Skip to main content

Advertisement

Log in

Novel pyrrolidinone and pyrazolo[1,5-a][1,3,5]triazine derivatives bearing a biologically active sulfamoyl moiety as a new class of antitumor agents

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

Sulfonamides possess many types of biological activities and have recently been reported to show substantial antitumor activity in vitro and/or in vivo. There are a variety of mechanisms for the anticancer activity. The present work reports the synthesis of some novel pyrrole, oxopyrrole, and related pyrroloacetamide derivatives, hydrazones, aminopyrazolinone, thiocarbamoyl, and pyrazolo[1,5-a][1,3,5]triazine derivatives bearing a substituted sulfonamide moiety. All newly synthesized compounds were evaluated for their in vitro anticancer activity against the breast cancer cell line MCF7. Most of the screened compounds showed interesting cytotoxic activities compared with doxorubicin as a reference drug.

Graphical abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Scheme 2
Scheme 3
Scheme 4

Similar content being viewed by others

References

  1. Chohan ZH, Youssoufi MH, Jarrahpour A, Ben Hadda T (2010) Eur J Med Chem 45:118

    Google Scholar 

  2. Seri K, Sanai K, Kurashima K, Imamura Y, Akita H (2000) Eur J Pharm 389:253

    Article  CAS  Google Scholar 

  3. Supuran CT, Scozzafava A (2000) Expert Opin Ther Pat 10:575

    Article  CAS  Google Scholar 

  4. Melagraki G, Afantitis A, Sarimveis H, Markopoulou OI, Supuran CT (2006) Bioorg Med Chem 14:1108

    Article  CAS  Google Scholar 

  5. Supuran CT, Scozzafava A (2001) Curr Med Chem Immunol Endocr Metab Agents 1:61

    Article  CAS  Google Scholar 

  6. Abbate F, Casini A, Owa T, Scozzafava A, Supuran CT (2004) Bioorg Med Chem Lett 14:217

    Article  CAS  Google Scholar 

  7. Aly HM (2010) Phosphorus Sulfur Silicon Relat Elem 185:211

  8. Ismail ZH, Ghorab MM, Abdelgwad SM, Aly HM, El-Gaby MSA (2008) Phosphorus Sulfur Silicon Relat Elem 183:2541

    Article  CAS  Google Scholar 

  9. Ismail MM, Ghorab MM, Noaman E, Ammar YA, Heiba HI, Sayed MY (2006) Arzneim Forsch 56:301

    CAS  Google Scholar 

  10. Rostom SA (2006) Bioorg Med Chem 14:6475

    Article  CAS  Google Scholar 

  11. Ghorab MM, Noaman E, Ismail MM, Heiba HI, Ammar YA, Sayed MY (2006) Arzneim Forsch 56:405

    CAS  Google Scholar 

  12. Mohamed MS, Kamel R, Fatahala SS (2010) Eur J Med Chem 45:2994

    Article  CAS  Google Scholar 

  13. El-Gaby MSA, Taha NM, Micky JA, El-Sharief MAMS (2002) Acta Chim Slov 49:159

    CAS  Google Scholar 

  14. Turan-Zitouni G, Chevallet P, Kilic FS, Erol K (2000) J Med Chem 35:635

    Article  CAS  Google Scholar 

  15. Kucukguzel SG, Rollas S, Erdeniz H, Kiraz M, Ekinci AC, Vidin A (2000) Eur J Med Chem 35:761

    Article  CAS  Google Scholar 

  16. Farag AM, Mayhoub AS, Barakat SE, Bayomi AH (2008) Bioorg Med Chem 16:4569

    Article  CAS  Google Scholar 

  17. Hussein AM (2010) J Saudi Chem Soc 14:61

    Article  CAS  Google Scholar 

  18. Rostom SAF, El-Ashmawy IM, Abd El Razik HA, Badr MH, Ashour HMA (2009) Bioorg Med Chem 17:882

    Article  CAS  Google Scholar 

  19. Ghorab MM, Ismail ZH, Abdel-Gawad SM, El-Gaby MSA, Aly HM (2009) Arzneim Forsch 59:666

    Google Scholar 

  20. Skehan P, Storeng R, Scudiero D (1990) J Natl Cancer Inst 82:1107

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Hala M. Aly.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Aly, H.M. Novel pyrrolidinone and pyrazolo[1,5-a][1,3,5]triazine derivatives bearing a biologically active sulfamoyl moiety as a new class of antitumor agents. Monatsh Chem 142, 935–941 (2011). https://doi.org/10.1007/s00706-011-0517-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-011-0517-3

Keywords

Navigation