70109-26-1Relevant academic research and scientific papers
Design, synthesis, and anticancer evaluation of benzophenone derivatives bearing naphthalene moiety as novel tubulin polymerization inhibitors
Wang, Guangcheng,Liu, Wenjing,Tang, Juan,Ma, Xue,Gong, Zipeng,Huang, Yong,Li, Yongjun,Peng, Zhiyun
, (2020/09/15)
A series of benzophenone derivatives bearing naphthalene moiety were designed, synthesized, characterized by 1H NMR, 13C NMR, and HRMS and evaluated for their antiproliferative activity against human breast cancer cell line (MCF-7). Most of the tested derivatives showed good to moderate cytotoxicity against MCF-7 cell line. Among them, compound 4u (IC50 = 1.47 ± 0.14 μM) was found to be the most active compound, which is more active than the standard drug cisplatin (IC50 = 15.24 ± 1.27 μM). In vitro tubulin polymerization inhibition assay, EBI competition assay, cell cycle analysis, and cell apoptosis assay identified that compound 4u was a new tubulin polymerization inhibitor by targeting the colchicine binding site. Besides, molecular docking study showed that compound 4u has high binding affinities with the colchicine binding site of tubulin through hydrogen bond, cation-π, and hydrophobic interaction.
Synthesis of naphthalene derivatives from ortho -alkynylacetophenone derivatives via tandem in situ incorporation of acetal and intramolecular heteroalkyne metathesis/annulation
Manojveer, Seetharaman,Balamurugan, Rengarajan
supporting information, p. 1712 - 1715 (2014/04/17)
An interesting domino reaction for the synthesis of substituted naphthyl ketones has been developed using readily accessible starting materials. This domino reaction proceeds via in situ incorporation of an acetal followed by intramolecular heteroalkyne metathesis/annulation in an ortho- alkynylacetophenone derivative. A deuterium incorporation experiment has been carried out to understand the mechanism.
