Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones

Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones Publisher

Mahdavi M¹ ; Akhbari M² ; Saeedi M^{3, 4} ; Karimi M² ; Foroughi N² ; Karimpourrazkenari E⁴ ; Alinezhad H⁵ ; Foroumadi A¹ ; Shafiee A¹ ; Akbarzadeh T^{4, 6}

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
2. Essential Oil Research Center, University of Kashan, Kashan, Iran
3. Faculty of Pharmacy, Medicinal Plants Research Center, Tehran University of Medical Sciences, Tehran, Iran
4. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
5. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
6. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Helvetica Chimica Acta Published:2016

Abstract

This work describes the synthesis of novel 1,2,3-triazole-4-linked (2E,6E)-2-benzylidene-6-(4-nitrobenzylidene)cyclo-hexanones 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. © 2016 Verlag Helvetica Chimica Acta AG, Zurich.

Style	Citing Format
MLA	Mahdavi M, et al.. "Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones." Helvetica Chimica Acta, vol. 99, no. 3, 2016, pp. 175-180.
APA	Mahdavi M, Akhbari M, Saeedi M, Karimi M, Foroughi N, Karimpourrazkenari E, Alinezhad H, Foroumadi A, Shafiee A, Akbarzadeh T (2016). Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones. Helvetica Chimica Acta, 99(3), 175-180.
Chicago	Mahdavi M, Akhbari M, Saeedi M, Karimi M, Foroughi N, Karimpourrazkenari E, Alinezhad H, Foroumadi A, Shafiee A, Akbarzadeh T. "Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones." Helvetica Chimica Acta 99, no. 3 (2016): 175-180.
Harvard	Mahdavi M et al. (2016) 'Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones', Helvetica Chimica Acta, 99(3), pp. 175-180.
Vancouver	Mahdavi M, Akhbari M, Saeedi M, Karimi M, Foroughi N, Karimpourrazkenari E, et al.. Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones. Helvetica Chimica Acta. 2016;99(3):175-180.
BibTex	@article{ author = {Mahdavi M and Akhbari M and Saeedi M and Karimi M and Foroughi N and Karimpourrazkenari E and Alinezhad H and Foroumadi A and Shafiee A and Akbarzadeh T}, title = {Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones}, journal = {Helvetica Chimica Acta}, volume = {99}, number = {3}, pages = {175-180}, year = {2016} }
RIS	TY - JOUR AU - Mahdavi M AU - Akhbari M AU - Saeedi M AU - Karimi M AU - Foroughi N AU - Karimpourrazkenari E AU - Alinezhad H AU - Foroumadi A AU - Shafiee A AU - Akbarzadeh T TI - Synthesis and Cytotoxic Evaluation of Novel 1,2,3-Triazole-4-Linked (2E,6E)-2-Benzylidene-6-(4-Nitrobenzylidene)Cyclohexanones JO - Helvetica Chimica Acta VL - 99 IS - 3 SP - 175 EP - 180 PY - 2016 ER -

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