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Synthesis of Some N ‐Alkoxycarbonyl‐ N′′ ‐benzoyl‐benzamidrazones( p ‐toluamidrazones) and 1,3,5‐Trisubstituted 1,2,4‐Triazole Derivatives from N ‐Benzoylimidates and their Antimicrobial and Anticancer Screening Studies
Author(s) -
BEKIRCAN Olcay,
KAHVECI Bahittin,
OZGUMUS Osman Birol
Publication year - 2007
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200790345
Subject(s) - chemistry , antimicrobial , broth microdilution , candida albicans , antibacterial activity , antifungal , stereochemistry , staphylococcus aureus , agar diffusion test , triazole , nuclear chemistry , minimum inhibitory concentration , escherichia coli , organic chemistry , bacteria , microbiology and biotechnology , biochemistry , genetics , biology , gene
Some new N ‐alkoxycarbonyl‐ N ′′ ‐ benzoyl‐benzamidrazones ( p ‐toluamidrazones) 3a – 3d , and 1,3,5‐trisubstituted 1,2,4‐triazole 4a – 4h derivatives by starting from N ‐benzoylbenzimidates or N ‐benzoyl‐ p ‐toluimidates. The structures of compounds 3 and 4 were established on the basis of elemental analyses, IR, 1 H NMR, 13 C NMR and UV data. Antimicrobial experiments of the compounds performed by using agar‐well diffusion and broth microdilution methods revealed that only compounds 3a – 3d , 4a and 4b showed inhibitory effect only on Candida albicans ATCC 60193. However, compound 4b had also specific antibacterial activity against Staphylococcus aureus ATCC 25923. The other compounds showed neither antifungal nor antibacterial activities. Compounds 3a , 4a and 4b have been screened on three human tumor cell lines, breast cancer (MCF7), non small cell lung cancer (NCI‐H460), and CNS cancer (SF‐268) at the National Cancer Institute (NCI), USA, which were found to exhibit low antiproliferative activity.