6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line
A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds 6a, 6c, and 11a were the most active compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukem...
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| Veröffentlicht in: | European journal of medicinal chemistry 2010-03, Vol.45 (3), p.1211-1219 |
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| container_title | European journal of medicinal chemistry |
| container_volume | 45 |
| creator | Martínez-Urbina, Miguel Angel Zentella, Alejandro Vilchis-Reyes, Miguel Angel Guzmán, Ángel Vargas, Omar Ramírez Apan, María Teresa Ventura Gallegos, José Luis Díaz, Eduardo |
| description | A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds
6a,
6c, and
11a were the most active compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that compounds
6a,
6c, and
11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated.
[Display omitted] |
| doi_str_mv | 10.1016/j.ejmech.2009.11.049 |
| format | Article |
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6a,
6c, and
11a were the most active compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that compounds
6a,
6c, and
11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated.
[Display omitted]</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2009.11.049</identifier><identifier>PMID: 20045224</identifier><identifier>CODEN: EJMCA5</identifier><language>eng</language><publisher>Kidlington: Elsevier Masson SAS</publisher><subject>Antineoplastic agents ; Apoptosis ; Apoptosis - drug effects ; Biological and medical sciences ; CDC2 Protein Kinase - metabolism ; CDKs ; Cell cycle ; Cell Cycle - drug effects ; Cell Line, Tumor ; Fluorine - chemistry ; General aspects ; Humans ; Imidazo[1,2-a]pyridine derivatives ; Imidazoles - chemical synthesis ; Imidazoles - chemistry ; Imidazoles - pharmacology ; Lung Neoplasms - drug therapy ; Medical sciences ; Molecular Structure ; Pharmacology. Drug treatments ; Pyridines - chemical synthesis ; Pyridines - chemistry ; Pyridines - pharmacology</subject><ispartof>European journal of medicinal chemistry, 2010-03, Vol.45 (3), p.1211-1219</ispartof><rights>2009 Elsevier Masson SAS</rights><rights>2015 INIST-CNRS</rights><rights>Copyright (c) 2009 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-3ad404fbae6cb66069fcb944129f30c7bcfb8829997998d938b62ffa566acbf03</citedby><cites>FETCH-LOGICAL-c391t-3ad404fbae6cb66069fcb944129f30c7bcfb8829997998d938b62ffa566acbf03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ejmech.2009.11.049$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22468576$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20045224$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Martínez-Urbina, Miguel Angel</creatorcontrib><creatorcontrib>Zentella, Alejandro</creatorcontrib><creatorcontrib>Vilchis-Reyes, Miguel Angel</creatorcontrib><creatorcontrib>Guzmán, Ángel</creatorcontrib><creatorcontrib>Vargas, Omar</creatorcontrib><creatorcontrib>Ramírez Apan, María Teresa</creatorcontrib><creatorcontrib>Ventura Gallegos, José Luis</creatorcontrib><creatorcontrib>Díaz, Eduardo</creatorcontrib><title>6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds
6a,
6c, and
11a were the most active compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that compounds
6a,
6c, and
11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated.
[Display omitted]</description><subject>Antineoplastic agents</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Biological and medical sciences</subject><subject>CDC2 Protein Kinase - metabolism</subject><subject>CDKs</subject><subject>Cell cycle</subject><subject>Cell Cycle - drug effects</subject><subject>Cell Line, Tumor</subject><subject>Fluorine - chemistry</subject><subject>General aspects</subject><subject>Humans</subject><subject>Imidazo[1,2-a]pyridine derivatives</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - chemistry</subject><subject>Imidazoles - pharmacology</subject><subject>Lung Neoplasms - drug therapy</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><subject>Pyridines - chemical synthesis</subject><subject>Pyridines - chemistry</subject><subject>Pyridines - pharmacology</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kLGO1DAURS0EYmcX_gAhNwgoHGzHceIGCa1YQIygWLa2HPtZ61ESBztBGjr-HI8yQEf1mnPvuzoIPWO0YpTJN4cKDiPY-4pTqirGKirUA7RjrexIzRvxEO0o5zVpeC0u0GXOB0ppIyl9jC5KRDScix36Jcnt2uclLOsCDnPy6gtZUvDDGlM0FpbjYMYwxddhDM78jPMxBRcmyDhMbrWALQwDtkc7ADYpQV6wmRw2c5yXmMMJw7efyf6OMHy_jmbC1kwW0pYbStMT9MibIcPT871Cdzfvv11_JPuvHz5dv9sTWyu2kNo4QYXvDUjbS0ml8rZXQjCufE1t21vfdx1XSrVKdU7VXS-596aR0tje0_oKvdx65xS_r2WoHkM-rTATxDXrthaUFm9dIcVG2hRzTuD1nMJo0lEzqk_u9UFv7vXJvWZMF_cl9vz8YO1HcH9Df2QX4MUZMNmawadiIuR_HBeya1pZuLcbB0XHjwBJZxugWHMhgV20i-H_S34DoyWlaA</recordid><startdate>20100301</startdate><enddate>20100301</enddate><creator>Martínez-Urbina, Miguel Angel</creator><creator>Zentella, Alejandro</creator><creator>Vilchis-Reyes, Miguel Angel</creator><creator>Guzmán, Ángel</creator><creator>Vargas, Omar</creator><creator>Ramírez Apan, María Teresa</creator><creator>Ventura Gallegos, José Luis</creator><creator>Díaz, Eduardo</creator><general>Elsevier Masson SAS</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>7X8</scope></search><sort><creationdate>20100301</creationdate><title>6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line</title><author>Martínez-Urbina, Miguel Angel ; Zentella, Alejandro ; Vilchis-Reyes, Miguel Angel ; Guzmán, Ángel ; Vargas, Omar ; Ramírez Apan, María Teresa ; Ventura Gallegos, José Luis ; Díaz, Eduardo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-3ad404fbae6cb66069fcb944129f30c7bcfb8829997998d938b62ffa566acbf03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Antineoplastic agents</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Biological and medical sciences</topic><topic>CDC2 Protein Kinase - metabolism</topic><topic>CDKs</topic><topic>Cell cycle</topic><topic>Cell Cycle - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Fluorine - chemistry</topic><topic>General aspects</topic><topic>Humans</topic><topic>Imidazo[1,2-a]pyridine derivatives</topic><topic>Imidazoles - chemical synthesis</topic><topic>Imidazoles - chemistry</topic><topic>Imidazoles - pharmacology</topic><topic>Lung Neoplasms - drug therapy</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Pharmacology. Drug treatments</topic><topic>Pyridines - chemical synthesis</topic><topic>Pyridines - chemistry</topic><topic>Pyridines - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martínez-Urbina, Miguel Angel</creatorcontrib><creatorcontrib>Zentella, Alejandro</creatorcontrib><creatorcontrib>Vilchis-Reyes, Miguel Angel</creatorcontrib><creatorcontrib>Guzmán, Ángel</creatorcontrib><creatorcontrib>Vargas, Omar</creatorcontrib><creatorcontrib>Ramírez Apan, María Teresa</creatorcontrib><creatorcontrib>Ventura Gallegos, José Luis</creatorcontrib><creatorcontrib>Díaz, Eduardo</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>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Martínez-Urbina, Miguel Angel</au><au>Zentella, Alejandro</au><au>Vilchis-Reyes, Miguel Angel</au><au>Guzmán, Ángel</au><au>Vargas, Omar</au><au>Ramírez Apan, María Teresa</au><au>Ventura Gallegos, José Luis</au><au>Díaz, Eduardo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2010-03-01</date><risdate>2010</risdate><volume>45</volume><issue>3</issue><spage>1211</spage><epage>1219</epage><pages>1211-1219</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>A series of 6-substituted 2-(N-trifluoroacetylamino)imidazopyridines have been synthesized and their bioactivities were evaluated. Compounds
6a,
6c, and
11a were the most active compounds with modest cytotoxic activity against six human cancer cell lines U251 (glioma), PC-3 (prostate), K-562 (leukemia), HCT-15 (colon), MCF7 (breast) and SK-LU-1 (lung). The cell cycle analysis showed that compounds
6a,
6c, and
11a induce a G2/M phase cell cycle arrest on SK-LU-1 cell line where inhibition of CDK-1 and CDK-2 may be implicated.
[Display omitted]</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>20045224</pmid><doi>10.1016/j.ejmech.2009.11.049</doi><tpages>9</tpages></addata></record> |
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| subjects | Antineoplastic agents Apoptosis Apoptosis - drug effects Biological and medical sciences CDC2 Protein Kinase - metabolism CDKs Cell cycle Cell Cycle - drug effects Cell Line, Tumor Fluorine - chemistry General aspects Humans Imidazo[1,2-a]pyridine derivatives Imidazoles - chemical synthesis Imidazoles - chemistry Imidazoles - pharmacology Lung Neoplasms - drug therapy Medical sciences Molecular Structure Pharmacology. Drug treatments Pyridines - chemical synthesis Pyridines - chemistry Pyridines - pharmacology |
| title | 6-Substituted 2-(N-trifluoroacetylamino)imidazopyridines induce cell cycle arrest and apoptosis in SK-LU-1 human cancer cell line |
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