Archives of Pharmacal Research

, Volume 32, Issue 3, pp 431–436 | Cite as

Antitumor actions of imidazolyl-(4-oxoquinazolin-3(4H)-yl)-acetamides against Ehrlich Ascites Carcinoma

  • Nulgumnalli Manjunathaiah RaghavendraEmail author
  • Purvarga Mattada Gurubasavarajaswamy
  • Kanthappa Sathish Nagaranavile
  • Thampi Parameshwaran
Research Articles Drug Actions


Breast cancer is the second most common type of cancer after lung cancer and the fifth most common cause of cancer death. Several structural classes of compounds were discovered against tumor, but many of the existing antitumor agents exhibit severe side effects. Hence there is a need to identify a novel chemical entity having a broad range of therapeutic activity with fewer side effects. In this direction, several imidazolyl-(4-oxoquinazolin-3(4H)-yl)-acetamides 1-4(a-d) were screened for their antitumor activity against Ehrlich Ascites Carcinoma (EAC) using in-vitro and in-vivo models. Compounds 4b, 4d, and 3a showed highly significant antitumor activity against EAC in comparison with vincristine as standard.

Key words

Quinazolin-4-ones Imidazolyl-(4-oxoquinazolin-3(4H)-yl)-acetamides Antitumor activity Ehrlich ascites carcinoma 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. Alagarsamy, V., Revathi, R., Meena, S., Ramaseshu, K. V., Rajasekaran, S., and De-Clerco, E., Anti-HIV, antibacterial and antifungal activities of some 2,3-disubstituted quinazolin-4-(3H)-ones. Indian. J. Pharm. Scien., 4, 459–462 (2004).Google Scholar
  2. Bartroli, J., Turmo, E., Alguero, M., Boncompte, E., Vericat, M. L., Conte, L., Ramis, J., Merlos, M., Rafanell, J. G., and Forn, J., New azole antifungals: 3. synthesis and antifungal activity of 3-substituted-4(3H)-quinazolinones. J. Med. Chem., 41, 1869–1882 (1998).PubMedCrossRefGoogle Scholar
  3. Chao, Q., Deng, L., Shih, H., Leoni, L. M., Genini, D., Carson, D. A., and Cottam, H. B., Substituted isoquinolines and quinazolines as potential anti-inflammatory agents: Synthesis and biological evaluation of inhibitors of tumor necrosis factor α. J. Med. Chem., 42, 3860–3873 (1999).PubMedCrossRefGoogle Scholar
  4. Docie, J. V., Practical haematology, 2nd edn. J & A Churchill Ltd, London, (1958).Google Scholar
  5. Gangwal, N. A., Kothawade, U. R., Galande, A. D., Pharande, D. S., and Dhake, A. S., Synthesis of 1-substituted-2-chloromethyl-4-(1H)-quinazolinones as antimicrobial agents. Indian. J. Het. Chem., 10, 291–294 (2001).Google Scholar
  6. Gupta, D. P., Ahmad, S., Ashok, K., and Shanker, K., Newer quinazolinone derivatives as anthelmintic agents. Indian. J. Chem., 27B, 1060–1062 (1988).Google Scholar
  7. Jiang, J. B., Hesson, D. P., Dusak, B. A., Dexter, D. L., Kang, G. J., and Hamel, E., Synthesis and biological evaluation of 2-styryl quinazoline-4(3H)-ones, a new class of antimitotic anticancer agents which inhibit tubulin polymerization. J. Med. Chem., 33, 1721–1728 (1990).PubMedCrossRefGoogle Scholar
  8. Litchfield, J. T., Wilcoxon, F., A simplified method of evaluating dose effect experiments. J. Pharmacol. Exp. Ther., 96, 99–133 (1949).PubMedGoogle Scholar
  9. Murugan, V., Kulkarni, M., Anand, R. M., Kumar, E. P., Suresh, B., and Reddy, V. M., Synthesis of 2-[{bis-2(chloroethyl)amino}methyl]-6,8-dinitro-1-(4-substituted phenyl)-1H-quinazolin-4-one derivatives as possible antineoplastic agents. Asian. J. Chem., 18, 900–906 (2006).Google Scholar
  10. Raghavendra, N. M., Niranjan, M. S., Venkatesh, P., Prashantha, B. R., Narendra, B. G., and Sripathi, M. S., Synthesis & biological activity of some newer substituted 2-phenyl-quinazolin-4-ones. Asian. J. Chem., 17, 57–65 (2005).Google Scholar
  11. Raghavendra, N. M., Thampi, P. P., Gurubasavarajaswamy, P. M., and Sriram, D., Synthesis, antitubercular and anticancer activities of substituted furyl-quinazolin-3(4H)-ones. Arch. der. Pharm, 340, 635–641 (2007).CrossRefGoogle Scholar
  12. Raghavendra, N. M., Thampi, P. P., Gurubasavarajaswamy, P. M., and Sriram, D., Synthesis and antimicrobial activities of some novel substituted 2-imidazolyl-N-((4-oxo-quinazolin-3(4H)-yl)-acetamides. Chem. Pharm. Bull., 55, 1615–1619 (2007).PubMedCrossRefGoogle Scholar
  13. Raghavendra, N. M., Thampi, P. P., and Gurubasavarajaswamy, P. M., Synthesis and antimicrobial activity of some novel substituted piperazinyl-quinazolin-3(4H)-ones. Electronic. J. Chem., 5, 23–33 (2008).Google Scholar
  14. Trivedi, P. B., Undavia, N. K., Dave, A. M., Bhatt, K. N., and Desai, N. C., Synthesis and antimicrobial activity of some heterocyclic compounds. Indian. J. Chem., 32B, 497–500 (1993).Google Scholar
  15. Wright, W. B., Tomcufcik, A. S., Chan, P. S., Marsico, J. W., and Press, J. B., Thromboxane synthase inhibitors and antihypertensive agents. 4,N-[(1H-imidazol-1-yl)alkyl] derivatives of quinazoline-2,4(1H,3H)-diones, quinazolin-4(3H)-ones, and 1,2,3-benzotriazin-4(3H)-ones. J. Med. Chem., 30, 2277–2283 (1987).PubMedCrossRefGoogle Scholar
  16. Xia, Y., Yang, Z. Y., Hour, M. J., Kuo, S. C., Xia, P., Bastow, K. F., Nakanishi, Y., Nampoothiri, P., Hackl, T., Hamel, E., and Lee, H. K., Antitumour agents. Part 204:1 synthesis and biological evaluation of substituted 2-aryl quinazolinones. Bioorg. Med. Chem. Lett., 11, 1193–1196 (2001).PubMedCrossRefGoogle Scholar

Copyright information

© The Pharmaceutical Society of Korea 2009

Authors and Affiliations

  • Nulgumnalli Manjunathaiah Raghavendra
    • 1
    Email author
  • Purvarga Mattada Gurubasavarajaswamy
    • 1
  • Kanthappa Sathish Nagaranavile
    • 1
  • Thampi Parameshwaran
    • 1
  1. 1.Medicinal Chemistry Research LaboratoryAcharya and B.M. Reddy College of PharmacyBangaloreIndia

Personalised recommendations