Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity

Three PdII complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh3)](NO3)•H2O, 1, [Pd(apmtsc)(PPh3)](NO3), 2, and [Pd(apptsc)(PPh3)](NO3)•H2O, 3, where PPh3 = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicar...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of the Brazilian Chemical Society 2010, Vol.21 (7), p.1177-1186
Hauptverfasser: Maia, Pedro I. da S., Graminha, Angélica, Pavan, Fernando R., Leite, Clarice Q. F., Batista, Alzir A., Back, Davi F., Lang, Ernesto S., Ellena, Javier, Lemos, Sebastião de S., Salistre-de-Araujo, Heloisa S., Deflon, Victor M.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1186
container_issue 7
container_start_page 1177
container_title Journal of the Brazilian Chemical Society
container_volume 21
creator Maia, Pedro I. da S.
Graminha, Angélica
Pavan, Fernando R.
Leite, Clarice Q. F.
Batista, Alzir A.
Back, Davi F.
Lang, Ernesto S.
Ellena, Javier
Lemos, Sebastião de S.
Salistre-de-Araujo, Heloisa S.
Deflon, Victor M.
description Three PdII complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh3)](NO3)•H2O, 1, [Pd(apmtsc)(PPh3)](NO3), 2, and [Pd(apptsc)(PPh3)](NO3)•H2O, 3, where PPh3 = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, ¹H and 31P{¹H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H37Rv ATCC 27294 activity were evaluated for the compounds. All PdII complexes were highly active against the studied cell line, presenting similar values of IC50, around 5 µmol L-1, while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.
doi_str_mv 10.1590/S0103-50532010000700004
format Article
fullrecord <record><control><sourceid>scielo_cross</sourceid><recordid>TN_cdi_scielo_journals_S0103_50532010000700004</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><scielo_id>S0103_50532010000700004</scielo_id><sourcerecordid>S0103_50532010000700004</sourcerecordid><originalsourceid>FETCH-LOGICAL-c345t-96047a74230c1091b0cc9812be935d0c5e4d4216135dcee45147f0289a0d8ab63</originalsourceid><addsrcrecordid>eNp1UctOwzAQ9AEkSuEb8BEkUuw8moZbVfGoVAQScI42my1xlcSV7UDTD-I7cSnigtjDPrQzs9IsY2dSjGSSiatnIUUUJCKJQt_5SHcpPmCD38URO7Z2JUSYeNCAfT5BXUOpuuZ8Pr_gqJt1TRuy_EO5irtKaUuNQjAFbHVL9prbvnUVWbKXHCswgI6M2oJTuuXQlhx7p53eKFSu5_AGqrWOF4bAF4QWyXCkurbf4GnrVPDQoy72Ol3DXVeQwa7WVnkMOvXuhU7Y4RJqS6c_dcheb29eZvfB4vFuPpsuAozixAXZWMQppHEYCZQik4VAzCYyLCiLklJgQnEZh3Is_YREcSLjdCnCSQainEAxjoZstNe1qKjW-Up3pvUH829n8z_OekK6J6DR1hpa5mujGjB9LkW--8m_zC9HKoM4</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity</title><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><creator>Maia, Pedro I. da S. ; Graminha, Angélica ; Pavan, Fernando R. ; Leite, Clarice Q. F. ; Batista, Alzir A. ; Back, Davi F. ; Lang, Ernesto S. ; Ellena, Javier ; Lemos, Sebastião de S. ; Salistre-de-Araujo, Heloisa S. ; Deflon, Victor M.</creator><creatorcontrib>Maia, Pedro I. da S. ; Graminha, Angélica ; Pavan, Fernando R. ; Leite, Clarice Q. F. ; Batista, Alzir A. ; Back, Davi F. ; Lang, Ernesto S. ; Ellena, Javier ; Lemos, Sebastião de S. ; Salistre-de-Araujo, Heloisa S. ; Deflon, Victor M.</creatorcontrib><description>Three PdII complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh3)](NO3)•H2O, 1, [Pd(apmtsc)(PPh3)](NO3), 2, and [Pd(apptsc)(PPh3)](NO3)•H2O, 3, where PPh3 = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, ¹H and 31P{¹H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H37Rv ATCC 27294 activity were evaluated for the compounds. All PdII complexes were highly active against the studied cell line, presenting similar values of IC50, around 5 µmol L-1, while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.</description><identifier>ISSN: 0103-5053</identifier><identifier>ISSN: 1678-4790</identifier><identifier>DOI: 10.1590/S0103-50532010000700004</identifier><language>eng</language><publisher>Sociedade Brasileira de Química</publisher><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><ispartof>Journal of the Brazilian Chemical Society, 2010, Vol.21 (7), p.1177-1186</ispartof><rights>This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c345t-96047a74230c1091b0cc9812be935d0c5e4d4216135dcee45147f0289a0d8ab63</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,778,782,883,4012,27910,27911,27912</link.rule.ids></links><search><creatorcontrib>Maia, Pedro I. da S.</creatorcontrib><creatorcontrib>Graminha, Angélica</creatorcontrib><creatorcontrib>Pavan, Fernando R.</creatorcontrib><creatorcontrib>Leite, Clarice Q. F.</creatorcontrib><creatorcontrib>Batista, Alzir A.</creatorcontrib><creatorcontrib>Back, Davi F.</creatorcontrib><creatorcontrib>Lang, Ernesto S.</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>Lemos, Sebastião de S.</creatorcontrib><creatorcontrib>Salistre-de-Araujo, Heloisa S.</creatorcontrib><creatorcontrib>Deflon, Victor M.</creatorcontrib><title>Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity</title><title>Journal of the Brazilian Chemical Society</title><addtitle>J. Braz. Chem. Soc</addtitle><description>Three PdII complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh3)](NO3)•H2O, 1, [Pd(apmtsc)(PPh3)](NO3), 2, and [Pd(apptsc)(PPh3)](NO3)•H2O, 3, where PPh3 = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, ¹H and 31P{¹H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H37Rv ATCC 27294 activity were evaluated for the compounds. All PdII complexes were highly active against the studied cell line, presenting similar values of IC50, around 5 µmol L-1, while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.</description><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><issn>0103-5053</issn><issn>1678-4790</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp1UctOwzAQ9AEkSuEb8BEkUuw8moZbVfGoVAQScI42my1xlcSV7UDTD-I7cSnigtjDPrQzs9IsY2dSjGSSiatnIUUUJCKJQt_5SHcpPmCD38URO7Z2JUSYeNCAfT5BXUOpuuZ8Pr_gqJt1TRuy_EO5irtKaUuNQjAFbHVL9prbvnUVWbKXHCswgI6M2oJTuuXQlhx7p53eKFSu5_AGqrWOF4bAF4QWyXCkurbf4GnrVPDQoy72Ol3DXVeQwa7WVnkMOvXuhU7Y4RJqS6c_dcheb29eZvfB4vFuPpsuAozixAXZWMQppHEYCZQik4VAzCYyLCiLklJgQnEZh3Is_YREcSLjdCnCSQainEAxjoZstNe1qKjW-Up3pvUH829n8z_OekK6J6DR1hpa5mujGjB9LkW--8m_zC9HKoM4</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>Maia, Pedro I. da S.</creator><creator>Graminha, Angélica</creator><creator>Pavan, Fernando R.</creator><creator>Leite, Clarice Q. F.</creator><creator>Batista, Alzir A.</creator><creator>Back, Davi F.</creator><creator>Lang, Ernesto S.</creator><creator>Ellena, Javier</creator><creator>Lemos, Sebastião de S.</creator><creator>Salistre-de-Araujo, Heloisa S.</creator><creator>Deflon, Victor M.</creator><general>Sociedade Brasileira de Química</general><scope>AAYXX</scope><scope>CITATION</scope><scope>GPN</scope></search><sort><creationdate>2010</creationdate><title>Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity</title><author>Maia, Pedro I. da S. ; Graminha, Angélica ; Pavan, Fernando R. ; Leite, Clarice Q. F. ; Batista, Alzir A. ; Back, Davi F. ; Lang, Ernesto S. ; Ellena, Javier ; Lemos, Sebastião de S. ; Salistre-de-Araujo, Heloisa S. ; Deflon, Victor M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c345t-96047a74230c1091b0cc9812be935d0c5e4d4216135dcee45147f0289a0d8ab63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>CHEMISTRY, MULTIDISCIPLINARY</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Maia, Pedro I. da S.</creatorcontrib><creatorcontrib>Graminha, Angélica</creatorcontrib><creatorcontrib>Pavan, Fernando R.</creatorcontrib><creatorcontrib>Leite, Clarice Q. F.</creatorcontrib><creatorcontrib>Batista, Alzir A.</creatorcontrib><creatorcontrib>Back, Davi F.</creatorcontrib><creatorcontrib>Lang, Ernesto S.</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>Lemos, Sebastião de S.</creatorcontrib><creatorcontrib>Salistre-de-Araujo, Heloisa S.</creatorcontrib><creatorcontrib>Deflon, Victor M.</creatorcontrib><collection>CrossRef</collection><collection>SciELO</collection><jtitle>Journal of the Brazilian Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Maia, Pedro I. da S.</au><au>Graminha, Angélica</au><au>Pavan, Fernando R.</au><au>Leite, Clarice Q. F.</au><au>Batista, Alzir A.</au><au>Back, Davi F.</au><au>Lang, Ernesto S.</au><au>Ellena, Javier</au><au>Lemos, Sebastião de S.</au><au>Salistre-de-Araujo, Heloisa S.</au><au>Deflon, Victor M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity</atitle><jtitle>Journal of the Brazilian Chemical Society</jtitle><addtitle>J. Braz. Chem. Soc</addtitle><date>2010</date><risdate>2010</risdate><volume>21</volume><issue>7</issue><spage>1177</spage><epage>1186</epage><pages>1177-1186</pages><issn>0103-5053</issn><issn>1678-4790</issn><abstract>Three PdII complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh3)](NO3)•H2O, 1, [Pd(apmtsc)(PPh3)](NO3), 2, and [Pd(apptsc)(PPh3)](NO3)•H2O, 3, where PPh3 = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, ¹H and 31P{¹H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H37Rv ATCC 27294 activity were evaluated for the compounds. All PdII complexes were highly active against the studied cell line, presenting similar values of IC50, around 5 µmol L-1, while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.</abstract><pub>Sociedade Brasileira de Química</pub><doi>10.1590/S0103-50532010000700004</doi><tpages>10</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0103-5053
ispartof Journal of the Brazilian Chemical Society, 2010, Vol.21 (7), p.1177-1186
issn 0103-5053
1678-4790
language eng
recordid cdi_scielo_journals_S0103_50532010000700004
source Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals
subjects CHEMISTRY, MULTIDISCIPLINARY
title Palladium(II) complexes with thiosemicarbazones: syntheses, characterization and cytotoxicity against breast cancer cells and Anti-Mycobacterium tuberculosis activity
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-15T17%3A25%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-scielo_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Palladium(II)%20complexes%20with%20thiosemicarbazones:%20syntheses,%20characterization%20and%20cytotoxicity%20against%20breast%20cancer%20cells%20and%20Anti-Mycobacterium%20tuberculosis%20activity&rft.jtitle=Journal%20of%20the%20Brazilian%20Chemical%20Society&rft.au=Maia,%20Pedro%20I.%20da%20S.&rft.date=2010&rft.volume=21&rft.issue=7&rft.spage=1177&rft.epage=1186&rft.pages=1177-1186&rft.issn=0103-5053&rft_id=info:doi/10.1590/S0103-50532010000700004&rft_dat=%3Cscielo_cross%3ES0103_50532010000700004%3C/scielo_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_scielo_id=S0103_50532010000700004&rfr_iscdi=true