Synthesis, characterization and antitumor activity of novel ferrocene-coumarin conjugates

Latest developments in coumarin-based anticancer agents: mechanism of action and structure–activity relationship studies

“…197 Seven novel coumarin-ferrocene conjugates were synthesized and their biological activities thoroughly investigated against several human cancer cell lines. 198 Most of the hybrids showed moderate and good activity compared to the reference adriamycin. Compound 127a (Fig.…”

Ferrocene-appended anthraquinone and coumarin as redox-active cytotoxins

“…74 Related compounds using alkyl amide or ester linkers show comparable activity to that of 4-FcC , suggesting that the general approach of linking Fc to coumarin has potential as a strategy for developing new anticancer compounds. 41 However, the importance of the linker between the coumarin and Fc is highlighted by studies of similar compounds using an aryl linker, which leads to diminished broad-spectrum activity. 43 To our knowledge, there is only one other report of a Fc-anthraquinone conjugate studied for its anticancer activity.…”

“…The anticancer applications of Fc-derivatized coumarin compounds have been explored by Wei et al 41 In this case, either amide or ester linkers were used to give compounds with promising cytotoxicity against several cancer cell lines. Significantly, the observed activity was linked to lower E ° values, consistent with more facile oxidation of Fc that results in greater cytotoxicity.…”

Probing Electronic Communication and Excited-State Dynamics in the Unprecedented Ferrocene-Containing Zinc MB-DIPY

“…BODIPYs with electron-accepting groups in meso- − or β-position(s), − pyridone-conjugated BODIPYs, − and aza-BODIPYs − have comparable first reduction potentials to C 60 fullerene derivatives and have demonstrated significantly better optical and photophysical properties for light harvesting. Despite such a prominent and potentially useful combination of redox and optical properties, studies on ferrocene-containing systems connected to the electron-deficient chromophore are sparse. − We have recently developed a scalable synthetic pathway for the preparation of the electron-deficient manitoba-dipyrromethene (MB-DIPY) chromophores that are direct analogues of the benzo-fused aza-DIPYs and aza-BODIPYs . In this communication, we will show that the readily available and inexpensive acetylferrocene can be used as a precursor for the preparation of the first ferrocene-containing MB-DIPY analogues with similar absorption and redox properties to C 60 fullerene and its derivatives.…”