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Benzimidazole‐1,2,3‐triazole Hybrid Molecules: Synthesis and Evaluation for Antibacterial/Antifungal Activity
Author(s) -
Ouahrouch Abdelaaziz,
Ighachane Hana,
Taourirte Moha,
Engels Joachim W.,
Sedra My Hassan,
Lazrek Hassan B.
Publication year - 2014
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201400142
Subject(s) - chemistry , benzimidazole , fusarium oxysporum , cycloaddition , pharmacophore , triazole , benzaldehyde , antimicrobial , antibacterial activity , click chemistry , trifluoromethyl , organic chemistry , combinatorial chemistry , stereochemistry , bacteria , biology , alkyl , catalysis , botany , genetics
A novel series of hybrid molecules 4a – i and 5a – i were prepared by condensation of 4‐(trimethylsilylethynyl)benzaldehyde 1 with substituted o ‐phenylenediamines. These in turn were reacted with 2‐(azidomethoxy)ethyl acetate in a Cu alkyne–azide cycloaddition (CuAAC) to generate the 1,2,3‐triazole pharmacophore under microwave assistance. The newly synthesized compounds were examined for their in vitro antimicrobial activities against Gram‐positive and Gram‐negative bacteria and the phytopathogenic fungi Verticillium dahliae and Fusarium oxysporum f. sp. albedinis . 2‐((4‐(4‐(5‐Trifluoromethyl benzimidazol‐2‐yl)phenyl)‐1,2,3‐triazol‐1‐yl)methoxy)ethanol 5e showed a moderate inhibition of 30% in the Foa sporulation test.