Characterization of Synthesized Heterocyclic Oxadiazole Derivatives Using Mass, UV, IR, and NMR Spectroscopy, Among other Spectroscopic Techniques: Review

Year : 2024 | Volume :01 | Issue : 01 | Page : 28-33
By

Rizwan Arif

neha

  1. Associate Professor Lingaya’s Vidyapeeth, Faridabad, Haryana India
  2. Research Scholar Lingaya’s Vidyapeeth, Faridabad, , Haryana India

Abstract

The current study synthesized and assessed 3-heteroarylazo 4-hydroxy coumarin derivatives’ initial antibacterial activities in vitro against four distinct pathogenic bacterial strains, including Pseudomonas aeruginosa, Bacillus subtilis, Escherichia coli, and Staphylococcus aureus. Ampicillin, a common medication, was used to compare each compound’s antibacterial properties. UV, IR, 1H NMR, mass spectroscopy, and X-ray diffraction examinations were used to analyze the compounds. By using UV–vis spectra, the solute-chromic behavior of these compounds was also examined. Every product demonstrated increased antibacterial potential against every bacterial strain, with the exception of 4g, as demonstrated by the zone of inhibition and lowest inhibitory concentration. While pyrazolone azo analogue 4e has strong antibacterial activity, 3-Thiazolylazo and 3-(4-phenyl thiazolylazo) of 4-hydroxy coumarin have demonstrated a good zone of inhibition against both gram +ve and gram −ve germs. In order to determine the structures of the recently synthesized derivatives, mass spectrometry, 1H NMR, IR, UV, and 1C NMR were all used together. In addition, these synthetic compounds were tested for antibacterial efficacy against all of the chosen microbial strains in contrast to cefixime and amoxicillin. The aim was to evaluate the derivatives’ potential as peptide deformylase inhibitors with respect to antibacterial activity. Using p-hydroxy benzaldehyde and phenyl hydrazine, a novel series of physiologically active triazole and pyrazole compounds containing 2, 4-disubstituted thiazole analogues were produced in outstanding yields and purity. Based on their spectrum data studies (IR, 1H-NMR, 13C-NMR spectra, and HRMS), all of the synthesized substances were definitively identified. After careful purification, the final derivatives were assessed for their in vitro anti-microbial activity.

Keywords: 1,3,4-Oxadiazole derivatives, antifungal agents, molecular docking, antioxidant, antibacterial, anticandidal activity

[This article belongs to International Journal of Photochemistry and Photochemical Research(ijppr)]

How to cite this article: Rizwan Arif, neha. Characterization of Synthesized Heterocyclic Oxadiazole Derivatives Using Mass, UV, IR, and NMR Spectroscopy, Among other Spectroscopic Techniques: Review. International Journal of Photochemistry and Photochemical Research. 2024; 01(01):28-33.
How to cite this URL: Rizwan Arif, neha. Characterization of Synthesized Heterocyclic Oxadiazole Derivatives Using Mass, UV, IR, and NMR Spectroscopy, Among other Spectroscopic Techniques: Review. International Journal of Photochemistry and Photochemical Research. 2024; 01(01):28-33. Available from: https://journals.stmjournals.com/ijppr/article=2024/view=152416

References

  1. Skrzypeka, A., Matysiaka, J., Karpinskab, M., Czarneckac, K., Kreciszc, P., Staryd, D., et al. (2021). Biological Evaluation and Molecular Docking of Novel 1,3,4-Thiadiazole-Resorcinol Conjugates as Multifunctional Cholinesterases Inhibitors.  Chem.107, 1–11. doi:10.1016/j.bioorg.2020.104617
  2. Mohammad Mahboob Alam. New 1,2,4-triazole based eugenol derivatives as antiCOX-2 and anticancer agents. Journal of Umm Al-Qura University for Applied Sciences2024, 18 https://doi.org/10.1007/s43994-024-00127-z
  3. Vasan N, Baselga J, Hyman DM (2019) A view on drug resistance in cancer. Nature 575:299–309
  4. Salahuddin MA, Shahar YM, Mazumder R, Chakraborthy GS, Ahsan MJ, Rahman MU (2017) Updates on synthesis and biological activities of 1,3,4-oxadiazole: a review. Synth Commun 47(20):1805–1847
  5. Ahsan MJ, Hassan MZ, Jadav SS, Geesi MH (2020) Synthesis and Biological Potentials of 5-aryl-N-[4-(trifluoromethyl) phenyl]-1,3,4-oxadiazol-2-amines. Lett Org Chem 17:133–140
  6. Ahsan MJ, Choupra A, Sharma RK, Jadav SS, Padmaja P (2018) Rationale design, synthesis, cytotoxicity evaluation, and molecular docking studies of 1,3,4-oxadiazole analogues. Anti-Cancer Agents Med Chem 18:121–138
  7. Ahsan MJ, Meena R, Dubey S (2018) Synthesis and biological potentials of some new 1, 3, 4-oxadiazole analogues. Med Chem Res 27:864–883
  8. Ahsan MJ, Yadav RP, Saini S, Hassan MZ et al (2018) Synthesis, cytotoxic evaluation, and molecular docking studies of new oxadiazole analogues. Lett Org Chem 15:49–56
  9. Mamatha SV, Mahesh B, Kumara HK, Gowda DC, Meenakshi SK (2020) Design, synthesis and SAR evaluation of mercaptooxadiazole analogs as anti-tubercular, anti-diabetic and anti-bacterial agents. Chem Data Collect 20:100343
  10. Rathore A, Sudhakar R, Ahsan MJ, Ali A, Subbarao N, Jadav SS, Umar S, Yar MS (2017) In vivo anti-inflammatory activity and docking study of newly synthesized benzimidazole derivatives bearing oxadiazole and morpholine rings. Bioorg Chem 70:107–117
  11. Serban, G. (2020). Synthetic Compounds with 2-Amino-1,3,4-Thiadiazole Moiety against Viral Infections. Molecules25 (4), 1–22. doi:10.3390/molecules25040942
  12. Toolabi, M., Khoramjouy, M., Aghcheli, A., Ayati, A., Moghimi, S., Firoozpour, L., et al. (2020). Synthesis and Radioligand-Binding Assay of 2,5-disubstituted Thiadiazoles and Evaluation of Their Anticonvulsant Activities.  Pharm. (Weinheim)353 (12), e2000066–9. doi:10.1002/ardp.202000066
  13. Bondock, S. Adel, H.A. Etman, F.A. Badria, European Journal of Medicinal Chemistry, 48, 192 (2012), DOI:10.10 16/j.ejmech.2011.12.013
  14. Yakan, H. (2021). Synthesis, Characterization, and Antioxidant Activities of New 1,3,4-thiadiazoles Based on Benzoic Acid. ECJSE8 (1), 155–163. doi:10.31202/ecjse.794370
  15. Grytsai O, Valiashko O, Penco-Campillo M, Dufies M, Hagege A, Demange L, et al. Synthesis and biological evaluation of 3-amino-1, 2, 4-triazole derivatives as potential anticancer compounds. Bioorg Chem. 2020;104: 104271.
  16. Pragathi YJ, Sreenivasulu R, Veronica D, Raju RR. Design, synthesis, and biological evaluation of 1, 2, 4-thiadiazole-1, 2, 4-triazole derivatives bearing amide functionality as anticancer agents. Arab J Sci Eng. 2021;46(1):225–32.
  17. Gomaa HA, El-Sherief HA, Hussein S, Gouda AM, Salem OI, Alharbi KS, et al. Novel 1, 2, 4-triazole derivatives as apoptotic inducers targeting p53: synthesis and antiproliferative activity. Bioorg Chem. 2020;105: 104369.
  18. Ghoneim AA, El-Farargy AF, Bakr RB. Design, synthesis, molecular docking of Novel substituted pyrimidinone derivatives as anticancer agents. Polycyclic Aromat Compd. 2022;42(5):2538–54.
  19. Ganesh N, Singh M, Chandrashekar VM, Pujar GV. Antitubercular potential of novel isoxazole encompassed 1, 2, 4-triazoles: design, synthesis, molecular docking study and evaluation of antitubercular activity. Anti-Infect Agents. 2021;19(2):147–61.
  20. Turky A, Bayoumi AH, Sherbiny FF, El-Adl K, Abulkhair HS. Unravelling the anticancer potency of 1, 2, 4-triazole-N-arylamide hybrids through inhibition of STAT3: synthesis and in silico mechanistic studies. Mol Diversity. 2021;25(1):403–20.

Regular Issue Subscription Review Article
Volume 01
Issue 01
Received May 24, 2024
Accepted May 29, 2024
Published June 28, 2024