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Title Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2- Benzylidene-6-(4-nitrobenzylidene)cyclohexanones
Type JournalPaper
Keywords (E,E)-2-Benzylidene-6-(4-nitrobenzylidene)cyclohexanones, 1,2,3-Triazoles, Click chemistry, Cyclohexanone, Cytotoxic activity.
Abstract This work describes the synthesis of novel 1,2,3-triazole-4-linked (2E,6E)-2-benzylidene-6-(4-nitrobenzylidene)cyclohexanones starting from cyclohexanone. 1-(Cyclohex-1-en-1-yl)piperidine, the enamine from cyclohexanone and piperidine, reacted with 4-nitrobenzaldehyde to obtain 2-(4-nitrobenzylidene)cyclohexanone. Condensation of the latter compound with (prop-2-yn-1-yloxy)benzaldehyde derivatives under acidic conditions gave (4-nitrobenzylidene)-[(prop-2-yn-1-yloxy)- benzylidene]cyclohexanones. Finally, ‘click reaction’ of these derivatives and various organic azides led to the title compounds. All compounds were examined by MTT assay for cytotoxic activity in one human breast cancer cell line, MDA-MB-231.
Researchers Tahmineh Akbarzadeh (Not In First Six Researchers), Abbas Shafiee (Not In First Six Researchers), Alireza Foroumadi (Not In First Six Researchers), Heshmatollah Alinezhad (Not In First Six Researchers), Elahe K arimpour Razkenari (Not In First Six Researchers), Niloufar Foroughi (Fifth Researcher), Maryam Karimi (Fourth Researcher), Mina Saeedi (Third Researcher), maryam akbari (Second Researcher), Mohammad Mahdavi (First Researcher)