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2021, vol. 10, iss. 2, pp. 14-23
Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles
aUniversity of Belgrade, Faculty of Chemistry, Serbia
bUniversity of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM, Serbia
cUniversity of Belgrade, Faculty of Agriculture, Serbia
Ministry of Education, Science and Technological Development, Republic of Serbia (Institution: Innovation Center of the Faculty of Chemistry) (MESTD - 451-03-68/2020-14/200288)
Ministry of Education, Science and Technological Development, Republic of Serbia (Institution: University of Belgrade, Faculty of Chemistry) (MESTD - 451-03-68/2020-14/200168)
Ministry of Education, Science and Technological Development, Republic of Serbia (Institution: University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (MESTD - 451-03-68/2020-14/200026)

Keywords: Hydrazones; thiazoles; antibacterial activity; antifungal activity; antioxidative capacity; ADMET
(Thiazolyl-2-yl)hydrazones (THs) are a group of organic compounds containing both hydrazone and 1,3-thiazole pharmacophores present in many approved drugs. They have been investigated greatly in recent years due to potent anticancer, antibacterial, antifungal, antituberculosis, anti-inflammatory, and antiparasitic activities. In this study, one pyridine-based and two quinoline-based, novel THs were synthesized and characterized by elemental analysis, Fourier-transform infrared spectroscopy (FTIR), and nuclear magnetic resonance spectroscopy (NMR). The antimicrobial activity of the compounds was tested against five Gram-positive and five Gram-negative bacteria, as well as against three fungi. The antioxidant capacity of the compounds was tested in six antioxidative assays. The results showed that quinoline-based THs were more active against tested Gram-negative bacteria and fungi strains than pyridine-based compounds. All the compounds showed excellent antioxidative activity comparable to or greater than the used standards (vitamin C and Trolox). Absorption, distribution, metabolism, excretion, and toxicity (ADMET) parameters were calculated in-silico. Results pointed to promising good pharmacokinetics profiles of investigated compounds, especially 2-quinoline carboxaldehyde-based compound, which can be a lead drug candidate.
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article language: English
document type: Original Scientific Paper
DOI: 10.5937/savteh2102014K
received: 24/09/2021
accepted: 30/09/2021
published in SCIndeks: 10/12/2021

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