2-Benzoylpyridine- N(4)-tolyl thiosemicarbazones and their palladium(II) complexes: Cytotoxicity against leukemia cells
The palladium(II) complexes [Pd(2Bz4oT)Cl], [Pd(2Bz4mT)Cl], and [Pd(2Bz4pT)Cl] were prepared with N(4)- ortho- (H2Bz4oT) N(4)- meta- (H2Bz4mT) and N(4)- para- (H2Bz4pT) tolyl-thiosemicarbazones derived from 2-benzoylpyridine. The free thiosemicarbazones proved to be highly cytotoxic against Jurkat,...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry 2009-10, Vol.17 (20), p.7138-7144 |
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| creator | Ferraz, Karina S.O. Ferandes, Lucas Carrilho, Diego Pinto, Mauro C.X. Leite, Maria de Fátima Souza–Fagundes, Elaine M. Speziali, Nivaldo L. Mendes, Isolda C. Beraldo, Heloisa |
| description | The palladium(II) complexes [Pd(2Bz4oT)Cl], [Pd(2Bz4mT)Cl], and [Pd(2Bz4pT)Cl] were prepared with
N(4)-
ortho- (H2Bz4oT)
N(4)-
meta- (H2Bz4mT) and
N(4)-
para- (H2Bz4pT) tolyl-thiosemicarbazones derived from 2-benzoylpyridine. The free thiosemicarbazones proved to be highly cytotoxic against Jurkat, HL60 and the resistant HL60.Bcl-X
L leukemia cell lines at nanomolar concentrations, but were much less cytotoxic to HepG2
human hepatoma cells. Upon coordination to palladium(II) the cytotoxic activity against all studied cell lines decreases. However, the high cytotoxicity of the free thiosemicarbazones against leukemia, together with their hepatotoxic profile similar to that of cisplatin suggest that
N(4)-tolyl thiosemicarbazones have potential as chemotherapeutic drug candidates. |
| doi_str_mv | 10.1016/j.bmc.2009.08.063 |
| format | Article |
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N(4)-
ortho- (H2Bz4oT)
N(4)-
meta- (H2Bz4mT) and
N(4)-
para- (H2Bz4pT) tolyl-thiosemicarbazones derived from 2-benzoylpyridine. The free thiosemicarbazones proved to be highly cytotoxic against Jurkat, HL60 and the resistant HL60.Bcl-X
L leukemia cell lines at nanomolar concentrations, but were much less cytotoxic to HepG2
human hepatoma cells. Upon coordination to palladium(II) the cytotoxic activity against all studied cell lines decreases. However, the high cytotoxicity of the free thiosemicarbazones against leukemia, together with their hepatotoxic profile similar to that of cisplatin suggest that
N(4)-tolyl thiosemicarbazones have potential as chemotherapeutic drug candidates.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2009.08.063</identifier><identifier>PMID: 19773176</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Antineoplastic agents ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Biological and medical sciences ; Cell Line, Tumor ; Crystallography, X-Ray ; Drug Screening Assays, Antitumor ; General aspects ; Humans ; Leukemia ; Leukemia - pathology ; Magnetic Resonance Spectroscopy ; Medical sciences ; Models, Molecular ; Palladium - chemistry ; Palladium(II) complexes ; Pharmacology. Drug treatments ; Thiosemicarbazones ; Thiosemicarbazones - chemistry ; Thiosemicarbazones - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry, 2009-10, Vol.17 (20), p.7138-7144</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c456t-6cebb246c12dc21d01d9cc82ab99e47bc8979a40aa0a9cd30ec72d2a901a34853</citedby><cites>FETCH-LOGICAL-c456t-6cebb246c12dc21d01d9cc82ab99e47bc8979a40aa0a9cd30ec72d2a901a34853</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0968089609008384$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22020498$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19773176$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ferraz, Karina S.O.</creatorcontrib><creatorcontrib>Ferandes, Lucas</creatorcontrib><creatorcontrib>Carrilho, Diego</creatorcontrib><creatorcontrib>Pinto, Mauro C.X.</creatorcontrib><creatorcontrib>Leite, Maria de Fátima</creatorcontrib><creatorcontrib>Souza–Fagundes, Elaine M.</creatorcontrib><creatorcontrib>Speziali, Nivaldo L.</creatorcontrib><creatorcontrib>Mendes, Isolda C.</creatorcontrib><creatorcontrib>Beraldo, Heloisa</creatorcontrib><title>2-Benzoylpyridine- N(4)-tolyl thiosemicarbazones and their palladium(II) complexes: Cytotoxicity against leukemia cells</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>The palladium(II) complexes [Pd(2Bz4oT)Cl], [Pd(2Bz4mT)Cl], and [Pd(2Bz4pT)Cl] were prepared with
N(4)-
ortho- (H2Bz4oT)
N(4)-
meta- (H2Bz4mT) and
N(4)-
para- (H2Bz4pT) tolyl-thiosemicarbazones derived from 2-benzoylpyridine. The free thiosemicarbazones proved to be highly cytotoxic against Jurkat, HL60 and the resistant HL60.Bcl-X
L leukemia cell lines at nanomolar concentrations, but were much less cytotoxic to HepG2
human hepatoma cells. Upon coordination to palladium(II) the cytotoxic activity against all studied cell lines decreases. However, the high cytotoxicity of the free thiosemicarbazones against leukemia, together with their hepatotoxic profile similar to that of cisplatin suggest that
N(4)-tolyl thiosemicarbazones have potential as chemotherapeutic drug candidates.</description><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>Crystallography, X-Ray</subject><subject>Drug Screening Assays, Antitumor</subject><subject>General aspects</subject><subject>Humans</subject><subject>Leukemia</subject><subject>Leukemia - pathology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Palladium - chemistry</subject><subject>Palladium(II) complexes</subject><subject>Pharmacology. Drug treatments</subject><subject>Thiosemicarbazones</subject><subject>Thiosemicarbazones - chemistry</subject><subject>Thiosemicarbazones - pharmacology</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kU1v1DAQhi0EokvhB3BBuQDtIWHseJMYTrDiY6UKLnC2JvYseHHi1E6g6a8ny67g1tNIo-d9NZqHsaccCg68erUv2s4UAkAV0BRQlffYistK5mWp-H22AlU1OTSqOmOPUtoDgJCKP2RnXNV1yetqxX6L_B31t2H2wxyddT3l2ecLeZmPwc8-G3-4kKhzBmOLt6GnlGFvlzW5mA3oPVo3dRfb7WVmQjd4uqH0OtvMYxjDjTNunDP8jq5PY-Zp-rk0YWbI-_SYPdihT_TkNM_Ztw_vv24-5VdfPm43b69yI9fVmFeG2lbIynBhjeAWuFXGNAJbpUjWrWlUrVACIqAytgQytbACFXAsZbMuz9nLY-8Qw_VEadSdS4cLsKcwJV2XEmrOqwP54k5ScA5r-AvyI2hiSCnSTg_RdRhnzUEfvOi9XrzogxcNjV68LJlnp_Kp7cj-T5xELMDzE4DJoN9F7I1L_zghQIBUzcK9OXK0PO2Xo6iTcdQbsi6SGbUN7o4z_gCNFKwC</recordid><startdate>20091015</startdate><enddate>20091015</enddate><creator>Ferraz, Karina S.O.</creator><creator>Ferandes, Lucas</creator><creator>Carrilho, Diego</creator><creator>Pinto, Mauro C.X.</creator><creator>Leite, Maria de Fátima</creator><creator>Souza–Fagundes, Elaine M.</creator><creator>Speziali, Nivaldo L.</creator><creator>Mendes, Isolda C.</creator><creator>Beraldo, Heloisa</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><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>7QO</scope><scope>7T5</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20091015</creationdate><title>2-Benzoylpyridine- N(4)-tolyl thiosemicarbazones and their palladium(II) complexes: Cytotoxicity against leukemia cells</title><author>Ferraz, Karina S.O. ; Ferandes, Lucas ; Carrilho, Diego ; Pinto, Mauro C.X. ; Leite, Maria de Fátima ; Souza–Fagundes, Elaine M. ; Speziali, Nivaldo L. ; Mendes, Isolda C. ; Beraldo, Heloisa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c456t-6cebb246c12dc21d01d9cc82ab99e47bc8979a40aa0a9cd30ec72d2a901a34853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cell Line, Tumor</topic><topic>Crystallography, X-Ray</topic><topic>Drug Screening Assays, Antitumor</topic><topic>General aspects</topic><topic>Humans</topic><topic>Leukemia</topic><topic>Leukemia - pathology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Palladium - chemistry</topic><topic>Palladium(II) complexes</topic><topic>Pharmacology. Drug treatments</topic><topic>Thiosemicarbazones</topic><topic>Thiosemicarbazones - chemistry</topic><topic>Thiosemicarbazones - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ferraz, Karina S.O.</creatorcontrib><creatorcontrib>Ferandes, Lucas</creatorcontrib><creatorcontrib>Carrilho, Diego</creatorcontrib><creatorcontrib>Pinto, Mauro C.X.</creatorcontrib><creatorcontrib>Leite, Maria de Fátima</creatorcontrib><creatorcontrib>Souza–Fagundes, Elaine M.</creatorcontrib><creatorcontrib>Speziali, Nivaldo L.</creatorcontrib><creatorcontrib>Mendes, Isolda C.</creatorcontrib><creatorcontrib>Beraldo, Heloisa</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Immunology Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ferraz, Karina S.O.</au><au>Ferandes, Lucas</au><au>Carrilho, Diego</au><au>Pinto, Mauro C.X.</au><au>Leite, Maria de Fátima</au><au>Souza–Fagundes, Elaine M.</au><au>Speziali, Nivaldo L.</au><au>Mendes, Isolda C.</au><au>Beraldo, Heloisa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>2-Benzoylpyridine- N(4)-tolyl thiosemicarbazones and their palladium(II) complexes: Cytotoxicity against leukemia cells</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2009-10-15</date><risdate>2009</risdate><volume>17</volume><issue>20</issue><spage>7138</spage><epage>7144</epage><pages>7138-7144</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>The palladium(II) complexes [Pd(2Bz4oT)Cl], [Pd(2Bz4mT)Cl], and [Pd(2Bz4pT)Cl] were prepared with
N(4)-
ortho- (H2Bz4oT)
N(4)-
meta- (H2Bz4mT) and
N(4)-
para- (H2Bz4pT) tolyl-thiosemicarbazones derived from 2-benzoylpyridine. The free thiosemicarbazones proved to be highly cytotoxic against Jurkat, HL60 and the resistant HL60.Bcl-X
L leukemia cell lines at nanomolar concentrations, but were much less cytotoxic to HepG2
human hepatoma cells. Upon coordination to palladium(II) the cytotoxic activity against all studied cell lines decreases. However, the high cytotoxicity of the free thiosemicarbazones against leukemia, together with their hepatotoxic profile similar to that of cisplatin suggest that
N(4)-tolyl thiosemicarbazones have potential as chemotherapeutic drug candidates.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19773176</pmid><doi>10.1016/j.bmc.2009.08.063</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2009-10, Vol.17 (20), p.7138-7144 |
| issn | 0968-0896 1464-3391 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Antineoplastic agents Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Biological and medical sciences Cell Line, Tumor Crystallography, X-Ray Drug Screening Assays, Antitumor General aspects Humans Leukemia Leukemia - pathology Magnetic Resonance Spectroscopy Medical sciences Models, Molecular Palladium - chemistry Palladium(II) complexes Pharmacology. Drug treatments Thiosemicarbazones Thiosemicarbazones - chemistry Thiosemicarbazones - pharmacology |
| title | 2-Benzoylpyridine- N(4)-tolyl thiosemicarbazones and their palladium(II) complexes: Cytotoxicity against leukemia cells |
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