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Use of micellar media for the fluorimetric determination of ellipticine in aqueous solutions
Ellipticine is a pyridocarbazole alkaloid with interesting antitumour activity. Use of neutral ellipticine is hampered by its very low water solubility and therefore this compound has been administered as a salt; however, nitrogen quaternization modifies the antitumour properties of ellipticine. Pot...
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Published in: | Journal of pharmaceutical and biomedical analysis 1996-06, Vol.14 (8), p.959-965 |
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creator | Sbai, M. Ait Lyazidi, S. Lerner, D.A. del Castillo, B. Martin, M.A. |
description | Ellipticine is a pyridocarbazole alkaloid with interesting antitumour activity. Use of neutral ellipticine is hampered by its very low water solubility and therefore this compound has been administered as a salt; however, nitrogen quaternization modifies the antitumour properties of ellipticine. Potential alternatives to quaternization include the use of cyclodextrins, and also the use of micellar media. The latter possibility is explored in this work as an analytical tool. The results obtained with model anionic (SDS), cationic (CTAB) and neutral (Brij-35) surfactants are described. Fluorimetric analysis shows that ellipticine solubilizes completely in the presence of all these compounds, as a result of its aromatic, planar structure. The use of micellar media considerably increases the slopes of the calibration curves with improved correlation coefficients (e.g. 0.8904 in water and 0.9982 with SDS). Micellar media also modify proton transfer processes, as a consequence of the apolar environment of the micellar phase. Deprotonation of ellipticine is hampered in SDS because of the relationship between this process and the surface charge of the micelles. Finally, fluorescence quenching in micellar media has been studied, it being found that surfactants provide protection towards this phenomenon. |
doi_str_mv | 10.1016/S0731-7085(96)01759-1 |
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Use of neutral ellipticine is hampered by its very low water solubility and therefore this compound has been administered as a salt; however, nitrogen quaternization modifies the antitumour properties of ellipticine. Potential alternatives to quaternization include the use of cyclodextrins, and also the use of micellar media. The latter possibility is explored in this work as an analytical tool. The results obtained with model anionic (SDS), cationic (CTAB) and neutral (Brij-35) surfactants are described. Fluorimetric analysis shows that ellipticine solubilizes completely in the presence of all these compounds, as a result of its aromatic, planar structure. The use of micellar media considerably increases the slopes of the calibration curves with improved correlation coefficients (e.g. 0.8904 in water and 0.9982 with SDS). Micellar media also modify proton transfer processes, as a consequence of the apolar environment of the micellar phase. Deprotonation of ellipticine is hampered in SDS because of the relationship between this process and the surface charge of the micelles. Finally, fluorescence quenching in micellar media has been studied, it being found that surfactants provide protection towards this phenomenon.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/S0731-7085(96)01759-1</identifier><identifier>PMID: 8818001</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Alkaloids ; Antineoplastic agents ; Antineoplastic Agents - analysis ; Antineoplastic Agents - chemistry ; Biological and medical sciences ; Ellipticines - analysis ; Ellipticines - chemistry ; Fluorescence ; Fluorimetry ; Fluorometry ; General aspects ; Hydrogen-Ion Concentration ; Medical sciences ; Micellar solutions ; Micelles ; Pharmacology. 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Use of neutral ellipticine is hampered by its very low water solubility and therefore this compound has been administered as a salt; however, nitrogen quaternization modifies the antitumour properties of ellipticine. Potential alternatives to quaternization include the use of cyclodextrins, and also the use of micellar media. The latter possibility is explored in this work as an analytical tool. The results obtained with model anionic (SDS), cationic (CTAB) and neutral (Brij-35) surfactants are described. Fluorimetric analysis shows that ellipticine solubilizes completely in the presence of all these compounds, as a result of its aromatic, planar structure. The use of micellar media considerably increases the slopes of the calibration curves with improved correlation coefficients (e.g. 0.8904 in water and 0.9982 with SDS). Micellar media also modify proton transfer processes, as a consequence of the apolar environment of the micellar phase. Deprotonation of ellipticine is hampered in SDS because of the relationship between this process and the surface charge of the micelles. Finally, fluorescence quenching in micellar media has been studied, it being found that surfactants provide protection towards this phenomenon.</description><subject>Alkaloids</subject><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - analysis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Biological and medical sciences</subject><subject>Ellipticines - analysis</subject><subject>Ellipticines - chemistry</subject><subject>Fluorescence</subject><subject>Fluorimetry</subject><subject>Fluorometry</subject><subject>General aspects</subject><subject>Hydrogen-Ion Concentration</subject><subject>Medical sciences</subject><subject>Micellar solutions</subject><subject>Micelles</subject><subject>Pharmacology. Drug treatments</subject><subject>Spectrophotometry, Ultraviolet</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1996</creationdate><recordtype>article</recordtype><recordid>eNqFkMFq3DAQhkVpSLZpHyGgQyjpwa3GsizpFEpIm0IghzTQQ0HI8oiq2NZGsgN9-8q7y15z0mG-f_TPR8gFsM_AoP3yyCSHSjIlrnT7iYEUuoI3ZANK8qpum19vyeaInJF3Of9ljAnQzSk5VQoUY7Ahv58y0ujpGBwOg010xD5Y6mOi8x-kflhiCiPOKTja44xpDJOdQ5zWUEmE7RxcmJCGidrnBeOSaY7DsiL5PTnxdsj44fCek6dvtz9v7qr7h-8_br7eV64RYq5aji02HjpUzgnZCSuxAasARFeDxFo3Qgkupe2Yk9zrXvZe1rpHjq6vW35OPu73blMsHfJsxpB390xrISMVF0w2dQHFHnQp5pzQm225zqZ_BphZrZqdVbMqM7o1O6sGSu7i8MHSFUHH1EFjmV8e5jY7O_hkJxfyEatbJbXmBbveY1hkvARMJruAkyvKE7rZ9DG8UuQ_Xp-VKw</recordid><startdate>19960601</startdate><enddate>19960601</enddate><creator>Sbai, M.</creator><creator>Ait Lyazidi, S.</creator><creator>Lerner, D.A.</creator><creator>del Castillo, B.</creator><creator>Martin, M.A.</creator><general>Elsevier B.V</general><general>Elsevier Science</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>19960601</creationdate><title>Use of micellar media for the fluorimetric determination of ellipticine in aqueous solutions</title><author>Sbai, M. ; Ait Lyazidi, S. ; Lerner, D.A. ; del Castillo, B. ; Martin, M.A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c455t-63e6e4f1be8cc57b5a7e41a8115b217e294585377ab0c73f9d7df729de3ecd263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1996</creationdate><topic>Alkaloids</topic><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - analysis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Biological and medical sciences</topic><topic>Ellipticines - analysis</topic><topic>Ellipticines - chemistry</topic><topic>Fluorescence</topic><topic>Fluorimetry</topic><topic>Fluorometry</topic><topic>General aspects</topic><topic>Hydrogen-Ion Concentration</topic><topic>Medical sciences</topic><topic>Micellar solutions</topic><topic>Micelles</topic><topic>Pharmacology. Drug treatments</topic><topic>Spectrophotometry, Ultraviolet</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sbai, M.</creatorcontrib><creatorcontrib>Ait Lyazidi, S.</creatorcontrib><creatorcontrib>Lerner, D.A.</creatorcontrib><creatorcontrib>del Castillo, B.</creatorcontrib><creatorcontrib>Martin, M.A.</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>Journal of pharmaceutical and biomedical analysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sbai, M.</au><au>Ait Lyazidi, S.</au><au>Lerner, D.A.</au><au>del Castillo, B.</au><au>Martin, M.A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Use of micellar media for the fluorimetric determination of ellipticine in aqueous solutions</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>1996-06-01</date><risdate>1996</risdate><volume>14</volume><issue>8</issue><spage>959</spage><epage>965</epage><pages>959-965</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><coden>JPBADA</coden><abstract>Ellipticine is a pyridocarbazole alkaloid with interesting antitumour activity. Use of neutral ellipticine is hampered by its very low water solubility and therefore this compound has been administered as a salt; however, nitrogen quaternization modifies the antitumour properties of ellipticine. Potential alternatives to quaternization include the use of cyclodextrins, and also the use of micellar media. The latter possibility is explored in this work as an analytical tool. The results obtained with model anionic (SDS), cationic (CTAB) and neutral (Brij-35) surfactants are described. Fluorimetric analysis shows that ellipticine solubilizes completely in the presence of all these compounds, as a result of its aromatic, planar structure. The use of micellar media considerably increases the slopes of the calibration curves with improved correlation coefficients (e.g. 0.8904 in water and 0.9982 with SDS). Micellar media also modify proton transfer processes, as a consequence of the apolar environment of the micellar phase. Deprotonation of ellipticine is hampered in SDS because of the relationship between this process and the surface charge of the micelles. Finally, fluorescence quenching in micellar media has been studied, it being found that surfactants provide protection towards this phenomenon.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>8818001</pmid><doi>10.1016/S0731-7085(96)01759-1</doi><tpages>7</tpages></addata></record> |
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subjects | Alkaloids Antineoplastic agents Antineoplastic Agents - analysis Antineoplastic Agents - chemistry Biological and medical sciences Ellipticines - analysis Ellipticines - chemistry Fluorescence Fluorimetry Fluorometry General aspects Hydrogen-Ion Concentration Medical sciences Micellar solutions Micelles Pharmacology. Drug treatments Spectrophotometry, Ultraviolet |
title | Use of micellar media for the fluorimetric determination of ellipticine in aqueous solutions |
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