ENSCP Chimie Paris Tech, Laboratoire Charles Friedel (LCF), 75005 Paris, France.
Dalton Trans. 2012 Jul 7;41(25):7537-49. doi: 10.1039/c2dt30700f. Epub 2012 May 17.
The synthesis and anti-tumoral properties of a series of compounds possessing a ferrocenyl group tethered to a catechol via a conjugated system is presented. On MDA-MB-231 breast cancer cell lines, the catechol compounds display a similar or greater anti-proliferative potency (IC(50) values ranging from 0.48-1.21 μM) than their corresponding phenolic analogues (0.57-12.7 μM), with the highest activity found for species incorporating the [3]ferrocenophane motif. On the electrochemical timescale, phenolic compounds appear to oxidize to the quinone methide, while catechol moieties form the o-quinone by a similar mechanism. Chemical oxidation of selected compounds with Ag(2)O confirms this interpretation and demonstrates the probable involvement of such oxidative metabolites in the in vitro activity of these species.
呈现了一系列化合物的合成和抗肿瘤特性，这些化合物的芳基部分通过共轭体系与邻苯二酚相连，芳基部分含有二茂铁基团。在 MDA-MB-231 乳腺癌细胞系中，邻苯二酚化合物显示出与相应的酚类类似物相似或更强的抗增殖活性（IC50 值范围为 0.48-1.21 μM），其中含有 [3]二茂铁环戊烷基的化合物活性最高。在电化学时间尺度上，酚类化合物似乎氧化为醌亚甲醚，而邻苯二酚部分通过类似的机制形成邻醌。用 Ag（2）O 对选定化合物的化学氧化证实了这种解释，并证明了这种氧化代谢物可能参与了这些化合物的体外活性。
