Development of a novel highly anti-proliferative family of gold complexes: Au(i)-phosphonium-phosphines

Abstract

A family of gold(I)-phosphonium-phosphines complexes was synthesized thanks to an efficient 5-step strategy, which involve a phospha-Fries rearrangement. It enables the facile variation of the phosphonium moiety. All the complexes...

Conception and Evaluation of Fluorescent Phosphine‐Gold Complexes: From Synthesis to in vivo Investigations

“…In addition, it would come in second position, if we compare it to the seven phosphonium-phosphine-gold (I) complexes that we had synthesized and studied previously. [61] This confirms our obser-vations by highlighting that promoting the delocalization of the phosphonium charge over a of the aromatic cycles improves the anti-proliferative properties of the compound.…”

“…This last reaction is carried out in dichloromethane at room temperature and affords the corresponding gold(I)-phosphonium-phosphine complex 2 in 94 % yield [49,53] and on phosphine-phosphonium-gold complexes (orange part). [61] Scheme 1. Synthesis of phosphine-gold(I) complex X, phosphonium XI, and phosphonium-phosphine gold(I) complex 2.…”

“…In addition, we have shown in a recent study that combining a phosphonium moiety with a phosphine-gold complex increases dramatically the anti-proliferative properties of the resulting molecule with regards to corresponding gold complex (Figure 1, upper right part). [61] Indeed, the phosphonium group allows to improve the crossing of cell membranes thanks to the combination of the water-solubilizing character of its positive charge and the lipophilicity due to the delocalization of this charge, when phosphonium is substituted by aromatic groups. [62] Moreover, phosphoniums are known to target mitochondria and have intrinsic anticancer activity.…”

Gold Compounds Inhibit the Ca2+-ATPase Activity of Brain PMCA and Human Neuroblastoma SH-SY5Y Cells and Decrease Cell Viability

“…In fact, several inorganic compounds and complexes inhibit Ca 2+ -ATPases activity with IC 50 inhibition values similar to the well-known Ca 2+ -ATPases drugs inhibitors, for example decavanadate (IC 50 = 15 µM), polyoxotungstates (IC 50 = 0.3-200 µM), polyoxovanadates (IC 50 = 1 µM), and vanadium complexes, such as BMOV (IC 50 = 40 µM), among others [42][43][44][45][46][47][48]. In summary, both gold(I) and gold(III) compounds 1-4 are potent inhibitors of the PMCA, pointing out this enzyme as a putative target for gold compounds that are promising agents in medicinal chemistry [49][50][51].…”

“…The model used was previously applied to several inorganic compounds, including vanadate. In fact, several studies were described about the interaction of organic and inorganic compounds and their effects on P-type ATPases [23,[36][37][38][39][40][41][42][43][44][45][46][47][48][49][50][51]. Therefore, several experiments with several vanadium compounds [45,47,48] at the same experimental conditions for comparison were performed, and the potencies of inhibition are compared in Table 2.…”