Cyclic Voltammetry of Quinolinium Salts and Related Compounds: Correlation with Structure and Anticancer Activity
Cyclic voltammetry data were obtained for 12 salts of quinolines, one pyridine, and one open-chain imine which possess varying degrees of anticancer activity. The structural features include sidechain bis(2-methylthio)vinyl, 2-methylthio-2-aminovinyl, dithioacetic acid, 2-quinolylvinyl, 2-styrylviny...
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Veröffentlicht in: | Journal of pharmaceutical sciences 1987-06, Vol.76 (6), p.481-484 |
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creator | Crawford, Philip W. Foye, William O. Ryan, Michael D. Kovacic, Peter |
description | Cyclic voltammetry data were obtained for 12 salts of quinolines, one pyridine, and one open-chain imine which possess varying degrees of anticancer activity. The structural features include sidechain bis(2-methylthio)vinyl, 2-methylthio-2-aminovinyl, dithioacetic acid, 2-quinolylvinyl, 2-styrylvinyl, and guanidine sulfide functionalities. Reduction potentials ranged from −0.43 to −1.08V. The electrochemical results are correlated with structure. A possible mechanism of anticancer action is addressed. |
doi_str_mv | 10.1002/jps.2600760614 |
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The structural features include sidechain bis(2-methylthio)vinyl, 2-methylthio-2-aminovinyl, dithioacetic acid, 2-quinolylvinyl, 2-styrylvinyl, and guanidine sulfide functionalities. Reduction potentials ranged from −0.43 to −1.08V. The electrochemical results are correlated with structure. A possible mechanism of anticancer action is addressed.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600760614</identifier><identifier>PMID: 3625495</identifier><identifier>CODEN: JPMSAE</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>Antineoplastic Agents - pharmacology ; Biological and medical sciences ; General pharmacology ; Medical sciences ; Oxidation-Reduction ; Pharmacology. Drug treatments ; Physicochemical properties. 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Pharm. Sci</addtitle><description>Cyclic voltammetry data were obtained for 12 salts of quinolines, one pyridine, and one open-chain imine which possess varying degrees of anticancer activity. The structural features include sidechain bis(2-methylthio)vinyl, 2-methylthio-2-aminovinyl, dithioacetic acid, 2-quinolylvinyl, 2-styrylvinyl, and guanidine sulfide functionalities. Reduction potentials ranged from −0.43 to −1.08V. The electrochemical results are correlated with structure. A possible mechanism of anticancer action is addressed.</description><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>Oxidation-Reduction</subject><subject>Pharmacology. Drug treatments</subject><subject>Physicochemical properties. Structure-activity relationships</subject><subject>Pyridines - pharmacology</subject><subject>Quinolines - pharmacology</subject><subject>Structure-Activity Relationship</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1987</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1v1DAQhiMEKkvhyg3JB8Qti2PHdsJtFZUWVJXC8iH1Yjn2RLg4ydZ2WvLvcclqEQfEydbM847tx1n2vMDrAmPy-noX1oRjLDjmRfkgWxWM4JzjQjzMVgkgOWVl_Th7EsI1xphjxo6yI8pJqrJVdtPM2lmNvo4uqr6H6Gc0dujjZIfR2cFOPdoqFwNSg0GfwKkIBjVjvxunwYQ3aev9fdWOA7qz8TvaRj_pOHn4ndgM0Wo1aPBoo6O9tXF-mj3qlAvwbL8eZ1_ennxuzvLzD6fvms15rkvGy7zWihFTdQyU6AhobKqaKt4BIZSyyhhsKBghaN1WWpm2IAWtoMU1p4RB2dLj7NUyd-fHmwlClL0NGpxTA4xTkEJwwYnACVwvoPZjCB46ufO2V36WBZb3jmVyLP84ToEX-8lT24M54Hupqf9y31dBK9f5JMCGAyZKWhWCJ6xesDvrYP7PofL95favK-RL1oYIPw9Z5X9ILqhg8tvFqTy7EpfNFeXyIvHVwkMyfmvBy6AtpH8x1oOO0oz2X6_9BXVCuNE</recordid><startdate>198706</startdate><enddate>198706</enddate><creator>Crawford, Philip W.</creator><creator>Foye, William O.</creator><creator>Ryan, Michael D.</creator><creator>Kovacic, Peter</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>American Pharmaceutical Association</general><scope>BSCLL</scope><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>198706</creationdate><title>Cyclic Voltammetry of Quinolinium Salts and Related Compounds: Correlation with Structure and Anticancer Activity</title><author>Crawford, Philip W. ; Foye, William O. ; Ryan, Michael D. ; Kovacic, Peter</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4564-9ca52d8f5ea7f2ec0d893a6fe223358dd0d3ed7739b8cadb12138eb096325e4b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1987</creationdate><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>Oxidation-Reduction</topic><topic>Pharmacology. Drug treatments</topic><topic>Physicochemical properties. Structure-activity relationships</topic><topic>Pyridines - pharmacology</topic><topic>Quinolines - pharmacology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Crawford, Philip W.</creatorcontrib><creatorcontrib>Foye, William O.</creatorcontrib><creatorcontrib>Ryan, Michael D.</creatorcontrib><creatorcontrib>Kovacic, Peter</creatorcontrib><collection>Istex</collection><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>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Crawford, Philip W.</au><au>Foye, William O.</au><au>Ryan, Michael D.</au><au>Kovacic, Peter</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cyclic Voltammetry of Quinolinium Salts and Related Compounds: Correlation with Structure and Anticancer Activity</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1987-06</date><risdate>1987</risdate><volume>76</volume><issue>6</issue><spage>481</spage><epage>484</epage><pages>481-484</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><coden>JPMSAE</coden><abstract>Cyclic voltammetry data were obtained for 12 salts of quinolines, one pyridine, and one open-chain imine which possess varying degrees of anticancer activity. The structural features include sidechain bis(2-methylthio)vinyl, 2-methylthio-2-aminovinyl, dithioacetic acid, 2-quinolylvinyl, 2-styrylvinyl, and guanidine sulfide functionalities. Reduction potentials ranged from −0.43 to −1.08V. The electrochemical results are correlated with structure. A possible mechanism of anticancer action is addressed.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>3625495</pmid><doi>10.1002/jps.2600760614</doi><tpages>4</tpages></addata></record> |
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source | Wiley Online Library - AutoHoldings Journals; MEDLINE; Alma/SFX Local Collection |
subjects | Antineoplastic Agents - pharmacology Biological and medical sciences General pharmacology Medical sciences Oxidation-Reduction Pharmacology. Drug treatments Physicochemical properties. Structure-activity relationships Pyridines - pharmacology Quinolines - pharmacology Structure-Activity Relationship |
title | Cyclic Voltammetry of Quinolinium Salts and Related Compounds: Correlation with Structure and Anticancer Activity |
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