Efficient ferrocifen anticancer drug and Bcl-2 gene therapy using lipid nanocapsules on human melanoma xenograft in mouse

Resnier, Pauline; Galopin, Natacha; Sibiril, Y.; Clavreul, Anne; Cayon, Jérôme; Briganti, Alessandro; Legras, Pierre; Vessières, Anne; Montier, Tristan; Jaouen, Gérard; Benoit, Jean‐Pierre; Passirani, Catherine

doi:10.1016/j.phrs.2017.01.031

Cited by 40 publications

(31 citation statements)

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“…[Fe(η 5 and a significant deshielding (up to +44 ppm) on the C1 (C≡N) upon nitriles coordination. The 31 P{ 1 H} spectrum is characterized by the presence of a single signal at 66 ppm for all of the compounds.…”

Section: Complex (η 5 -C 5 H 5 ) H3mentioning

confidence: 99%

“…In that frame, the use of biologically essential metals, such as iron, seems to be a valuable strategy [2]. The better-known example is the ferrocifen family of compounds, ferrocenyl analogues of tamoxifen, developed by Jaouen and coworkers [2][3][4][5][6][7][8]. Tamoxifen is the first line chemotherapeutic for patients with hormone-dependent breast cancer (oestrogen receptor α-positive, ERα+).…”

Section: Introductionmentioning

confidence: 99%

“…Although this was an outstanding result, the ferrocifen-based compounds suffer from poor bioavailability, considerably delaying their entrance into clinical trials. Several formulations are being tested in order to overcome this limitation, such as nanoparticles or lipid nanocapsules [5,9].…”

Section: Introductionmentioning

confidence: 99%

“…Later works by us [20], Fan et al, [21], and Dyson, Marchetti et al, [22] on {Fe(Cp)(CO)n} or {Fe2(Cp)2(CO)2} based-compounds showed that the replacement of dppe by monodentate ligands allows for the synthesis of stable and more water soluble complexes (Figure 1ce). In particular, we have explored different substituents on the phosphane ligands of [Fe(η 5 -Cp)(CO)(phosphane)(aminobenzonitrile)] + compounds, concluding that triphenylphosphane was the ligand that imparted a better cytotoxic profile to the compounds on human cervical cancer cells (HeLa). [20] On the continuation of this structure-activity work, our strategy of molecular design has now included structural changes on the nitrile-based ligand.…”

Section: Introductionmentioning

confidence: 99%

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A New Family of Iron(II)-Cyclopentadienyl Compounds Shows Strong Activity against Colorectal and Triple Negative Breast Cancer Cells

et al. 2020

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A family of compounds with the general formula [Fe(η5-C5H5)(CO)(PPh3)(NCR)]+ has been synthesized (NCR = benzonitrile (1); 4-hydroxybenzonitrile (2); 4-hydroxymethylbenzonitrile (3); 4-aminobenzonitrile (4); 4-bromobenzonitrile (5); and, 4-chlorocinnamonitrile (6)). All of the compounds were obtained in good yields and were completely characterized by standard spectroscopic and analytical techniques. Compounds 1, 4, and 5 crystallize in the monoclinc P21/c space group and packing is determined by short contacts between the phosphane phenyl rings and cyclopentadienyl (compounds 1 and 4) or π-π lateral interactions between the benzonitrile molecules (complex 5). DFT and TD-DFT calculations were performed to help in the interpretation of the experimental UV-Vis. data and assign the electronic transitions. Cytotoxicity studies in MDA-MB-231 breast and SW480 colorectal cancer-derived cell lines showed IC50 values at a low micromolar range for all of the compounds in both cell lines. The determination of the selectivity index for colorectal cells (SW480 vs. NCM460, a normal colon-derived cell line) indicates that the compounds have some inherent selectivity. Further studies on the SW480 cell line demonstrated that the compounds induce cell death by apoptosis, inhibit proliferation by inhibiting the formation of colonies, and affect the actin-cytoskeleton of the cells. These results are not observed for the hydroxylated compounds 2 and 3, where an alternative mode of action might be present. Overall, the results indicate that the substituent at the nitrile-based ligand is associated to the biological activity of the compounds.

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Section: Complex (η 5 -C 5 H 5 ) H3mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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A New Family of Iron(II)-Cyclopentadienyl Compounds Shows Strong Activity against Colorectal and Triple Negative Breast Cancer Cells

et al. 2020

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“…Ethene derivatives with a ferrocenyl unit on one or both C atoms of the alkene deserve special attention. Prominent representatives of the first type are ferrocifene {1-[4-(2-dimethylaminoethoxy)phenyl]-1-phenyl-2-ferrocenylbut-1-ene} and its di-OH analogue, which are known as potent, organometallic antitumor drugs (Jaouen et al, 2015;Resnier et al, 2017). On the other hand, dimethyl (Z)-2,3-diferrocenylbut-2-enedioate displays interesting redox and solvatochromic properties (Solntsev et al, 2011).…”

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confidence: 99%

Crystal structure of (E)-1,2-diferrocenyl-1,2-bis(furan-2-yl)ethene

et al. 2018

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Inhibitory effect of zinc oxide nanorod arrays on breast cancer cells profiled through real‐time cytokines screening by a single‐cell microfluidic platform

Li,

Wang,

Qiu

et al. 2023

BMEMat

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Zinc oxide nanorods have been extensively studied for the specific killing of breast cancer (BC) cells, and their killing mechanism and anticancer effects have been initially demonstrated. However, systematic studies at the single‐cell level are still necessary to explore cellular functions in detail. In this work, a hydrothermal method was used to synthesize zinc oxide nanorod arrays (ZnO NRs). Their effect on BC cells was demonstrated at single‐cell resolution for the first time through microfluidic chips and a single‐cell analysis platform. The inhibitory effects of ZnO NRs were observed. First, ZnO NRs suppressed cell proliferation and migration abilities. Moreover, Interferon‐γ, Tumor Necrosis Factor‐α, and Granzyme B in BC cells turned out to be antitumor instead of tumorigenic under ZnO NRs stimulation. Furthermore, ZnO NRs inhibition altered cellular functions and thus weakened intercellular and intercluster correlations. More importantly, MDA‐MB‐231 cells (strongly metastatic) showed much greater resistance to ZnO NRs than MCF‐7 cells (nonmetastatic). The experiments complemented the findings at the single‐cell level and provided a more comprehensive consideration of the potential risks and applications of ZnO NRs in breast cancer therapy, which is of great importance for biomedical research on nanomaterials.

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Efficient ferrocifen anticancer drug and Bcl-2 gene therapy using lipid nanocapsules on human melanoma xenograft in mouse

Cited by 40 publications

References 50 publications

A New Family of Iron(II)-Cyclopentadienyl Compounds Shows Strong Activity against Colorectal and Triple Negative Breast Cancer Cells

A New Family of Iron(II)-Cyclopentadienyl Compounds Shows Strong Activity against Colorectal and Triple Negative Breast Cancer Cells

Crystal structure of (E)-1,2-diferrocenyl-1,2-bis(furan-2-yl)ethene

Inhibitory effect of zinc oxide nanorod arrays on breast cancer cells profiled through real‐time cytokines screening by a single‐cell microfluidic platform

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