Toward biocompatible dinitrosyl iron complexes: sugar-appended thiolates

Abstract

Both monomeric and dimeric tetraacetylglucose-containing {Fe(NO)} dinitrosyl iron complexes (DNICs) were prepared and examined for NO release in the presence of both chemical NO-trapping agents and endothelial cells.

Nitrosonium Cation as a Cytotoxic Component of Dinitrosyl Iron Complexes with Thiol-containing Ligands (based on the Experimental Work on MCF7 Human Breast Cancer Cell Culture)

“…Our study confirms the findings obtained by other researchers concerning the ability of M-DNIC and B-DNIC with thiol-containing ligands to exert cytotoxic activity toward transformed cells [14,[33][34][35]. It should be noted here that these complexes could well exert this activity toward the normal cells [15,30,31]. Therefore, there is also no evidence of the specific activity of these complexes toward the transformed cells.…”

“…4, left panel). A similar effect was observed previously by the groups studying the influence of various DNIC with thiol-containing ligands on cultivated transformed cells as well as normal cells [30][31][32][33].…”

“…It should be noted that DNIC with thiol-containing ligands can exert the antiapoptotic activity as well as the proapoptotic activity demonstrated in this work and elsewhere [14,15,30,31,[33][34][35]. The antiapoptotic activity was shown for endogenous DNIC with thiol-containing ligands produced in animal cells upon elevation of nonheme iron and NO generation [9].…”

A new generation of ferrociphenols leads to a great diversity of reactive metabolites, and exhibits remarkable antiproliferative properties

“…Bioactive ferrocenes have provided a number of examples over the last few years to illustrate this approach, using a variety of synthetic strategies. 20 – 31 The ferrociphenols stand out from the crowd of current candidates owing to the advanced state of biological studies in the area, and also because of the rich variety of their mechanisms of action. 32 – 36 This richness is due to their ability to generate the redox motif {ferrocenyl- ene -phenol} in the cancer cell.…”

A New Series of Succinimido-ferrociphenols and Related Heterocyclic Species Induce Strong Antiproliferative Effects, Especially against Ovarian Cancer Cells Resistant to Cisplatin

“…[27][28] Meanwhile a number of recent research projects have focused on biologically-oriented ferrocene compounds substituted by heterocyclic skeletons, including for example nucleobases, sugars or flavonoids. [29][30][31][32][33][34][35][36][37][38][39][40][41] In this context, the novel series shown below seems particularly appealing whereby a heterocyclic group such as succinimidyl or phthalimidyl, as in 3 or 4, respectively, has been incorporated into the molecule. We note that in bioorganometallic chemistry, examples of compounds that have significantly low IC 50 values on EOC cells resistant to cisplatin are practically nonexistent, except for rare complexes of ruthenium or osmium, having structures different from the ferrociphenols, and which appear promising.…”