Investigation on the pharmacological profile of antimony(III) complexes with hydroxyquinoline derivatives: anti-trypanosomal activity and cytotoxicity against human leukemia cell lines
Complexes [Sb(QN) 2 Cl] ( 1 ), [Sb(QC) 2 Cl] ( 2 ) and [Sb(QI) 2 Cl] ( 3 ) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their ant...
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| Veröffentlicht in: | Biometals 2011-08, Vol.24 (4), p.595-601 |
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| creator | Reis, Débora C. Pinto, Mauro C. X. Souza-Fagundes, Elaine M. Rocha, Lucas F. Pereira, Valéria R. A. Melo, Cristiane M. L. Beraldo, Heloisa |
| description | Complexes [Sb(QN)
2
Cl] (
1
), [Sb(QC)
2
Cl] (
2
) and [Sb(QI)
2
Cl] (
3
) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their anti-trypanosomal activity as well as for their cytotoxicity against HL-60 and Jurkat human leukemia cell lines. Upon coordination to antimony(III) the anti-trypanosomal activity of HQC and HQI increases, the highest improvement being observed for complex (
3
), which was the most active among all studied compounds against both epimastigote and trypomastigote forms of
Trypanosoma cruzi.
All quinoline derivatives proved to be cytotoxic against both leukemia cell lineages. Upon coordination to antimony(III) the cytotoxicity of HQN improved against Jurkat leukemia cells. While SbCl
3
proved to be cytotoxic against HL-60 cells, it was not active against Jurkat cells. However, its coordination to the quinoline derivatives resulted in complexes with significant cytotoxicity against Jurkat cells. |
| doi_str_mv | 10.1007/s10534-011-9407-8 |
| format | Article |
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2
Cl] (
1
), [Sb(QC)
2
Cl] (
2
) and [Sb(QI)
2
Cl] (
3
) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their anti-trypanosomal activity as well as for their cytotoxicity against HL-60 and Jurkat human leukemia cell lines. Upon coordination to antimony(III) the anti-trypanosomal activity of HQC and HQI increases, the highest improvement being observed for complex (
3
), which was the most active among all studied compounds against both epimastigote and trypomastigote forms of
Trypanosoma cruzi.
All quinoline derivatives proved to be cytotoxic against both leukemia cell lineages. Upon coordination to antimony(III) the cytotoxicity of HQN improved against Jurkat leukemia cells. While SbCl
3
proved to be cytotoxic against HL-60 cells, it was not active against Jurkat cells. However, its coordination to the quinoline derivatives resulted in complexes with significant cytotoxicity against Jurkat cells.</description><identifier>ISSN: 0966-0844</identifier><identifier>EISSN: 1572-8773</identifier><identifier>DOI: 10.1007/s10534-011-9407-8</identifier><identifier>PMID: 21221718</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>Animals ; Antimony ; Antimony - chemistry ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Antiprotozoal Agents - chemical synthesis ; Antiprotozoal Agents - chemistry ; Antiprotozoal Agents - pharmacology ; Biochemistry ; Biomedical and Life Sciences ; Cell Biology ; Cell Line, Tumor ; Cell Proliferation - drug effects ; Cellular biology ; Cytotoxicity ; Derivatives ; Drug Screening Assays, Antitumor ; HL-60 Cells ; Human ; Humans ; Hydroxyquinoline ; Hydroxyquinolines - chemistry ; Leukemia ; Leukemias ; Life Sciences ; Male ; Medicine/Public Health ; Mice ; Mice, Inbred BALB C ; Microbiology ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Organometallic Compounds - pharmacology ; Parasitic diseases ; Parasitic Sensitivity Tests ; Pharmacology ; Pharmacology/Toxicology ; Plant Physiology ; Quinoline ; Spleen - cytology ; Spleen - drug effects ; Structure-Activity Relationship ; Toxicity ; Trypanosoma cruzi ; Trypanosoma cruzi - drug effects ; Trypanosoma cruzi - growth & development</subject><ispartof>Biometals, 2011-08, Vol.24 (4), p.595-601</ispartof><rights>Springer Science+Business Media, LLC. 2011</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c435t-9c07e0fdfb21a92bcf5d159cf16841aa22fd522ffd0f6ec9998bbf74761f26d43</citedby><cites>FETCH-LOGICAL-c435t-9c07e0fdfb21a92bcf5d159cf16841aa22fd522ffd0f6ec9998bbf74761f26d43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10534-011-9407-8$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10534-011-9407-8$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21221718$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Reis, Débora C.</creatorcontrib><creatorcontrib>Pinto, Mauro C. X.</creatorcontrib><creatorcontrib>Souza-Fagundes, Elaine M.</creatorcontrib><creatorcontrib>Rocha, Lucas F.</creatorcontrib><creatorcontrib>Pereira, Valéria R. A.</creatorcontrib><creatorcontrib>Melo, Cristiane M. L.</creatorcontrib><creatorcontrib>Beraldo, Heloisa</creatorcontrib><title>Investigation on the pharmacological profile of antimony(III) complexes with hydroxyquinoline derivatives: anti-trypanosomal activity and cytotoxicity against human leukemia cell lines</title><title>Biometals</title><addtitle>Biometals</addtitle><addtitle>Biometals</addtitle><description>Complexes [Sb(QN)
2
Cl] (
1
), [Sb(QC)
2
Cl] (
2
) and [Sb(QI)
2
Cl] (
3
) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their anti-trypanosomal activity as well as for their cytotoxicity against HL-60 and Jurkat human leukemia cell lines. Upon coordination to antimony(III) the anti-trypanosomal activity of HQC and HQI increases, the highest improvement being observed for complex (
3
), which was the most active among all studied compounds against both epimastigote and trypomastigote forms of
Trypanosoma cruzi.
All quinoline derivatives proved to be cytotoxic against both leukemia cell lineages. Upon coordination to antimony(III) the cytotoxicity of HQN improved against Jurkat leukemia cells. While SbCl
3
proved to be cytotoxic against HL-60 cells, it was not active against Jurkat cells. However, its coordination to the quinoline derivatives resulted in complexes with significant cytotoxicity against Jurkat cells.</description><subject>Animals</subject><subject>Antimony</subject><subject>Antimony - chemistry</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antiprotozoal Agents - chemical synthesis</subject><subject>Antiprotozoal Agents - chemistry</subject><subject>Antiprotozoal Agents - pharmacology</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Cell Biology</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>Cellular biology</subject><subject>Cytotoxicity</subject><subject>Derivatives</subject><subject>Drug Screening Assays, Antitumor</subject><subject>HL-60 Cells</subject><subject>Human</subject><subject>Humans</subject><subject>Hydroxyquinoline</subject><subject>Hydroxyquinolines - chemistry</subject><subject>Leukemia</subject><subject>Leukemias</subject><subject>Life Sciences</subject><subject>Male</subject><subject>Medicine/Public Health</subject><subject>Mice</subject><subject>Mice, Inbred BALB C</subject><subject>Microbiology</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Organometallic Compounds - pharmacology</subject><subject>Parasitic diseases</subject><subject>Parasitic Sensitivity Tests</subject><subject>Pharmacology</subject><subject>Pharmacology/Toxicology</subject><subject>Plant Physiology</subject><subject>Quinoline</subject><subject>Spleen - cytology</subject><subject>Spleen - drug effects</subject><subject>Structure-Activity Relationship</subject><subject>Toxicity</subject><subject>Trypanosoma cruzi</subject><subject>Trypanosoma cruzi - drug effects</subject><subject>Trypanosoma cruzi - growth & development</subject><issn>0966-0844</issn><issn>1572-8773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNqFkt-O1SAQxonRuMfVB_DGEG9cL6pAKRTvzMY_TTbxRq8bSuGUtYUu0PX0zfbxlu5ZNTFREwLJzG--GSYfAM8xeoMR4m8jRlVJC4RxISjiRf0A7HDFSVFzXj4EOyQYK1BN6Ql4EuMlQkhwxB6DE4IJwRzXO3DTuGsdk93LZL2D-aRBw3mQYZLKj35vlRzhHLyxo4beQOmSnbxbz5qmeQ2Vn-ZRH3SEP2wa4LD2wR_Wq8U6P1qnYa-Dvc7Suce7u9IihXWWzkc_ZV2pcsqmNad6qNbkkz9YdRfYS-tigsMySQdHvXzXk5VQ6XGEm3J8Ch4ZOUb97P49Bd8-fvh6_rm4-PKpOX9_UShaVqkQCnGNTG86gqUgnTJVjyuhDGY1xVISYvoqX6ZHhmklhKi7znDKGTaE9bQ8Ba-OunkHV0teVTvZuI0hnfZLbGvBCKWY1_8neckRxxXK5Nk_Scw4JqKkhGX05R_opV-Cyz_e9KjgpdggfIRU8DEGbdo52EmGtcWo3ZzSHp3SZqe0m1PabdoX98JLN-n-V8VPa2SAHIGYU26vw-_Of1e9BQrczmM</recordid><startdate>20110801</startdate><enddate>20110801</enddate><creator>Reis, Débora C.</creator><creator>Pinto, Mauro C. 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X. ; Souza-Fagundes, Elaine M. ; Rocha, Lucas F. ; Pereira, Valéria R. A. ; Melo, Cristiane M. L. ; Beraldo, Heloisa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c435t-9c07e0fdfb21a92bcf5d159cf16841aa22fd522ffd0f6ec9998bbf74761f26d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Animals</topic><topic>Antimony</topic><topic>Antimony - chemistry</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antiprotozoal Agents - chemical synthesis</topic><topic>Antiprotozoal Agents - chemistry</topic><topic>Antiprotozoal Agents - pharmacology</topic><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Cell Biology</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>Cellular biology</topic><topic>Cytotoxicity</topic><topic>Derivatives</topic><topic>Drug Screening Assays, Antitumor</topic><topic>HL-60 Cells</topic><topic>Human</topic><topic>Humans</topic><topic>Hydroxyquinoline</topic><topic>Hydroxyquinolines - chemistry</topic><topic>Leukemia</topic><topic>Leukemias</topic><topic>Life Sciences</topic><topic>Male</topic><topic>Medicine/Public Health</topic><topic>Mice</topic><topic>Mice, Inbred BALB C</topic><topic>Microbiology</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Organometallic Compounds - pharmacology</topic><topic>Parasitic diseases</topic><topic>Parasitic Sensitivity Tests</topic><topic>Pharmacology</topic><topic>Pharmacology/Toxicology</topic><topic>Plant Physiology</topic><topic>Quinoline</topic><topic>Spleen - cytology</topic><topic>Spleen - drug effects</topic><topic>Structure-Activity Relationship</topic><topic>Toxicity</topic><topic>Trypanosoma cruzi</topic><topic>Trypanosoma cruzi - drug effects</topic><topic>Trypanosoma cruzi - growth & development</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Reis, Débora C.</creatorcontrib><creatorcontrib>Pinto, Mauro C. 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X.</au><au>Souza-Fagundes, Elaine M.</au><au>Rocha, Lucas F.</au><au>Pereira, Valéria R. A.</au><au>Melo, Cristiane M. L.</au><au>Beraldo, Heloisa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Investigation on the pharmacological profile of antimony(III) complexes with hydroxyquinoline derivatives: anti-trypanosomal activity and cytotoxicity against human leukemia cell lines</atitle><jtitle>Biometals</jtitle><stitle>Biometals</stitle><addtitle>Biometals</addtitle><date>2011-08-01</date><risdate>2011</risdate><volume>24</volume><issue>4</issue><spage>595</spage><epage>601</epage><pages>595-601</pages><issn>0966-0844</issn><eissn>1572-8773</eissn><abstract>Complexes [Sb(QN)
2
Cl] (
1
), [Sb(QC)
2
Cl] (
2
) and [Sb(QI)
2
Cl] (
3
) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their anti-trypanosomal activity as well as for their cytotoxicity against HL-60 and Jurkat human leukemia cell lines. Upon coordination to antimony(III) the anti-trypanosomal activity of HQC and HQI increases, the highest improvement being observed for complex (
3
), which was the most active among all studied compounds against both epimastigote and trypomastigote forms of
Trypanosoma cruzi.
All quinoline derivatives proved to be cytotoxic against both leukemia cell lineages. Upon coordination to antimony(III) the cytotoxicity of HQN improved against Jurkat leukemia cells. While SbCl
3
proved to be cytotoxic against HL-60 cells, it was not active against Jurkat cells. However, its coordination to the quinoline derivatives resulted in complexes with significant cytotoxicity against Jurkat cells.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><pmid>21221718</pmid><doi>10.1007/s10534-011-9407-8</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0966-0844 |
| ispartof | Biometals, 2011-08, Vol.24 (4), p.595-601 |
| issn | 0966-0844 1572-8773 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_896244178 |
| source | MEDLINE; SpringerLink_现刊 |
| subjects | Animals Antimony Antimony - chemistry Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antiprotozoal Agents - chemical synthesis Antiprotozoal Agents - chemistry Antiprotozoal Agents - pharmacology Biochemistry Biomedical and Life Sciences Cell Biology Cell Line, Tumor Cell Proliferation - drug effects Cellular biology Cytotoxicity Derivatives Drug Screening Assays, Antitumor HL-60 Cells Human Humans Hydroxyquinoline Hydroxyquinolines - chemistry Leukemia Leukemias Life Sciences Male Medicine/Public Health Mice Mice, Inbred BALB C Microbiology Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Organometallic Compounds - pharmacology Parasitic diseases Parasitic Sensitivity Tests Pharmacology Pharmacology/Toxicology Plant Physiology Quinoline Spleen - cytology Spleen - drug effects Structure-Activity Relationship Toxicity Trypanosoma cruzi Trypanosoma cruzi - drug effects Trypanosoma cruzi - growth & development |
| title | Investigation on the pharmacological profile of antimony(III) complexes with hydroxyquinoline derivatives: anti-trypanosomal activity and cytotoxicity against human leukemia cell lines |
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