Anti-inflammatory and Antimicrobial Potential of 1, 3, 4-oxadiazoles and Its Derivatives: A Review

Overview

Journal Curr Org Synth

Publisher Bentham Science Publishers

Specialty Chemistry

Date 2023 Dec 1

PMID 38037905

Authors

Tarun Chaudhary

Prabhat Kumar Upadhyay

Ritu Kataria

Affiliations

Soon will be listed here.

Abstract

1, 3, 4-oxadiazole and its derivatives have significant anti-inflammatory and antimicrobial property. Their precise mechanism of action is not known but it is postulated that they act by inhibiting the biosynthesis of certain prostaglandins. 1, 3, 4-oxadiazoles are a class of heterocyclic compounds with wide variety of biological and pharmacological activities. They have been reported to possess analgesic, antimicrobial, antipyretic and anti-inflammatory properties. These compounds are also active against a number of other inflammatory conditions such as arthritis, gout etc. A wide variety of these compounds have been synthesized and some of them are under clinical trials. In this review article, anti-inflammatory and antimicrobial activity of the 1, 3, 4- oxadiazole shall be discussed.

References

Chow Y, Chin K . The Role of Inflammation in the Pathogenesis of Osteoarthritis. Mediators Inflamm. 2020; 2020:8293921. PMC: 7072120. DOI: 10.1155/2020/8293921. View

Moo C, Yang S, Yusoff K, Ajat M, Thomas W, Abushelaibi A . Mechanisms of Antimicrobial Resistance (AMR) and Alternative Approaches to Overcome AMR. Curr Drug Discov Technol. 2019; 17(4):430-447. DOI: 10.2174/1570163816666190304122219. View

Marston H, Dixon D, Knisely J, Palmore T, Fauci A . Antimicrobial Resistance. JAMA. 2016; 316(11):1193-1204. DOI: 10.1001/jama.2016.11764. View

Michael C, Dominey-Howes D, Labbate M . The antimicrobial resistance crisis: causes, consequences, and management. Front Public Health. 2014; 2:145. PMC: 4165128. DOI: 10.3389/fpubh.2014.00145. View

Coussens L, Werb Z . Inflammation and cancer. Nature. 2002; 420(6917):860-7. PMC: 2803035. DOI: 10.1038/nature01322. View

Vezzani A, Friedman A, Dingledine R . The role of inflammation in epileptogenesis. Neuropharmacology. 2012; 69:16-24. PMC: 3447120. DOI: 10.1016/j.neuropharm.2012.04.004. View

Ravizza T, Balosso S, Vezzani A . Inflammation and prevention of epileptogenesis. Neurosci Lett. 2011; 497(3):223-30. DOI: 10.1016/j.neulet.2011.02.040. View

Rossi J, Lu Z, Massart C, Levon K . Dynamic Immune/Inflammation Precision Medicine: The Good and the Bad Inflammation in Infection and Cancer. Front Immunol. 2021; 12:595722. PMC: 7940508. DOI: 10.3389/fimmu.2021.595722. View

Xie Y, Ansari M, Zhang S, Zhou C . Novel carbazole-oxadiazoles as potential Staphylococcus aureus germicides. Pestic Biochem Physiol. 2021; 175:104849. DOI: 10.1016/j.pestbp.2021.104849. View

10.

Scheide M, Peterle M, Saba S, Neto J, Lenz G, Cezar R . Borophosphate glass as an active media for CuO nanoparticle growth: an efficient catalyst for selenylation of oxadiazoles and application in redox reactions. Sci Rep. 2020; 10(1):15233. PMC: 7498614. DOI: 10.1038/s41598-020-72129-w. View

11.

Marzullo P, Vasto S, Buscemi S, Pace A, Nuzzo D, Palumbo Piccionello A . Ammonium Formate-Pd/C as a New Reducing System for 1,2,4-Oxadiazoles. Synthesis of Guanidine Derivatives and Reductive Rearrangement to Quinazolin-4-Ones with Potential Anti-Diabetic Activity. Int J Mol Sci. 2021; 22(22). PMC: 8621334. DOI: 10.3390/ijms222212301. View

12.

Mohammad B, Baig M, Bhandari N, Siddiqui F, Khan S, Ahmad Z . Heterocyclic Compounds as Dipeptidyl Peptidase-IV Inhibitors with Special Emphasis on Oxadiazoles as Potent Anti-Diabetic Agents. Molecules. 2022; 27(18). PMC: 9502781. DOI: 10.3390/molecules27186001. View

13.

Schwarzer K, Tullmann C, Grassl S, Gorski B, Brocklehurst C, Knochel P . Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases. Org Lett. 2020; 22(5):1899-1902. DOI: 10.1021/acs.orglett.0c00238. View

14.

Ma S, Jiang W, Li Q, Li T, Wu W, Bai H . Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles. J Agric Food Chem. 2021; 69(39):11572-11581. DOI: 10.1021/acs.jafc.1c00088. View

15.

Wang Q, Mgimpatsang K, Konstantinidou M, Shishkina S, Domling A . 1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction. Org Lett. 2019; 21(18):7320-7323. PMC: 6759755. DOI: 10.1021/acs.orglett.9b02614. View

16.

Wang S, Qi L, Liu H, Lei K, Wang X, Liu R . Synthesis of 1,3,4-oxadiazoles derivatives with antidepressant activity and their binding to the 5-HT receptor. RSC Adv. 2022; 10(51):30848-30857. PMC: 9056355. DOI: 10.1039/d0ra05886f. View

17.

Popov S, Semenova M, Baev D, Frolova T, Shults E, Wang C . Synthesis of cytotoxic urs-12-ene- and 28-norurs-12-ene- type conjugates with amino- and mercapto-1,3,4-oxadiazoles and mercapto-1,2,4-triazoles. Steroids. 2019; 153:108524. DOI: 10.1016/j.steroids.2019.108524. View

18.

Tresse C, Radigue R, Gomes Von Borowski R, Thepaut M, Hanh Le H, Demay F . Synthesis and evaluation of 1,3,4-oxadiazole derivatives for development as broad-spectrum antibiotics. Bioorg Med Chem. 2019; 27(21):115097. DOI: 10.1016/j.bmc.2019.115097. View

19.

Singh A, Lohani M, Parthsarthy R . Synthesis, characterization and anti-inflammatory activity of some 1, 3,4 -oxadiazole derivatives. Iran J Pharm Res. 2013; 12(2):319-23. PMC: 3813233. View

20.

Glomb T, Wiatrak B, Gebczak K, Gebarowski T, Bodetko D, Czyznikowska Z . New 1,3,4-Oxadiazole Derivatives of Pyridothiazine-1,1-Dioxide with Anti-Inflammatory Activity. Int J Mol Sci. 2020; 21(23). PMC: 7729791. DOI: 10.3390/ijms21239122. View