Degradation studies of pentoxifylline: Isolation and characterization of a novel gem-dihydroperoxide derivative as major oxidative degradation product
Pentoxifylline was subjected to various stress conditions and degradation profile was studied with conventional LCMS. Interestingly, under oxidative stress conditions the drug substance underwent distinct transformation to give rise to a single major degradation product. The structure of this produc...
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| Veröffentlicht in: | Journal of pharmaceutical and biomedical analysis 2010-11, Vol.53 (3), p.335-342 |
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| creator | Mone, Mahesh Kumar Chandrasekhar, K.B. |
| description | Pentoxifylline was subjected to various stress conditions and degradation profile was studied with conventional LCMS. Interestingly, under oxidative stress conditions the drug substance underwent distinct transformation to give rise to a single major degradation product. The structure of this product was elucidated using 1D, 2D NMR spectroscopy, high resolution mass spectrometry (Q-TOF LC/MS) and found to be a novel
gem-dihydroperoxide, namely 1-(5,5-Bis-hydroperoxy-hexyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione. An efficient stability indicating liquid chromatographic separation method was developed for pentoxifylline and its three degradation products (including two from base hydrolysis) using 1.8
μm, C18 reverse phase column and UHPLC. Baseline separation was achieved with a run time of 4
min. The analytical assay method was validated with respect to system suitability, specificity, linearity, range, precision, accuracy and robustness. |
| doi_str_mv | 10.1016/j.jpba.2010.04.006 |
| format | Article |
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gem-dihydroperoxide, namely 1-(5,5-Bis-hydroperoxy-hexyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione. An efficient stability indicating liquid chromatographic separation method was developed for pentoxifylline and its three degradation products (including two from base hydrolysis) using 1.8
μm, C18 reverse phase column and UHPLC. Baseline separation was achieved with a run time of 4
min. The analytical assay method was validated with respect to system suitability, specificity, linearity, range, precision, accuracy and robustness.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/j.jpba.2010.04.006</identifier><identifier>PMID: 20466503</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Analysis ; Analytical, structural and metabolic biochemistry ; Biological and medical sciences ; Chromatography, High Pressure Liquid ; Drug Stability ; Fundamental and applied biological sciences. Psychology ; gem-Dihydroperoxide ; General pharmacology ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Medical sciences ; Oxidation-Reduction ; Oxidative Stress ; Pentoxifylline ; Pentoxifylline - chemistry ; Peroxides - chemistry ; Pharmacology. Drug treatments ; Stability indicating ; Ultra high performance liquid chromatography</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 2010-11, Vol.53 (3), p.335-342</ispartof><rights>2010 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright (c) 2010 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c451t-708c108eac4ef8762d927d84aa4b3387515b3cf79b27ade86fb538c256052a03</citedby><cites>FETCH-LOGICAL-c451t-708c108eac4ef8762d927d84aa4b3387515b3cf79b27ade86fb538c256052a03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.jpba.2010.04.006$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23090810$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20466503$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mone, Mahesh Kumar</creatorcontrib><creatorcontrib>Chandrasekhar, K.B.</creatorcontrib><title>Degradation studies of pentoxifylline: Isolation and characterization of a novel gem-dihydroperoxide derivative as major oxidative degradation product</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>Pentoxifylline was subjected to various stress conditions and degradation profile was studied with conventional LCMS. Interestingly, under oxidative stress conditions the drug substance underwent distinct transformation to give rise to a single major degradation product. The structure of this product was elucidated using 1D, 2D NMR spectroscopy, high resolution mass spectrometry (Q-TOF LC/MS) and found to be a novel
gem-dihydroperoxide, namely 1-(5,5-Bis-hydroperoxy-hexyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione. An efficient stability indicating liquid chromatographic separation method was developed for pentoxifylline and its three degradation products (including two from base hydrolysis) using 1.8
μm, C18 reverse phase column and UHPLC. Baseline separation was achieved with a run time of 4
min. The analytical assay method was validated with respect to system suitability, specificity, linearity, range, precision, accuracy and robustness.</description><subject>Analysis</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Drug Stability</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>gem-Dihydroperoxide</subject><subject>General pharmacology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Medical sciences</subject><subject>Oxidation-Reduction</subject><subject>Oxidative Stress</subject><subject>Pentoxifylline</subject><subject>Pentoxifylline - chemistry</subject><subject>Peroxides - chemistry</subject><subject>Pharmacology. Drug treatments</subject><subject>Stability indicating</subject><subject>Ultra high performance liquid chromatography</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcuO1DAQRS0EYpqBH2CBvEGs0pRj59GIDRpeI43EZhbsrIpdmXGUxMFOWjQfwvfiKM1jxcpS-dStqnsZey5gL0CUr7t9NzW4zyEVQO0BygdsJ-pKZnmpvj5kO6ikyCqoiwv2JMYOAApxUI_ZRQ6qLAuQO_bzPd0FtDg7P_I4L9ZR5L7lE42z_-7aU9-7kd7w6-j7DcLRcnOPAc1Mwf3YiqkD-eiP1PM7GjLr7k82-IlC0rDEbSKPiTwSx8gH7Hzg689Wsv-sMAVvFzM_ZY9a7CM9O7-X7Pbjh9urz9nNl0_XV-9uMqMKMa-3GQE1oVHU1lWZ20Ne2VohqkbKuipE0UjTVocmr9BSXbZNIWuTFyUUOYK8ZK822TT220Jx1oOLhvoeR_JL1JVUq2flSuYbaYKPMVCrp-AGDCctQK9p6E6vaeg1DQ1KpzRS04uz_NIMZP-0_LY_AS_PAEaDfRtwNC7-5SQcoBbr9LcbR8mLo6Ogo3E0GrIukJm19e5_e_wCgsmsMg</recordid><startdate>20101102</startdate><enddate>20101102</enddate><creator>Mone, Mahesh Kumar</creator><creator>Chandrasekhar, K.B.</creator><general>Elsevier B.V</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>20101102</creationdate><title>Degradation studies of pentoxifylline: Isolation and characterization of a novel gem-dihydroperoxide derivative as major oxidative degradation product</title><author>Mone, Mahesh Kumar ; Chandrasekhar, K.B.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c451t-708c108eac4ef8762d927d84aa4b3387515b3cf79b27ade86fb538c256052a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Analysis</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Drug Stability</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>gem-Dihydroperoxide</topic><topic>General pharmacology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Medical sciences</topic><topic>Oxidation-Reduction</topic><topic>Oxidative Stress</topic><topic>Pentoxifylline</topic><topic>Pentoxifylline - chemistry</topic><topic>Peroxides - chemistry</topic><topic>Pharmacology. Drug treatments</topic><topic>Stability indicating</topic><topic>Ultra high performance liquid chromatography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mone, Mahesh Kumar</creatorcontrib><creatorcontrib>Chandrasekhar, K.B.</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>Mone, Mahesh Kumar</au><au>Chandrasekhar, K.B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Degradation studies of pentoxifylline: Isolation and characterization of a novel gem-dihydroperoxide derivative as major oxidative degradation product</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>2010-11-02</date><risdate>2010</risdate><volume>53</volume><issue>3</issue><spage>335</spage><epage>342</epage><pages>335-342</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><coden>JPBADA</coden><abstract>Pentoxifylline was subjected to various stress conditions and degradation profile was studied with conventional LCMS. Interestingly, under oxidative stress conditions the drug substance underwent distinct transformation to give rise to a single major degradation product. The structure of this product was elucidated using 1D, 2D NMR spectroscopy, high resolution mass spectrometry (Q-TOF LC/MS) and found to be a novel
gem-dihydroperoxide, namely 1-(5,5-Bis-hydroperoxy-hexyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione. An efficient stability indicating liquid chromatographic separation method was developed for pentoxifylline and its three degradation products (including two from base hydrolysis) using 1.8
μm, C18 reverse phase column and UHPLC. Baseline separation was achieved with a run time of 4
min. The analytical assay method was validated with respect to system suitability, specificity, linearity, range, precision, accuracy and robustness.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>20466503</pmid><doi>10.1016/j.jpba.2010.04.006</doi><tpages>8</tpages></addata></record> |
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| language | eng |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Analysis Analytical, structural and metabolic biochemistry Biological and medical sciences Chromatography, High Pressure Liquid Drug Stability Fundamental and applied biological sciences. Psychology gem-Dihydroperoxide General pharmacology Magnetic Resonance Spectroscopy Mass Spectrometry Medical sciences Oxidation-Reduction Oxidative Stress Pentoxifylline Pentoxifylline - chemistry Peroxides - chemistry Pharmacology. Drug treatments Stability indicating Ultra high performance liquid chromatography |
| title | Degradation studies of pentoxifylline: Isolation and characterization of a novel gem-dihydroperoxide derivative as major oxidative degradation product |
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