New maleimide 1,2,3-triazole hybrids: design, synthesis, anticancer, and antimicrobial activities

• Published in: Monatshefte für Chemie 2020-10, Vol.151 (10), p.1609-1619
• Main Authors: Salameh, Bader A., Abu-Safieh, Kayed A., Al-Hushki, Eman H., Talib, Wamidh H., Al-ataby, Israa A., Al-Qawasmeh, Raed A.
• Format: Article
• Language: English
• Subjects: Alkynes; Amines; Analytical Chemistry; Anticancer properties; Antiinfectives and antibacterials; Aromatic compounds; Cancer; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Chlorine; Cycloaddition; Diketones; E coli; Inorganic Chemistry; Organic Chemistry; Organic compounds; Original Paper; Physical Chemistry; Pseudomonas aeruginosa; Theoretical and Computational Chemistry; Triazoles
• ISSN: 0026-9247; 1434-4475
• DOI: 10.1007/s00706-020-02685-4

A new series of maleimide triazole hybrid compounds namely 3-chloro-1-[(1-aryl-1 H -1,2,3-triazol-4-yl)methyl]-4-(arylamino)-1 H -pyrrole-2,5-dione have been prepared. Our synthetic strategy starts via the reaction of 2,3-dichloromaleic anhydride with propargyl amine followed by chlorine displacement with arylamine and subsequent formation of a triazole utilizing copper(I) catalyzed azide-alkyne cycloaddition reaction, that generates the designed triazole nucleus. The produced hybrid compounds were identified using various physicochemical properties of the pure compounds. The synthesized compounds were screened for antimicrobial activities against Escherichia coli , Pseudomonas aeruginosa, and Bacillus spizizenii . While selected compounds were tested for their anticancer activities against T47D, HCT 116, and VERO cell lines. Graphic abstract