Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors

Journal of Enzyme Inhibition and Medicinal Chemistry

Dan C. Vodnar¹  Brînduşa Tiperciuc²  Ovidiu Oniga²  Gabriel Marc²  Anca Stana²  Daniela Benedec³  Radu Tamaian⁴ 

[1] Department of Food Science and Technology, University of Agricultural Sciences and Veterinary Medicine, Cluj-Napoca, Romania;Department of Pharmaceutical Chemistry, “Iuliu Haţieganu” University of Medicine and Pharmacy, Cluj-Napoca, Romania;Department of Pharmacognosy, “Iuliu Haţieganu” University of Medicine and Pharmacy, Cluj-Napoca, Romania;ICSI Analytics Department, National Research and Development Institute for Cryogenics and Isotopic Technologies - ICSI Rm. Vâlcea, Râmnicu Vâlcea, Romania;SC Biotech Corp SRL, Râmnicu Vâlcea, Romani;

关键词: Thiazolin-4-one;    antibacterial activity;    antioxidant activity;    tryptophanyl-tRNA synthetase;    docking;   

DOI  :  10.1080/14756366.2019.1596086

来源: publisher

【 摘 要 】

The rapid emergence of bacterial resistance to antibiotics currently available for treating infectious diseases requires effective antimicrobial agents with new structural profiles and mechanisms of action. Twenty-three thiazolin-4-one derivatives were evaluated for their antibacterial activity by determining the growth inhibition zone diameter, the minimum inhibitory concentration (MIC), and the minimum bactericidal concentration (MBC), against gram-positive and gram-negative bacteria. Compounds 3a–c, 3e–h, 6b–c and 9a–c expressed better MIC values than moxifloxacin, against Staphylococcus aureus. Compounds 3h and 9b displayed similar effect to indolmycin, a tryptophanyl-tRNA ligase inhibitor. Due to their structural analogy to indolmycin, all compounds were subjected to molecular docking on tryptophanyl-tRNA synthetase. Compounds 3a–e, 6a–e, 8 and 9a–e exhibited better binding affinities towards the target enzymes than indolmycin. The antioxidant potential of the compounds was evaluated by four spectrophotometric methods. Thiazolin-4-ones 3e, 6e and 9e presented better antiradical activity than ascorbic acid, trolox and BHT, used as references.

【 授权许可】

CC BY