Asymmetrical 2,6-bis(benzylidene)cyclohexanones: Synthesis, cytotoxic activity and QSAR study

作者：Nakhjiri Maryam; Safavi Maliheh; Alipour Eskandar; Emami Saeed; Atash Amir Farzin; Jafari Zavareh Mona; Ardestani Sussan K; Khoshneviszadeh Mehdi; Foroumadi Alireza; Shafiee Abbas^*

来源：European Journal of Medicinal Chemistry, 2012, 50: 113-123.

DOI：10.1016/j.ejmech.2012.01.045

• Anti-Cancer agents
• Cytotoxic activity
• Curcuminoids
• Benzylidene cyclohexanone

In order to develop novel anti-cancer agents, a series of asymmetrical 2,6-bis (benzylidene)cyclohexanone derivatives containing nitrobenzylidene moiety were synthesized and their cytotoxic activity were determined in vitro against MDA-MB 231, MCF-7 and SK-N-MC cell lines using MTT assay. Among the tested compounds, the highest activity against MDA-MB 231 cells was achieved by 2-(3-bromo-5-methoxy-4-propoxybenzylidene)-6-(2-nitrobenzylidene)cyclohexanone (compound 5d). Whereas, compound 5j (the 3-nitro analog of compound 5d) was the most potent compound against MCF-7 and SK-N-MC cell lines. The results indicated that the cytotoxic activity profile against different tumor cells can be optimized by desired 4-alkoxy-3-bromo-5-methoxybenzylidene scaffold.

• 出版日期2012-4