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1704441 Vol 6 · Issue 11 Download Paper

Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids

Ugomma C. Onyeije Chidera F. Onugha Melford C. Egbujor Chigbundu N. Emeruwa Ifeanyi S. Amasiatu

Subject area: Science,Engineering and Technology  ·  Area of research: Science

Abstract

This research explores the synthesis of sulphonamide compounds from branched chained amino acid (BCAAs), their characterization and antimicrobial activities. The procedure involved a mild reaction of branched amino acids including valine, leucine and isoleucine with benzenesulfonyl chloride in an aqueous basic medium. The characterization of the compounds was carried out using infra-red (IR), nuclear magnetic resonance (1HNMR) and ultraviolet (UV-Vis) spectroscopies. The synthesized compounds were tested for their antimicrobial activities against Staphylococcus aureus, Escherichia coli, and Candida albicans. They were found to be potential antimicrobial agents.

References

[1] Egbujor, M.C.; Garrido, J.; Borges, F.; Saso, L. Sulfonamide a Valid Scaffold for Antioxidant Drug Development. Mini-Rev Org Chem, 2023, 20(2): 190-209.

[2] Lipmann, Hotchkiss & Dubos. The occurrence of D-amino acids in gramicidin and tyrocidine. J BiolChem 2021, 141: 163-169.

[3] El-Gaby, M.S., Ammar, Y.A., El-Qaliei, M. I., Ali, A.M., Husseina, M.F., Faraghally, A.F. (2020). Sulphonamides: Synthesis and the Recent Applications in Medicinal Chemistry. Egyptian J Chem, 63(12):5289 – 5327.

[4] Egbujor, M.C.; Okoro, U.C.; Okafor, S. Design, synthesis, molecular docking, antimicrobial and antioxidant activities of new phenylsulfamoyl carboxylic acids of pharmacological interest. Med. Chem. Res., 2019, 28, 2118-2127.

[5] Egbujor, M.C.; Okoro, U.C.; Okafor, S.N.; Amasiatu, I.S.; Amadi, U.B.; Egwuatu, P.I. Synthesis, molecular docking and pharmacological evaluation of new 4-methylphenylsulphamoyl carboxylic acids analogs. Int. J. Res. Pharm. Sci, 2020, 11(4), 5357-5366.

[6] Egbujor, M.C.; Nwobodo, D.C.; Egwuatu, P.I.; Abu, I.P.; Ezeagu,C.U. Sulphonamide drugs and pseudomonas aeruginosaresistance:A review. Int. J. Modern Pharm. Res., 2020, 4(1), 78-83.

[7] Egbujor, M.C.; Okoro, U.C.; Okafor, S.; Nwankwo, N.E. Synthesis, characterization and in silicostudies of novel alkanoylated 4-methylphenyl sulphonamoyl carboxylic acids as potential antimicrobial and antioxidant agents. Intern. J. Pharm. Phytopharm. Res, 2019, 9(3), 89-97.

[8] Egbujor, M.C.; Okoro, U.C.; Egu, A.S.; Okonkwo, V.I.; Okafor, S.N.; Emeruwa, C.N.; Egwuatu, P.I.; Umeh, O.R.; Eziafakaego, M.I.; Amasiatu, I.S and Nwobodo, D.C.. Synthesis and Biological Evaluation of SulfamoylCarboxamide Derivatives from Sulfur-containing α-Amino acids. Chiang Mai J. Sci., 2022; 49(4): 1100-1115.

[9] Egbujor, M.C.; Egu, S.A.; Okonkwo, V.I.; Jacob, A.D.; Egwuatu,P.I.; Amasiatu, I.S. Antioxidant drug design: Historical and recent developments. J. Pharm. Res. Int., 2021, 32(41), 36-56.

[10] Neinast M, Murashige D, Arany Z. Branched Chain Amino Acids. Annu Rev Physiol. 2019 Feb 10;81:139-164.

[11] Brosnan, J.T., Brosnan, M.E. (2006). Branch chain amino acid: Enzyme and substrate regulation. Journal of nutrition, 136 (1):2075-2115.

[12] Demchich P. & Koch J. (2016). The permeability of the wall fabric of Escherichia coli and Bacillus subtilis. Bacteriol, 178: 768-773.

[13] Sidney W F, Margnerite F, Bollenback G.N. “Inhibition of Bacterial growth by d-leucine” J. Biol. Chem. 1944; 155: 465-468.

[14] Brunati, M, Bava, A, Lancini, G. Influence of leucine and valine on ramoplanin production by Actinoplanes SP. ATCC 33076. J Antibiotics, 2005; 58:473-478.

[15] Li, Z-L, Wang, H-H, Chu J, Zhuang, Y-P, Zhang, S-L “Effect of branched-chain amino acids, valine, isoleucine and leucine on the biosynthesis of bitespiramycin 4”-O-acylspiramycins. Braz J. Microbial. 2009; 40.

[16] Asemane K. Anhwange , BA, Anom TJ, “Antibacterial studies of leucine complexes of Fe(III) and Cu(II)” International Journal of Science and Research, 2015; 2319-7064.

[17] Hu WN, Jiao WJ, Ma Z, Dong N, Ma QQ, Shao CX, Shan AS. The influence of isoleucine and arginine on biological activity and peptide-membrane interactions of antimicrobial peptides from the bactericidal domain of AvBD4. Protein PeptLett. 2013 Nov;20(11):1189-99. 

[18] Abdullahi, B.L, Siraj, I.T. Synthesis, characterization and antimicrobial activities of Schiff base complexes derived from Salicylaldehyde and amino acid (isoleucine).Bayero Journal of Pure and Applied Sciences, 2022, 15(1): 114 - 118

[19] Tsugami, Y., Nii, T. &Isobe, N. Valine Treatment Enhances Antimicrobial Component Production in Mammary Epithelial Cells and the Milk of Lactating Goats Without Influencing the Tight Junction Barrier. J Mammary Gland BiolNeoplasia, 2023, 28, 3.

[20] Egbujor, MC, Okoro UC, Egu SA, Egwuatu PI, Eze FU, Amasiatu IS. Synthesis and biological evaluationof alanine derived bioactive p-toluenesulphonamide analogs. Int J Res Pharm Sci. 2020, 11(4):6449-6458.

[21] Egbujor MC, Okoro UC, Okafor S. Novel alanine based antimicrobial and antioxidant agents: synthesis and molecular docking. Indian J Sci Technol.2020, 13(09):1003-1014.

[22] Egbujor, M.C. Synthesis and Biological Evaluation of Proline Derived Sulphonamides. J Res Pharm Sci2023, 9(2): 19-26.

[23] Egbujor, M.C.; Okoro, U.C.; Okafor, S.N.; Egu, S.A.; Amasiatu, I.S.; Egwuatu, P.I.; Umeh O.R. and Ibo, E.M.Design, synthesis, and molecular docking of cysteine-based sulphonamide derivatives as antimicrobial agentsRes. Pharm. Sci., 2021, 17(1): 99-110.

[24] Egbujor, M.C.; Okoro, U.C.; Nwobodo, D.C.; Ezeagu, C.U.;Amadi, U.B.; Okenwa-Ani, C.G.; Ugwu, J.I.; Okoye, I.G.; Abu,I.P.; Egwuatu, P.I. Design, synthesis, antimicrobial and antioxidanactivities of novel threonine-based sulfonamide derivatives. J. Pharm. Res. Int., 2020, 32(8), 51-61

[25] Egbujor, M.C., and Okoro, U.C. New methionine-based p-toluenesulphonamoylcarboxamide derivatives as antimicrobial and antioxidant agents: Design, synthesis. JPharm Res Int, 2019; 28(1): 1-12

[26] Egbujor, Melford. C, Okoro, Uchechukwu. C, Okafor Sunday, Nwankwo, N.E, “Design, synthesis and molecular docking of novel serine-based sulphonamide bioactive compounds as potential antioxidant and antimicrobial agents. Indo Am. J. Pharm. Sci, 2019, 06(06):12232-12240.

[27] Egbujor M.C., Okoro U.C., Emeruwa C.N.,Umeh O.R., Eziafakaego M.I., Egwuatu P.I., et al., Synthesis of Sulphonamides Using Threonine, and Evaluation of Their Biological Activities; in Rizvi S.A.A., ed., Challenges and Advances in Pharmaceutical Research Vol. 2, P.B international, India, 2022: 95–107

[28] Egbujor, M.C, Okoro, U.C, Udeh, C.M, Anieze, E.O, Amadi, U.B, Okenwa-Ani, C.G, Chidebelu, I.C. Synthesis and characterization of benzoylatedsulfamoyl carboxylic acids. MOJ Biorg Org Chem. 2020; 4(1): 22‒25

How to cite this paper

Ugomma C. Onyeije, Chidera F. Onugha, Melford C. Egbujor, Chigbundu N. Emeruwa, Ifeanyi S. Amasiatu "Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids" Iconic Research And Engineering Journals Volume 6 Issue 11 2023 Page 297-302
Ugomma C. Onyeije, Chidera F. Onugha, Melford C. Egbujor, Chigbundu N. Emeruwa, Ifeanyi S. Amasiatu "Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids" Iconic Research And Engineering Journals, vol. 6, no. 11, May. 2023
Ugomma C. Onyeije, Chidera F. Onugha, Melford C. Egbujor, Chigbundu N. Emeruwa, Ifeanyi S. Amasiatu (2023). Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids. Iconic Research And Engineering Journals, 6(11).
Ugomma C. Onyeije, Chidera F. Onugha, Melford C. Egbujor, Chigbundu N. Emeruwa, Ifeanyi S. Amasiatu "Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids" Iconic Research And Engineering Journals, vol. 6, no. 11, May. 2023.
@article{1704441,
      author = {Ugomma C. Onyeije, Chidera F. Onugha, Melford C. Egbujor, Chigbundu N. Emeruwa, Ifeanyi S. Amasiatu},
      title = {Synthesis, Characterisation and Antimicrobial Activities of Sulphonamides from Branched Chain Amino Acids},
      journal = {Iconic Research And Engineering Journals},
      year = {2023},
      volume = {6},
      number = {11},
      pages = {297-302},
      issn = {2456-8880},
      url = {https://www.irejournals.com/formatedpaper/1704441.pdf},
      abstract = {This research explores the synthesis of sulphonamide compounds from branched chained amino acid (BCAAs), their characterization and antimicrobial activities. The procedure involved a mild reaction of branched amino acids including valine, leucine and isoleucine with benzenesulfonyl chloride in an aqueous basic medium.  The characterization of the compounds was carried out using infra-red (IR), nuclear magnetic resonance (1HNMR) and ultraviolet (UV-Vis) spectroscopies. The synthesized compounds were tested for their antimicrobial activities against Staphylococcus aureus, Escherichia coli, and Candida albicans. They were found to be potential antimicrobial agents.},
      month = {May},
  }