Platinum(II) Complexes Bearing Triphenylphosphine and Chelating Oximes: Antiproliferative Effect and Biological Profile in Resistant Cells.
Animals
Antineoplastic Agents
/ chemical synthesis
Cell Proliferation
/ drug effects
Cells, Cultured
Chelating Agents
/ chemical synthesis
DNA
/ chemistry
Dose-Response Relationship, Drug
Drug Resistance, Neoplasm
/ drug effects
Drug Screening Assays, Antitumor
Humans
Male
Membrane Potential, Mitochondrial
/ drug effects
Molecular Structure
Organophosphorus Compounds
/ chemistry
Organoplatinum Compounds
/ chemical synthesis
Oximes
/ chemistry
Reactive Oxygen Species
/ metabolism
Salmon
Structure-Activity Relationship
Testis
/ chemistry
bioinorganic chemistry
cytotoxicity
drug resistance
mitochondria
platinum
Journal
ChemMedChem
ISSN: 1860-7187
Titre abrégé: ChemMedChem
Pays: Germany
ID NLM: 101259013
Informations de publication
Date de publication:
05 08 2020
05 08 2020
Historique:
received:
13
03
2020
revised:
27
05
2020
pubmed:
4
6
2020
medline:
16
6
2021
entrez:
4
6
2020
Statut:
ppublish
Résumé
Platinum(II) complexes of the type [Pt(Cl)(PPh
Identifiants
pubmed: 32490604
doi: 10.1002/cmdc.202000165
doi:
Substances chimiques
Antineoplastic Agents
0
Chelating Agents
0
Organophosphorus Compounds
0
Organoplatinum Compounds
0
Oximes
0
Reactive Oxygen Species
0
triphenylphosphine
26D26OA393
DNA
9007-49-2
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
1464-1472Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Références
A. W. Prestayko, J. C. D′Aoust, B. F. Issell, S. T. Crooke, Cancer Treat. Rev. 1979, 6, 17-39.
D. Lebwohl, R. Canetta, Eur. J. Cancer 1998, 34, 1522-1534.
M. Galanski, Recent Pat. Anti-Cancer Drug Discovery 2006, 1, 285-295.
M. D. Hall, M. Okabe, D. W. Shen, X. J. Liang, M. M. Gottesman, Annu. Rev. Pharmacol. Toxicol. 2008, 48, 495-535.
L. Kelland, Drugs 2000, 59, 1-8.
S. Dasari, P. B. Tchounwou, Eur. J. Pharmacol. 2014, 740, 364-378.
L. Kelland, Nat. Rev. Cancer 2007, 7, 573-584.
L. Galluzzi, L. Senovilla, I. Vitale, J. Michels, I. Martins, O. Kepp, M. Castedo, G. Kroemer, Oncogene 2012, 31, 1869-1883.
S. Fulda, L. Galluzzi, G. Kroeme, Nat. Rev. Drug Discovery 2010, 9, 447-464.
P. Costantini, E. Jacotot, D. Decaudin, G. Kroemer, J. Natl. Cancer Inst. 2000, 92, 1042-1053.
D. Pathania, M. Millard, N. Neamati, Adv. Drug Delivery Rev. 2009, 61, 1250-1275.
M. F. C. Guedes da Silva, Y. A. Izotova, A. J. L. Pombeiro, V. Y. Kukushkin, Inorg. Chim. Acta 1998, 277, 83-88.
V.Y. Kukushkin, D. Tudela, Y. A. Izotova, V. K. Belsky, A. I. Stash, Polyhedron, 1998, 17, 2455-2461.
E. Borre, G. Dahm, G. Guichard, S. Bellemin-Laponnaz, New J. Chem. 2016, 40, 3164-3171.
D. A. Erdogan, S. Ozalp-Yaman, J. Mol. Struct. 2014, 1064, 50-57.
G. Grabmann, S. M. Meier, Y. Y. Scaffidi-Domianello, M. Galanski, B. K. Keppler, C. G. Hartinger, J. Chromatogr. A 2012, 1267, 156-161.
C. Bartel, A. K. Bytzek, Y. Y. Scaffidi-Domianello, G. Grabmann, M. A. Jakupec, C. G. Hartinger, M. Galanski, B. K. Keppler, J. Biol. Inorg. Chem. 2012, 17, 465-474.
Y. Y. Scaffidi-Domianello, A. A. Legin, M. A. Jakupec, V. B. Arion, V. Y. Kukushkin, M. Galanski, B. K. Keppler, Inorg. Chem. 2011, 50, 10673-10681.
D. Belli Dell'Amico, M. Colalillo, L. Dalla Via, M. Dell′Acqua, A. N. García-Argáez, M. Hyeraci, L. Labella, F. Marchetti, S. Samaritani, Eur. J. Inorg. Chem. 2018, 14, 1589-1594.
L. Dalla Via, A. N. García-Argáez, A. Adami, S. Grancara, P. Martinis, A. Toninello, D. Belli Dell'Amico, L. Labella, S. Samaritani, Bioorg. Med. Chem. 2013, 21, 6965-6972.
D. Belli Dell'Amico, L. Labella, F. Marchetti, S. Samaritani, Dalton Trans. 2012, 41, 1389-1396.
D. Belli Dell'Amico, M. Colalillo, L. Labella, F. Marchetti, S. Samaritani, Inorg. Chim. Acta 2018, 47030, 181-186.
S. F. Kaplan, V. Y. Kukushkin, S. Shova, K. Suwinska, G. Wagner, A. J. L. Pombeiro, Eur. J. Inorg. Chem. 2001, 4, 1031-1038.
M. V. Keck, S. J. Lippard, J. Am. Chem. Soc. 1992, 114, 3386-3390.
D. W. Shen, L. M. Pouliot, M. D. Hall, M. M. Gottesman, Pharmacol. Rev. 2012, 64, 706-721.
J. Zisowsky, S. Koegel, S. Leyers, K. Devarakonda, M. U. Kassack, M. Osmak, U. Jaehde, Biochem. Pharmacol. 2007, 73, 298-307.
S. Fulda, K. M. Debatin, Oncogene 2006, 25, 4798-4811.
Z. H. Siddik in Cancer Drug Discovery and Development: Cancer Drug Resistance (Ed.: B. Teicher) Humana, Totowa, 2006, pp. 283-307.
R. W. Horobin, S. Trapp, V. Weissig, J. Controlled Release 2007, 121, 125-136.
J. D. Robertson, V. Gogvadze, B. Zhivotovsky, S. Orrenius, J. Biol. Chem. 2000, 275, 32438-32443.
J. F. Kidd, M. F. Pilkington, M. J. Schell, K. E. Fogarty, J. N. Skepper, C. W. Taylor, P. Thorn, J. Biol. Chem. 2002, 277, 6504-6510.
L. Dalla Via, S. Santi, V. Di Noto, A. Venzo, E. Agostinelli, A. Calcabrini, M. Condello, A. Toninello, J. Biol. Inorg. Chem., 2011, 16, 695-713.
M. P. Murphy, Trends Biotechnol. 1997, 15, 326-330.
R. A. Smith, C. M. Porteous, A. M. Gane, M. P. Murphy, Proc. Natl. Acad. Sci. USA 2003, 100, 5407-5412.
M. C. Frantz, P. Wipf, Environ. Mol. Mutagen. 2010, 51, 462-475.
V. Scalcon, A. Bindoli, M. P. Rigobello, Free Radical Biol. Med. 2018, 127, 62-79.
L. A. Sena, S. N. S. Chandel, Mol. Cell 2012, 48, 158-167.
J. Zhang, X. Wang, V. Vikash, Q. Ye, D. Wu, Y. Liu, W. Dong, Oxidative Med. Cell. Longev. 2016, 2016, 4350965.
M. Redza-Dutordoir, D. A. Averill-Bates, Biochim. Biophys. Acta 2016, 1863, 2977-2992.
W. L. F. Armarego, D. D. Perrin in Purification of Laboratory Chemicals, Butterworth-Heinemann, 1996.
C. B. Aakeröy, A. S. Sinha, RSC Adv. 2013, 3, 8168-8171.
G. M. Sheldrick, SHELXS. Version 2014/7, 2013, Georg-August-Universität Göttingen (Germany).
G. M. Sheldrick, SHELXL (Release 97-2), 1998, University of Göttingen (Germany).
L. J. Farrugia, J. Appl. Crystallogr. 1999, 32, 837-838.
A. Cossarizza, M. Baccaranicontri, G. Kalashnikova, C. Franceschi, Biochem. Biophys. Res. Commun. 1993, 197, 40-45.
D. A. Clayton, G. S. Shadel, Cold Spring Harbor Protocols 2014, 74542.
V. Scalcon, M. Salmain, A. Folda, S. Top, P. Pigeon, H. Z. S. Lee, G. Jaouen, A. Bindoli, A. Vessieres, M. P. Rigobello, Metallomics 2017, 9, 949-959.