:10.1016/j.ejmech.2005.12.009.
  • Kalluraya, B.; Gururaja, R. E.; Ganesha, R. Indian J. Chem. 2003, 42, 211–214.
  • Dandia, A.; Singh, R.; Khaturia, S. Bioorg. Med. Chem., 2006, 14, 1303–1308. doi:10.1016/j.bmc.2005.09.057.
  • Chen, J. J.; Zhang, Y.; Hammond, S.; Dewdney, N.; Ho, T.; Lin, X.; Castelhano, A. L. Bioorg. Med. Chem. Lett, 1996, 6(13), 1601-1606.
  • Albrecht, W. L.; Sweet, F. W. US Pat (1976) 3,954,983; Chem. Abstr. 85 (1976) 78172g.
  • Albrecht, W. L.; Jones, W. US Pat (1976) 3,954,981; Chem. Abstr. 85 (1976) 177501v.
  • Molina, P.; Alajarin, M.; Perez, M.; Foces, M.; Hernandez Cano, F.; Claramunt, R. M.; Elguero, J. J. Chem. Soc. Perkin Trans I, 1987, 1853–1860. doi:10.1039/P19870001853.
  • Reddy, V.; Reddy, K. Chem. Pharm. Bull. 2010, 58, 1081–1084. doi:10.1248/cpb.58.1081.
  • Kalluraya, B. Ph D Thesis, Bangalore University, India, 1987.
  • Gonzalez-Munoz, G.; Arce, M.; Lopez, B.; Perez, C.; Villarroya, M.; Lopez, M.; Garcia, A.; Conde, S.; Rodriguez-Franco, M. Eur. J. Med. Chem. 2010, 45, 6152–6158. doi:10.1016/j.ejmech.2010.09.039.
  • Dalloul, H. M. Can. Chem. Trans. 2015, 3, 108–117; J. Chem., 2015, 1–7; Open J. Org. Chem. 2015, 3, 12–17.
  • Dalloul, H. M.; El-nwairy, K. A.; Shorafa, A. Z.Abu; Samaha, A. S. Inter. J. Adv. Res. Chem. Sci. 2016, 3, 1–9.
  • Thaher, B. A.; Otto, H. H. Monatsh. Chem., 2002, 133, 1011–1116; Dalloul, H. M.; Mohamed, E. A.; El-Shorafa, A. Z. Naturforsch. 2009, 63, 585–590.
  • Irobi, O. N.; Moo-Young, M.; Anderson, W. A. Inter. J. Pharm. 1996, 34, 87–90; Grayer, R. J.; Harborne, J. B. Phytochemistry 1994, 37, 19–42.
  • National Committee on Clinical Laboratory Standards (NCCLS), Richard A. Van Enk, Ph.D. Bronson Methodist Hospital Kalamazoo, 601 John St. Suite 100, Kalamazoo, Michigan, United States, 2004.
  • Nishiwaki, T.; Siato, T. J. Chem. Soc. (C) 1971, 2648–2652 Frohberg, P.; Drutkowski, G.; Wagner, C. Eur. J. Org. Chem. 2002, 1654–1663.
  • Clinical Laboratory Standards Institute, “Methods for dilution antimicrobial susceptibility tests for bacteria grow aerobically”, Approved Standard M7-A4, Clinical and Laboratory Standards Institute, Wayne, PA, USA, 2005, Vol. 27, p. 113.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.