Synthesis and Antimicrobial Activity of 4‐Chloro‐3‐Nitrophenylthiourea Derivatives Targeting Bacterial Type II Topoisomerases. (11th February 2016)

• Record Type: Journal Article
• Authors: Bielenica, Anna; Stępień, Karolina; Napiórkowska, Agnieszka; Augustynowicz‐Kopeć, Ewa; Krukowski, Sylwester; Włodarczyk, Marta; Struga, Marta
• Is Part Of: Chemical biology & drug design. Volume 87:Number 6(2016)
• Page Start: 905
• Page End: 917
• Publication Date: 2016-02-11
• Subjects: antimicrobial activity -- antitubercular activity -- biofilm -- thiourea derivatives -- topoisomerase; Drugs -- Design -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; 615.19005
• DOI: 10.1111/cbdd.12723
• Languages: English
• ISSNs: 1747-0277

Abstract

Abstract : A series of novel 4‐chloro‐3‐nitrophenylthiourea derivatives were synthesized and evaluated for their antimicrobial, antibiofilm and tuberculostatic activities. Most of compounds exhibited high antibacterial activity against both standard and hospital strains (MIC values 0.5–2 μ g/mL), as compared to Ciprofloxacin. Derivatives with 3, 4‐dichlorophenyl (11 ) and 3‐chloro‐4‐methylphenyl (13 ) substituents were the most promising towards Gram‐positive pathogens. Both of them exhibited antibiofilm potency and effectively inhibited the formation of biofilms of methicillin‐resistant and standard strains of Staphylococcus epidermidis . Two N ‐alkylthioureas (20, 21 ) showed twofold to fourfold increase in in vitro potency against isolates of Mycobacterium tuberculosis, as compared to Isoniazid. An action of7, 10, 11, 13, 20 and21 against activity of topoisomerases isolated from Staphylococcus aureus was studied. Synthesized compounds were found as non‐genotoxic. Abstract : A series of non‐genotoxic thiourea derivatives were synthesized and evaluated for their antimicrobial, antibiofilm and tuberculostatic activities. Most of them exhibited high antibacterial activity against both standard and hospital Gram‐positive strains (MIC values 0.5–2 μ g/mL). An action of7, 10, 11, 13, 20 and21 against activity of topoisomerases isolated from Staphylococcus aureus was studied.