Skip to main content
SpringerLink
Log in

Synthesis of novel 3-substituted pyridothienopyrimidine derivatives with biological evaluation as antimicrobial agents

  • Published:
Chemical Research in Chinese Universities Aims and scope

Abstract

Novel 3-substituted pyridothienopyrimidine derivatives have been synthesized via the reaction of 2-{7,9-dimethyl-4-oxopyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-3(4H)-yl}acetohydrazide(5) with a variety of active reagents and chemicals. Structures of the newly synthesized compounds were established based on spectral data. The resulting pyridothienopyrimidine derivatives were evaluated for their possible antimicrobial activity and some of them represent a new class of potentially antimicrobial compounds, especially compounds 9 and 18 which displayed the highest activity against Gram-positive bacteria, Gram-negative bacteria, and Fungi in MIC range of 0.12―1.95 μg/mL.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Vitaku E., Smith D. T., Njardarson J. T., J. Med. Chem., 2014, 57(24), 10257

    Article  CAS  Google Scholar 

  2. Khattab A. F., El-Sakka I. A., Yassin S. M., El-Essawy F. A. G., Sulfur. Lett., 1995, 19(1), 23

    CAS  Google Scholar 

  3. Bousquet E., Romeo G., Guerrera F., Caruso A., Amico-Roxas M., Farmaco 1985, 40(11), 869

    CAS  Google Scholar 

  4. Badr M. Z. A., Mahgoub S. A., Abdel-Latif F. F., Abd El-Hafez A. A. A., Phosphorus, Sulfur SiliconRelat. Elem., 1991, 55(1-4), 175

    Article  CAS  Google Scholar 

  5. Bernardino A. M., da Silva PinheiroL. C., Rodrigues C. R., Loureiro N. I., Castro H. C., Lanfredi-Rangel A., Sabatini-Lopes J., Borges J. C., Carvalho J. M., Romeiro G. A., Ferreira V. F., Bioorg. Med. Chem., 2006, 14(16), 5765

  6. Al-Trawneh S. A., El-Abadelah M. M., Zahra J. A., Al-Taweel S. A., Zani F., Incerti M., Cavazzoni A., Vicini, P., Bioorg. Med. Chem. 2011, 19(8), 2541

    Article  CAS  Google Scholar 

  7. Abdel-Rahman A. E., Bakhite E. A., Al-Taifi E. A., J. Chin. Chem. Soc., 2002, 49(2), 223

    Article  CAS  Google Scholar 

  8. Leistner S., Wagener G., Guestscharo M., Glusa E., Pharmazie 1986, 41(1), 54

    CAS  Google Scholar 

  9. Bousquent E., Romero G., Guerrera F., Caruso A., Roxas M. A., Farmaco Ed. Sci., 1985, 40, 869

    Google Scholar 

  10. Zhao C., Tovar C., Yin X., Xu Q., Todorov I. T., Vassilev L. T., Chen L., Bioorg. Med. Chem. Lett. 2009, 19(2), 319

    Article  Google Scholar 

  11. Abdelriheem N. A., Ahmad S. A. K., Abdelhamid A. O., Molecules, 2015, 20(1), 822

    Article  Google Scholar 

  12. Bing S., Xiu’e Y., Jin Z., Jian H., Yue X., Furong Z., Jinhui W., Guoqing W., Chun H., Chem. Res. Chinese Universities 2015, 31(6), 936

    Article  Google Scholar 

  13. Litvinov V. P., Dotsenko V. V., Krivokolysko S. G., NaukaMoscow, 2006, 72

    Google Scholar 

  14. Hossan A. S. M., Abu-Melha H. M. A., Al-Omar M. A., Amr A. E. E., Molecules, 2012, 17(11), 13642

    Article  CAS  Google Scholar 

  15. Bakhite E. A., Abdel-Rahman A. E., Mohamed O. S., Thabet E. A., Bull. Korean Chem. Soc., 2002, 23(12), 1709

    Article  CAS  Google Scholar 

  16. Rateb N. M., Abdelaziz S. H., Zohdi H. F., J. Sulfur Chem., 2011, 32(4), 345

    Article  CAS  Google Scholar 

  17. Gaber H. M., Elgemeie G. E. H., Ouf S. A., Sherif S. M., Heteroatom Chem., 2005, 16(4), 298

  18. El-Essawy F. A., Nucleos. Nucleot. Nucl., 2005, 24(8), 1265

    Article  CAS  Google Scholar 

  19. El-Essawy F. A., Chem. Heterocycl. Comp., 2009, 45(7), 837

    Article  CAS  Google Scholar 

  20. El-Essawy F. A., Hawatta M. A., Abdel-Megied A. E., El-Sherbeny D. A., Chem. Heterocycl. Comp., 2010, 46(3), 325

    Article  CAS  Google Scholar 

  21. El-Essawy F. A., J. Heterocyclic. Chem., 2010, 47(2), 318

    CAS  Google Scholar 

  22. El-Essawy F. A., Synthetic Commun., 2010, 40(6), 877

    Article  CAS  Google Scholar 

  23. Peinador C., Ojea V., Quintela J. M., J. Heterocycl. Chem., 1992, 29(7), 1693

    Article  CAS  Google Scholar 

  24. Quintela J. M., Peinador C., Veiga C., Gonzales L., Botana L. M., Alfonso A., Riguera R., Bioorg. Med. Chem. 1998, 6(10), 1911

    Article  CAS  Google Scholar 

  25. El-Essawy F. A., El-Sayed W. A., J. Heterocyclic. Chem., 2013, 50(S1), E1

    Article  CAS  Google Scholar 

  26. Clinical and Laboratory Standards Institute, Performance Standards for Antimicrobial Susceptibility Testing, Twenty-Fourth Informatio- nal Supplement(M100-S24), Wayne, 2014, 34(1), 1

Download references

Author information

Author notes

  1. Nader M. Boshta

    Present address: Pharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, D-53121, Bonn, Germany

Authors and Affiliations

  1. Preparatory Year Deanship, Basic Science Department, Prince Sattam Bin Abdulaziz University, Al-Kharj, Saudi Arabia

    Farag A. El-Essawy

  2. Chemistry Department, Faculty of Science, Menoufia University, Shebin El-Koam, Egypt

    Farag A. El-Essawy, Nader M. Boshta, Ayman K. El-Sawaf & Mohamed S. Khalafallah

  3. Collage of Science and Humanities, Prince Sattam Bin Abdulaziz University, Al-Kharj, Saudi Arabia

    Ayman K. El-Sawaf

  4. Faculty of Education for Girls, Prince Sattam Bin Abdulaziz University, Al-Kharj, Saudi Arabia

    Amal A. Nassar

Authors
  1. Farag A. El-Essawy
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Nader M. Boshta
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Ayman K. El-Sawaf
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Amal A. Nassar
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Mohamed S. Khalafallah
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Farag A. El-Essawy.

Additional information

Supported by the Deanship of Scientific Research at Prince Sattam Bin Abdulaziz University(No.2015/01/4713).

Electronic supplementary material

40242_2016_6218_MOESM1_ESM.pdf

Studies on synthesis of novel 3-substituted pyridothienopyrimidine derivatives with biological evaluation as antimicrobial agents

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

El-Essawy, F.A., Boshta, N.M., El-Sawaf, A.K. et al. Synthesis of novel 3-substituted pyridothienopyrimidine derivatives with biological evaluation as antimicrobial agents. Chem. Res. Chin. Univ. 32, 967–972 (2016). https://doi.org/10.1007/s40242-016-6218-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s40242-016-6218-z

Keywords

Search

Navigation