Skip to main content
Log in

Synthesis and Antimicrobial Activity of Novel N3,N5-Bis[1-({1-[2-((E)-benzylidene)hydrazinyl]-1-oxo-3-phenylpropan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]pyridine-3,5-dicarboxamides

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

An Erratum to this article was published on 01 July 2021

This article has been updated

Abstract

A series of some chiral new 3,5-pyrido-bis(dipeptide Schiff base) derivatives has been synthesized. Reaction of 3,5-dinicotinoylbis-(dipeptidecarboxylic acid) with L-phenylalanine methyl ester has led to the corresponding methyl ester, which upon treatment with hydrazine hydrate has led to the corresponding acid hydrazide. Reaction of the latter intermediate with different aldehydes has resulted in formation of the corresponding Schiff base derivatives. All the synthesized derivatives have been tested for antimicrobial activity.

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.

Similar content being viewed by others

Change history

REFERENCES

  1. Amr, A.E., Abd El-Salam, O.I., and Al-Omar, M.A., Russ. J. Gen. Chem., 2015, vol. 85(5), p. 1161. https://doi.org/10.1134/S1070363215050278

    Article  CAS  Google Scholar 

  2. Azab, M.E. and Amr, A.E., Russ. J. Gen. Chem., 2015, vol. 85(6), p. 1513. https://doi.org/10.1134/S1070363215050262

    Article  CAS  Google Scholar 

  3. Amr, A.E. and Al-Omar, M.A., Russ. J. Gen. Chem., 2016, vol. 86, p. 161. https://doi.org/10.1134/S1070363216010254

    Article  CAS  Google Scholar 

  4. Amr, A.E., Abdel Mageid, R.E., El-Naggar, M., Naglah, A.M., and Nossier, E.S., Molecules, 2020, vol. 25, p. 1096 https://doi.org/10.3390/molecules25051096

    Article  CAS  PubMed Central  Google Scholar 

  5. Abo-Ghalia, M.H., Moustafa, G.O., Amr, A.E., Naglah, A.M., Elsayed, E.A., and Bakheit, A.H., Molecules, 2020, vol. 25, p. 1253. https://doi.org/10.3390/molecules25051253

    Article  CAS  PubMed Central  Google Scholar 

  6. Alanazi, M.M., Amr, A.E., Naglah, A.M., AbdelMageid, R.E., and Elsayed, E.A., J. Sci. Ind. Res., 2020, vol. 79, p. 60.

    CAS  Google Scholar 

  7. Patel, N.B., Agravat, S.N., and Shaikh, F.M., Med. Chem. Res. 2011, vol. 20, p. 1033. https://doi.org/10.1007/s00044-010-9440-0

  8. De Almeida, M.V., Souza, M.V., Barbosa, N.R., Silva, F.P., Amarante, G.W., and Cardoso, S.H., Lett. Drug Design Dis., 2007, vol. 4, p. 149. https://doi.org/10.2174/157018007779422514

    Article  Google Scholar 

  9. Bilavendran, J.D., Manikandan, A., Thangarasu, P., and Sivakumar, K., Bioorg. Chem., 2020, vol. 94, p. 1034843. https://doi.org/10.1016/j.bioorg.2019.103484

    Article  CAS  Google Scholar 

  10. Abdelgawad, M.A., Bakr, R.B., and Azouz, A.A., Bioorg. Chem., 2018, vol. 77, p. 339. https://doi.org/10.1016/j.bioorg.2018.01.028

    Article  CAS  PubMed  Google Scholar 

  11. Kamat, V., Santosh, R., Poojary, B., Nayak, S.P., Kumar, B.K., Sankaranarayanan, M., Khanapure, S., Barretto, D.A., and Vootla, S.K., ACS Omega, 2020, vol. 5, p. 25228. https://doi.org/10.1021/acsomega.0c03386

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Helal, M.H., El-Awdan, S.A., Salem, M.A., Abd-elaziz, T.A., Moahamed, Y.A., El-Sherif, A.A., and Mohamed, G.A.M., Spectrochim. Acta A, 2015, vol. 25, p. 764. https://doi.org/10.1016/j.saa.2014.06.145

  13. Waibel, M., Kieser, K.J., Carlson, K.E., Stossi, F., Katzenellenbogen, B.S., and Katzenellenbogen, J.A., Eur. J. Med. Chem., 2009, vol. 44, p. 3560. https://doi.org/10.1016/j.ejmech.2009.03.013

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Klaidman, L.K., Mukherjee, S.K., and Adams, Jr.J.D., Biochim. Biophys. Acta, 2001, vol. 16, p. 136. https://doi.org/10.1016/s0304-4165(00)00181

    Article  Google Scholar 

  15. Prachayasittikul, S., Pingaew, R., Worachartcheewan, A., Sinthupoom, N., Prachayasittikul, V., Ruchirawat, S., and Prachayasittikul, V., Mini-Rev. Med. Chem., 2017, vol. 17, p. 869. https://doi.org/10.2174/1389557516666160923125801

    Article  CAS  PubMed  Google Scholar 

  16. Amr, A.E., Naglah, A.M., Sabry, N.M., Ibrahim, A.A., Elsayed, E.A., and Attar, A.Z. Naturforsch. B, 2019, vol. 74, p. 473. https://doi.org/10.1515/znb-2019-0006

    Article  CAS  Google Scholar 

  17. Amr, A.E., Abdel-Salam, O. I., Attia, A., and Stibor, I., Collect. Czech. Chem. Commun., 1999, vol. 64, p. 288. https://doi.org/10.1135/cccc19990288

    Article  CAS  Google Scholar 

  18. Abou-Zeid, A.A. and Shehata, Y.M., Indian J. Pharm., 1969, vol. 31, p. 72.

    CAS  Google Scholar 

Download references

Funding

Authors are grateful to King Saud University for funding the work through Researchers Supporting Project Number (RSP-2021/66).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. E. Amr.

Ethics declarations

No conflict of interest was declared by the authors.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Amr, A.E., Elsayed, E.A. & Al-Sayady, A.I. Synthesis and Antimicrobial Activity of Novel N3,N5-Bis[1-({1-[2-((E)-benzylidene)hydrazinyl]-1-oxo-3-phenylpropan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]pyridine-3,5-dicarboxamides. Russ J Gen Chem 91, 1099–1104 (2021). https://doi.org/10.1134/S1070363221060177

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363221060177

Keywords:

Navigation