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http://hdl.handle.net/2445/164842
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DC Field | Value | Language |
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dc.contributor.author | Albert Mach, Joan | - |
dc.contributor.author | Bosque Pueyo, Ramón | - |
dc.contributor.author | Crespo, M. | - |
dc.contributor.author | Granell Sanvicente, Jaime Ramón | - |
dc.contributor.author | López Martínez, Ma. Concepción | - |
dc.contributor.author | Martín, Raquel | - |
dc.contributor.author | González, A. | - |
dc.contributor.author | Jayaraman, A. | - |
dc.contributor.author | Quirante Serrano, Josefina | - |
dc.contributor.author | Calvis, Carme | - |
dc.contributor.author | Badía Palacín, Josefa | - |
dc.contributor.author | Baldomà Llavinés, Laura | - |
dc.contributor.author | Font Bardia, Ma. Mercedes | - |
dc.contributor.author | Cascante i Serratosa, Marta | - |
dc.contributor.author | Messeguer i Peypoch, Ramon | - |
dc.date.accessioned | 2020-06-08T18:20:00Z | - |
dc.date.available | 2020-06-08T18:20:00Z | - |
dc.date.issued | 2015 | - |
dc.identifier.issn | 1477-9226 | - |
dc.identifier.uri | http://hdl.handle.net/2445/164842 | - |
dc.description.abstract | The synthesis and preliminary biological evaluation of neutral and cationic platinum derivatives of chiral 1-(1-naphthyl)ethylamine are reported, namely cycloplatinated neutral complexes [PtCl{(R or S)-NH(2)CH(CH(3))C(10)H(6)}(L)] [L = SOMe(2) ( 1-R or 1-S ), L = PPh(3) (2-R or 2-S), L = P(4-FC(6)H(4))(3) (3-R), L = P(CH(2))(3)N(3)(CH(2))(3) (4-R)], cycloplatinated cationic complexes [Pt{(R)-NH(2)CH(CH(3))C(10)H(6)}{L}]Cl [L = Ph(2)PCH(2)CH(2)PPh(2) (5-R), L = (C(6)F(5))(2)PCH(2)CH(2)P(C(6)F(5))(2) (6-R)] and the Pt(ii) coordination compound trans-[PtCl(2){(R)-NH(2)CH(CH(3))C(10)H(6)}(2)] (7-R). The X-ray molecular structure of 7-R is reported. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), cell cycle arrest and apoptosis, DNA interaction, topoisomerase I and cathepsin B inhibition, and Pt cell uptake of the studied compounds are presented. Remarkable cytotoxicity was observed for most of the synthesized Pt(ii) compounds regardless of (i) the absolute configuration R or S, and (ii) the coordinated/cyclometallated (neutral or cationic) nature of the complexes. The most potent compound 2-R (IC(50) = 270 nM) showed a 148-fold increase in potency with regard to cisplatin in HCT-116 colon cancer cells. Preliminary biological results point out to different biomolecular targets for the investigated compounds. Neutral cyclometallated complexes 1-R and 2-R, modify the DNA migration as cisplatin, cationic platinacycle 5-R was able to inhibit topoisomerase I-promoted DNA supercoiling, and Pt(ii) coordination compound 7-R turned out to be the most potent inhibitor of cathepsin B. Induction of G-1 phase ( 2-R and 5-R ), and S and G-2 phases (6-R) arrests are related to the antiproliferative activity of some representative compounds upon A-549 cells. Induction of apoptosis is also observed for 2-R and 6-R. | - |
dc.format.extent | 35 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Royal Society of Chemistry | - |
dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1039/c5dt01713k | - |
dc.relation.ispartof | Dalton Transactions, 2015, vol. 44, num. 30, p. 13602-13614 | - |
dc.relation.uri | https://doi.org/10.1039/c5dt01713k | - |
dc.rights | (c) Albert Mach, Joan et al., 2015 | - |
dc.source | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) | - |
dc.subject.classification | Platí | - |
dc.subject.classification | Càncer | - |
dc.subject.other | Platinum | - |
dc.subject.other | Cancer | - |
dc.title | Neutral and ionic platinum compounds containing a cyclometalated chiral primary amine: Synthesis, antitumor activity, DNA interaction and topoisomerase I - cathepsin B inhibition | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 653582 | - |
dc.date.updated | 2020-06-08T18:20:00Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada) |
Files in This Item:
File | Description | Size | Format | |
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653582.pdf | 1.41 MB | Adobe PDF | View/Open |
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