Synthesis and Antioxidant Activity of 2-Amino-5-methylthiazol Derivatives Containing 1,3,4-Oxadiazole-2-thiol Moiety

Abstract

A series of new 5-(2-amino-5-methylthiazol-4-yl)-1,3,4-oxadiazole-2-thiol derivatives 6(a–j) were designed and synthesized with various substituted aldehydes. The chemical structures were confirmed by elemental analyses, FT-IR, 1H NMR, and mass spectral studies. The antioxidant activity of the synthesized compounds was evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydroxyl, nitric oxide, and superoxide radical scavenging assay methods. Compounds 6a, 6e, and 6c showed significant radical scavenging potential due to the presence of electron donating substituent on substituted aldehydes.

A Quantitative Structure-Antioxidant Relationship (QSAR) model for 1,3,4-oxadiazole derivatives using PLS regression

“…Data sets arrangement 1,3,4-Oxadiazole compounds with DPPH value as antioxidant activity were used as a data set. There are a number of oxadizole compounds with DPPH were obtained from literature ( K. Mehta D. and Das R. 2011, Kotaiah Y., Harikrishna N., Nagaraju K., Venkata Rao C.2012, Sumangala et al, 2012 C. 2013, S. Kareem et al, 2016, Aruna et al, 2016, R. R, Kumar Jat R. and Saravanan J.…”

Recent Developments on Pharmacological Potential of 1,3,4-Oxadiazole Scaffold

“…Tabatabai A et al synthesized some phenoxyphenyl-1,3,4-oxadiazole derivatives and evaluated them for anticonvulsant activity using pentylene tetrazole induced lethal convulsion test. 40 It was indicated that compound 42 ( Figure 38) with an amino substituent on 5 position of 1,3,4-oxadiazole ring has a good effect whereas for antioxidant potential by Kikkeri et al 33 Compounds 34a, 34b and 34c ( Figure 31) gives best scavenging effect against the free radicals. Novel series of 2,5-disubstituted-1,3,4-oxadiazole derivatives synthesized and screening for their antimicrobial and antioxidant activities were done by Sindhe et al 34 The results showed that 35(a-c)( Figure 32 -oxadiazole analogs which were tested for their antioxidant potential.…”

Design of Trolox Compounds as Antioxidant and Their Analysis Using Quantitative Structure Activity Relationship

“…Cell damage can eventually lead to degenerative diseases such as cancer, heart disease, arthritis, cataracts, diabetes, and liver [3]. This degenerative disease is caused because antioxidants in the body are unable to neutralize the increase in the concentration of free radicals, so it is necessary to have antioxidants from outside the body (exogenous antioxidants) to neutralize them [4].…”