Abstract
Background: Hydrazonoyl halides are useful for the synthesis of several heterocyclic derivatives. Thiadiazoles are a significant category of heterocyclic organic compounds with comprehensive range of biological accomplishments.
Method: New bisthiadiazoles were prepared by the reaction of hydrazonoyl derivatives with methyl-2-arylidene hydrazinecarbodithioates in dioxane and in the presence of triethylamine. The synthetic method involves nucleophilic substitution reactions via intramolecular cyclization reactions followed by evolving methanethiol gas. The new synthesized compounds were identified by elemental analysis and various spectral data. The antioxidant strength of the synthesized thiadiazoles was explored, utilizing different established in vitro methods, such as DPPH, superoxide dismutase - like and ABTS scavenging activities.
Results: The antioxidant activities of the synthesized thiadiazoles were apparent as it presented significant reducing power, superoxide dismutase like ability, ABTS and DPPH-scavenging activities. Furthermore, the antimicrobial activities and the MIC values of the new thiadiazoles were evaluated against both Gram-negative and Gram-positive microorganisms. The thiadiazoles 4a, 4b and 4d displayed a substantial nuclease like activities on the chromosomal DNA.
Conclusion: In the present work, we synthesized a novel series of bisthiadiazole derivatives. Thiadiazoles were verified for their antimicrobial efficiency against various bacterial strains. In addition, the antioxidant activates for these compounds to scavenge free radicles were examined using DPPH, ABTS and SOD-like activities. DNA binding and degradation efficiency for these compounds were examined.