Synthesis, antiviral and antimicrobial screening of some new 2-oxoindoline derivatives

  • Madiha Farghaly
  • Bakr F. Abdel-WahabEmail author
  • Essam M. Ahmed

New 3-(2-(5-(aryldiazenyl)-4-methylthiazol-2-yl)hydrazono)indolin-2-ones were prepared by the reaction of isatin β-thiosemicarbazone with different hydrazonoyl chlorides. Imide derivatives were prepared by the reaction of isatin hydrazone with various anhydrides, and a series of new sulfonimides was also synthesized. All new compounds were tested for their biological activities.


isatin 2-oxoindolinylidenaminobenzenesulfonamide phthalic anhydride thiazolyl-hydrazone antimicrobial and antiviral activities 


  1. 1.
    J. F. M. da Silva, S. J. Garden, and A. C. Pinto, J. Braz. Chem. Soc., 12, 273 (2001).Google Scholar
  2. 2.
    Y. Guo and F. Chen, Zhongcaoyao, 17, 8 (1986); Chem. Abstr., 104, 213068 (1986).Google Scholar
  3. 3.
    M. Yoshikawa, T. Murakami, A. Kishi, T. Sakurama, H. Matsuda, M. Nomura, H. Matsuda, and M. Kubo, Chem. Pharm. Bull., 46, 886 (1998).Google Scholar
  4. 4.
    J. Bergman, J. O. Lindström, and U. Tilstam, Tetrahedron, 41, 2879 (1985).CrossRefGoogle Scholar
  5. 5.
    L. Wei, Q. Wang, and X. Liu, Yaowu Fenxi Zazhi, 2, 288 (1982); Chem. Abstr., 98, 95726 (1983).Google Scholar
  6. 6.
    M. Ischia, A. Palumbo, and G. Prota, Tetrahedron, 44, 6441 (1988).CrossRefGoogle Scholar
  7. 7.
    A. Palumbo, M. Ischia, and G. Misuraca, G. Prota, Biochim. Biophys. Acta, 990, 297 (1989).Google Scholar
  8. 8.
    J. M. Halket, P. J. Watkins, A. Przyborowska, B. L. Goodwin, A. Clow, V. Glover, and M. Sandler, J. Chromatogr., 562, 279 (1991).CrossRefGoogle Scholar
  9. 9.
    Y. Teitz, N. Barko, M. Abramoff, and D. Ronen, Chemotherapy, 40, 195 (1994).CrossRefGoogle Scholar
  10. 10.
    Y. Teitz, D. Ronen, A. Vansover, T. Stematsky, and J. L. Riggs, Antiviral Res., 24, 305 (1994).CrossRefGoogle Scholar
  11. 11.
    J. Winter, R. L. Hall, and R. W. Moyer, Virology, 211, 462 (1995).CrossRefGoogle Scholar
  12. 12.
    W. O. Foye, T. L. Lemke, and D. A. Williams (editors), Principles of Medicinal Chemistry, Williams, Wilkins, 4th ed.; 1995, 856 pp.Google Scholar
  13. 13.
    H. Zhang, L. Vrang, K. Bacbro, P. Lind, C. Sahlberg, T. Unge, and B. Oberg, Antiviral Res., 28, 331 (1995).CrossRefGoogle Scholar
  14. 14.
    V. Mishra, S. N. Pandeya, E. De Clercq, C. Pannecouque, and M. Witvrouw, Pharm. Acta Helv., 73, 215 (1998).CrossRefGoogle Scholar
  15. 15.
    N. Terzioglu, N. Karali, A. Gürsoy, C. Pannecouque, P. Leysen, J. Paeshuyse, J. Neyts, and E. De Clercq, Arkivoc, i, 109 (2006).Google Scholar
  16. 16.
    G. Turan-Zitouni, A. Ozdemir, Z. A. Kaplancikli, K. Benkli, P. Chevallet, and G. Akalin, Eur. J. Med. Chem., 43, 981 2(2008).CrossRefGoogle Scholar
  17. 17.
    S. K. Sridhan, M. S. Saravanan, and A. Ramesh, Eur. J. Med. Chem., 36, 615 (2001).CrossRefGoogle Scholar
  18. 18.
    P. Nagaraja, H. S. Yathirajan, C. R. Raju, R. A. Vasantha, P. Nagendra, and M. S. H. Kumar, Farmaco, 58, 1295 (2003).CrossRefGoogle Scholar
  19. 19.
    F. D. Popp, J. Med. Chem., 13, 1017 (1970).CrossRefGoogle Scholar
  20. 20.
    G. W. Rewcastle, B. D. Palmer, E. M. Dobrusin, D. W. Fry, A. J. Kraker, and W. A. Denny, J. Med. Chem., 37, 2033 (1994).CrossRefGoogle Scholar
  21. 21.
    W. R. Kirkpatrick, T. M. Turner, A. W. Fothergill, D. I. Mccarthy, S. R. W. Redding, M. G. Rinaldi, and T. F. Patterson, J. Clin. Microbiol., 36, 3429 (1998).Google Scholar
  22. 22.
    O. Silva, S. Barbos, A. Diniz, M. Valdeira, and E. Gomes, Int. J. Pharm., 35, 12 (1997).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • Madiha Farghaly
    • 1
  • Bakr F. Abdel-Wahab
    • 1
    Email author
  • Essam M. Ahmed
    • 2
  1. 1.Applied Organic Chemistry DepartmentNational Research CenterDokkiEgypt
  2. 2.Natural and Microbial Products Chemistry DepartmentNational Research CenterDokkiEgypt

Personalised recommendations