New Pd(II) and Pt(II) complexes with N,S-chelated pyrazolonate ligands: Molecular and supramolecular structure and preliminary study of their in vitro antitumoral activity
New Pd(II) and Pt(II) complexes [ML 2] (HL = a substituted 2,5-dihydro-5-oxo-1 H-pyrazolone-1-carbothioamide) have been synthesized by reacting K 2MCl 4 (M = Pd, Pt) or Pd(OAc) 2 with β-ketoester thiosemicarbazones. The structures of seven of these complexes were determined by X-ray diffraction. Alt...
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| Veröffentlicht in: | Journal of inorganic biochemistry 2008, Vol.102 (1), p.33-45 |
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| creator | Casas, José S. Castellano, Eduardo E. Ellena, Javier García-Tasende, María S. Pérez-Parallé, M. Luz Sánchez, Agustín Sánchez-González, Ángeles Sordo, José Touceda, Ángeles |
| description | New Pd(II) and Pt(II) complexes [ML
2] (HL
=
a substituted 2,5-dihydro-5-oxo-1
H-pyrazolone-1-carbothioamide) have been synthesized by reacting K
2MCl
4 (M
=
Pd, Pt) or Pd(OAc)
2 with β-ketoester thiosemicarbazones. The structures of seven of these complexes were determined by X-ray diffraction. Although all exhibit a distorted square-planar coordination with
trans- or (in one case)
cis-[MN
2S
2] kernels, their supramolecular arrangements vary widely from isolated molecules to 3D-networks.
The
in vitro antitumoral assays performed with two HL ligands and their metal complexes showed significant cytostatic activity for the latter, with the most active [ML
2] derivative (a palladium complex) being about sixteen times more active than
cis-DDP against the cisplatinum-resistant cell line A2780cisR. |
| doi_str_mv | 10.1016/j.jinorgbio.2007.06.032 |
| format | Article |
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2] (HL
=
a substituted 2,5-dihydro-5-oxo-1
H-pyrazolone-1-carbothioamide) have been synthesized by reacting K
2MCl
4 (M
=
Pd, Pt) or Pd(OAc)
2 with β-ketoester thiosemicarbazones. The structures of seven of these complexes were determined by X-ray diffraction. Although all exhibit a distorted square-planar coordination with
trans- or (in one case)
cis-[MN
2S
2] kernels, their supramolecular arrangements vary widely from isolated molecules to 3D-networks.
The
in vitro antitumoral assays performed with two HL ligands and their metal complexes showed significant cytostatic activity for the latter, with the most active [ML
2] derivative (a palladium complex) being about sixteen times more active than
cis-DDP against the cisplatinum-resistant cell line A2780cisR.</description><identifier>ISSN: 0162-0134</identifier><identifier>EISSN: 1873-3344</identifier><identifier>DOI: 10.1016/j.jinorgbio.2007.06.032</identifier><identifier>PMID: 17689616</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Antineoplastic Agents - chemistry ; Antineoplastic Agents - therapeutic use ; Antitumoral activity ; Cell Line, Tumor ; Female ; Humans ; Hydrogen Bonding ; Molecular Structure ; Organoplatinum Compounds - chemical synthesis ; Organoplatinum Compounds - chemistry ; Ovarian Neoplasms - drug therapy ; Palladium - chemistry ; Palladium complexes ; Platinum complexes ; Pyrazolone ligands ; Pyrazolones - chemical synthesis ; Pyrazolones - chemistry ; Pyrazolones - therapeutic use ; Thiosemicarbazone ligands ; X-Ray Diffraction</subject><ispartof>Journal of inorganic biochemistry, 2008, Vol.102 (1), p.33-45</ispartof><rights>2007 Elsevier Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c369t-a67553c11c218a742979a77a4280d4f2204bd33fef9754de851cf8a01120feb43</citedby><cites>FETCH-LOGICAL-c369t-a67553c11c218a742979a77a4280d4f2204bd33fef9754de851cf8a01120feb43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0162013407001602$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,4010,27900,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17689616$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Casas, José S.</creatorcontrib><creatorcontrib>Castellano, Eduardo E.</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>García-Tasende, María S.</creatorcontrib><creatorcontrib>Pérez-Parallé, M. Luz</creatorcontrib><creatorcontrib>Sánchez, Agustín</creatorcontrib><creatorcontrib>Sánchez-González, Ángeles</creatorcontrib><creatorcontrib>Sordo, José</creatorcontrib><creatorcontrib>Touceda, Ángeles</creatorcontrib><title>New Pd(II) and Pt(II) complexes with N,S-chelated pyrazolonate ligands: Molecular and supramolecular structure and preliminary study of their in vitro antitumoral activity</title><title>Journal of inorganic biochemistry</title><addtitle>J Inorg Biochem</addtitle><description>New Pd(II) and Pt(II) complexes [ML
2] (HL
=
a substituted 2,5-dihydro-5-oxo-1
H-pyrazolone-1-carbothioamide) have been synthesized by reacting K
2MCl
4 (M
=
Pd, Pt) or Pd(OAc)
2 with β-ketoester thiosemicarbazones. The structures of seven of these complexes were determined by X-ray diffraction. Although all exhibit a distorted square-planar coordination with
trans- or (in one case)
cis-[MN
2S
2] kernels, their supramolecular arrangements vary widely from isolated molecules to 3D-networks.
The
in vitro antitumoral assays performed with two HL ligands and their metal complexes showed significant cytostatic activity for the latter, with the most active [ML
2] derivative (a palladium complex) being about sixteen times more active than
cis-DDP against the cisplatinum-resistant cell line A2780cisR.</description><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - therapeutic use</subject><subject>Antitumoral activity</subject><subject>Cell Line, Tumor</subject><subject>Female</subject><subject>Humans</subject><subject>Hydrogen Bonding</subject><subject>Molecular Structure</subject><subject>Organoplatinum Compounds - chemical synthesis</subject><subject>Organoplatinum Compounds - chemistry</subject><subject>Ovarian Neoplasms - drug therapy</subject><subject>Palladium - chemistry</subject><subject>Palladium complexes</subject><subject>Platinum complexes</subject><subject>Pyrazolone ligands</subject><subject>Pyrazolones - chemical synthesis</subject><subject>Pyrazolones - chemistry</subject><subject>Pyrazolones - therapeutic use</subject><subject>Thiosemicarbazone ligands</subject><subject>X-Ray Diffraction</subject><issn>0162-0134</issn><issn>1873-3344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc9u1DAQxi0EokvhFcAnBFIT7NiJE25VBWWltlQCzpbXnnS9cuLUdlqWV-IlcXdX5djT_Pt9Mxp9CL2jpKSENp825caOPtysrC8rQkRJmpKw6hla0FawgjHOn6NFJquCUMaP0KsYN4SQuubiJTqiomm7hjYL9PcK7vG1-bBcfsRqNPg67VLth8nBb4j43qY1vjr5Ueg1OJXA4Gkb1B_v_Jgr7OxNlsXP-NI70LNTYbcmzlNQw2MrpjDrNAfYDacAzg52VGGbJ7PZYt_jtAYbsB3xnU3BZy7ZNA8-KIeVTjZ3t6_Ri165CG8O8Rj9-vrl59m34uL7-fLs9KLQrOlSoRpR10xTqivaKsGrTnRKCMWrlhjeVxXhK8NYD30nam6granuW0UorUgPK86O0fv93in42xlikoONGpxTI_g5SkFoTQmvMyj2oA4-xgC9nIId8luSEvngk9zIR5_kg0-SNDL7lJVvDyfm1QDmv-5gTAZO9wDkR-8sBBm1hVGDsQF0ksbbJ4_8Axdzq5M</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>Casas, José S.</creator><creator>Castellano, Eduardo E.</creator><creator>Ellena, Javier</creator><creator>García-Tasende, María S.</creator><creator>Pérez-Parallé, M. Luz</creator><creator>Sánchez, Agustín</creator><creator>Sánchez-González, Ángeles</creator><creator>Sordo, José</creator><creator>Touceda, Ángeles</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>2008</creationdate><title>New Pd(II) and Pt(II) complexes with N,S-chelated pyrazolonate ligands: Molecular and supramolecular structure and preliminary study of their in vitro antitumoral activity</title><author>Casas, José S. ; Castellano, Eduardo E. ; Ellena, Javier ; García-Tasende, María S. ; Pérez-Parallé, M. Luz ; Sánchez, Agustín ; Sánchez-González, Ángeles ; Sordo, José ; Touceda, Ángeles</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c369t-a67553c11c218a742979a77a4280d4f2204bd33fef9754de851cf8a01120feb43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - therapeutic use</topic><topic>Antitumoral activity</topic><topic>Cell Line, Tumor</topic><topic>Female</topic><topic>Humans</topic><topic>Hydrogen Bonding</topic><topic>Molecular Structure</topic><topic>Organoplatinum Compounds - chemical synthesis</topic><topic>Organoplatinum Compounds - chemistry</topic><topic>Ovarian Neoplasms - drug therapy</topic><topic>Palladium - chemistry</topic><topic>Palladium complexes</topic><topic>Platinum complexes</topic><topic>Pyrazolone ligands</topic><topic>Pyrazolones - chemical synthesis</topic><topic>Pyrazolones - chemistry</topic><topic>Pyrazolones - therapeutic use</topic><topic>Thiosemicarbazone ligands</topic><topic>X-Ray Diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Casas, José S.</creatorcontrib><creatorcontrib>Castellano, Eduardo E.</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>García-Tasende, María S.</creatorcontrib><creatorcontrib>Pérez-Parallé, M. Luz</creatorcontrib><creatorcontrib>Sánchez, Agustín</creatorcontrib><creatorcontrib>Sánchez-González, Ángeles</creatorcontrib><creatorcontrib>Sordo, José</creatorcontrib><creatorcontrib>Touceda, Ángeles</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of inorganic biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Casas, José S.</au><au>Castellano, Eduardo E.</au><au>Ellena, Javier</au><au>García-Tasende, María S.</au><au>Pérez-Parallé, M. Luz</au><au>Sánchez, Agustín</au><au>Sánchez-González, Ángeles</au><au>Sordo, José</au><au>Touceda, Ángeles</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Pd(II) and Pt(II) complexes with N,S-chelated pyrazolonate ligands: Molecular and supramolecular structure and preliminary study of their in vitro antitumoral activity</atitle><jtitle>Journal of inorganic biochemistry</jtitle><addtitle>J Inorg Biochem</addtitle><date>2008</date><risdate>2008</risdate><volume>102</volume><issue>1</issue><spage>33</spage><epage>45</epage><pages>33-45</pages><issn>0162-0134</issn><eissn>1873-3344</eissn><abstract>New Pd(II) and Pt(II) complexes [ML
2] (HL
=
a substituted 2,5-dihydro-5-oxo-1
H-pyrazolone-1-carbothioamide) have been synthesized by reacting K
2MCl
4 (M
=
Pd, Pt) or Pd(OAc)
2 with β-ketoester thiosemicarbazones. The structures of seven of these complexes were determined by X-ray diffraction. Although all exhibit a distorted square-planar coordination with
trans- or (in one case)
cis-[MN
2S
2] kernels, their supramolecular arrangements vary widely from isolated molecules to 3D-networks.
The
in vitro antitumoral assays performed with two HL ligands and their metal complexes showed significant cytostatic activity for the latter, with the most active [ML
2] derivative (a palladium complex) being about sixteen times more active than
cis-DDP against the cisplatinum-resistant cell line A2780cisR.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>17689616</pmid><doi>10.1016/j.jinorgbio.2007.06.032</doi><tpages>13</tpages></addata></record> |
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| identifier | ISSN: 0162-0134 |
| ispartof | Journal of inorganic biochemistry, 2008, Vol.102 (1), p.33-45 |
| issn | 0162-0134 1873-3344 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70151045 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Antineoplastic Agents - chemistry Antineoplastic Agents - therapeutic use Antitumoral activity Cell Line, Tumor Female Humans Hydrogen Bonding Molecular Structure Organoplatinum Compounds - chemical synthesis Organoplatinum Compounds - chemistry Ovarian Neoplasms - drug therapy Palladium - chemistry Palladium complexes Platinum complexes Pyrazolone ligands Pyrazolones - chemical synthesis Pyrazolones - chemistry Pyrazolones - therapeutic use Thiosemicarbazone ligands X-Ray Diffraction |
| title | New Pd(II) and Pt(II) complexes with N,S-chelated pyrazolonate ligands: Molecular and supramolecular structure and preliminary study of their in vitro antitumoral activity |
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