Cholesterol‐derived hydroperoxides in alcoholic liver disease
Human liver samples from 33 patients were collected at autopsy (controls’ n=9; fatty liver’ n=12; liver cirrhosis’ n=12)’ and samples homogenized. Lipids extracted with chloroform and methanol were injected into the octyl column of a high‐performance liquid chromatograph with post‐column chemilumine...
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Veröffentlicht in: | Lipids 1999-06, Vol.34 (6), p.557-561 |
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description | Human liver samples from 33 patients were collected at autopsy (controls’ n=9; fatty liver’ n=12; liver cirrhosis’ n=12)’ and samples homogenized. Lipids extracted with chloroform and methanol were injected into the octyl column of a high‐performance liquid chromatograph with post‐column chemiluminescence. Liquid chromatography‐mass spectrometry was developed to identify 7‐hydroperoxycholest‐5‐en‐3β‐ol (7‐OOH). We found that two cholesterol‐derived hydroperoxides’ 7α‐hydroperoxycholest‐5‐en‐3β‐ol (7α‐OOH) and 7β‐hydroperoxycholest‐5‐en‐3β‐ol (7β‐OOH)’ are present in significantly elevated amounts (12.4 and 25.0 nmol/g tissue’ respectively) in lipid extracts from alcoholic fatty liver’ but not in extracts from alcoholic cirrhotic liver. 7α‐OOH and 7β‐OOH are early intermediates produced during free radical‐mediated cholesterol oxidation and can serve as molecular indicators of chain peroxidative damage in cell membranes. This is the first demonstration of 7α‐OOH and 7β‐OOH accumulations in human liver’ and it is presumed to reflect greater oxidative stress pathology in alcoholic fatty liver. |
doi_str_mv | 10.1007/s11745-999-0398-0 |
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Lipids extracted with chloroform and methanol were injected into the octyl column of a high‐performance liquid chromatograph with post‐column chemiluminescence. Liquid chromatography‐mass spectrometry was developed to identify 7‐hydroperoxycholest‐5‐en‐3β‐ol (7‐OOH). We found that two cholesterol‐derived hydroperoxides’ 7α‐hydroperoxycholest‐5‐en‐3β‐ol (7α‐OOH) and 7β‐hydroperoxycholest‐5‐en‐3β‐ol (7β‐OOH)’ are present in significantly elevated amounts (12.4 and 25.0 nmol/g tissue’ respectively) in lipid extracts from alcoholic fatty liver’ but not in extracts from alcoholic cirrhotic liver. 7α‐OOH and 7β‐OOH are early intermediates produced during free radical‐mediated cholesterol oxidation and can serve as molecular indicators of chain peroxidative damage in cell membranes. This is the first demonstration of 7α‐OOH and 7β‐OOH accumulations in human liver’ and it is presumed to reflect greater oxidative stress pathology in alcoholic fatty liver.</description><identifier>ISSN: 0024-4201</identifier><identifier>EISSN: 1558-9307</identifier><identifier>DOI: 10.1007/s11745-999-0398-0</identifier><identifier>PMID: 10405968</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer‐Verlag</publisher><subject>Adult ; Chemiluminescence ; Chloroform ; Cholesterol ; Cholesterol - metabolism ; Chromatography, High Pressure Liquid ; Fatty Liver, Alcoholic - metabolism ; Free radicals ; Humans ; Lipid Peroxides - metabolism ; Lipids ; Liquid chromatography ; Liver ; Liver cirrhosis ; Liver Cirrhosis, Alcoholic - metabolism ; Luminescent Measurements ; Mass spectrometry ; Middle Aged ; Oxidative stress</subject><ispartof>Lipids, 1999-06, Vol.34 (6), p.557-561</ispartof><rights>1999 American Oil Chemists' Society (AOCS)</rights><rights>AOCS Press 1999</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4817-b823dc56b69788d87a978cb2164b271c884eb559de8826b175d655954b9455323</citedby><cites>FETCH-LOGICAL-c4817-b823dc56b69788d87a978cb2164b271c884eb559de8826b175d655954b9455323</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1007%2Fs11745-999-0398-0$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1007%2Fs11745-999-0398-0$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10405968$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Asano, Migiwa</creatorcontrib><creatorcontrib>Adachi, Junko</creatorcontrib><creatorcontrib>Ueno, Yasuhiro</creatorcontrib><title>Cholesterol‐derived hydroperoxides in alcoholic liver disease</title><title>Lipids</title><addtitle>Lipids</addtitle><description>Human liver samples from 33 patients were collected at autopsy (controls’ n=9; fatty liver’ n=12; liver cirrhosis’ n=12)’ and samples homogenized. Lipids extracted with chloroform and methanol were injected into the octyl column of a high‐performance liquid chromatograph with post‐column chemiluminescence. Liquid chromatography‐mass spectrometry was developed to identify 7‐hydroperoxycholest‐5‐en‐3β‐ol (7‐OOH). We found that two cholesterol‐derived hydroperoxides’ 7α‐hydroperoxycholest‐5‐en‐3β‐ol (7α‐OOH) and 7β‐hydroperoxycholest‐5‐en‐3β‐ol (7β‐OOH)’ are present in significantly elevated amounts (12.4 and 25.0 nmol/g tissue’ respectively) in lipid extracts from alcoholic fatty liver’ but not in extracts from alcoholic cirrhotic liver. 7α‐OOH and 7β‐OOH are early intermediates produced during free radical‐mediated cholesterol oxidation and can serve as molecular indicators of chain peroxidative damage in cell membranes. This is the first demonstration of 7α‐OOH and 7β‐OOH accumulations in human liver’ and it is presumed to reflect greater oxidative stress pathology in alcoholic fatty liver.</description><subject>Adult</subject><subject>Chemiluminescence</subject><subject>Chloroform</subject><subject>Cholesterol</subject><subject>Cholesterol - metabolism</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Fatty Liver, Alcoholic - metabolism</subject><subject>Free radicals</subject><subject>Humans</subject><subject>Lipid Peroxides - metabolism</subject><subject>Lipids</subject><subject>Liquid chromatography</subject><subject>Liver</subject><subject>Liver cirrhosis</subject><subject>Liver Cirrhosis, Alcoholic - metabolism</subject><subject>Luminescent Measurements</subject><subject>Mass spectrometry</subject><subject>Middle Aged</subject><subject>Oxidative stress</subject><issn>0024-4201</issn><issn>1558-9307</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</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>eNqFkEtOwzAQhi0EoqVwADYoYm_wJH6MVwiVV6VKsIC1Fceumiptik2A7jgCZ-QkuEoX7Nh4NKPP_4w-Qk6BXQBj6jICKC6o1pqyQiNle2QIQiDVBVP7ZMhYzinPGQzIUYyL1ALX4pAMgHEmtMQhuRrP28bHNx_a5ufr2_lQv3uXzTcutOs0_Kydj1m9ysqmahNaV1mTiJC5Ovoy-mNyMCub6E92dURe7m6fxw90-ng_GV9PacURFLWYF64S0kqtEB2qMtXK5iC5zRVUiNxbIbTziLm0oISTqRXcai5EkRcjct7nrkP72qWDzaLtwiqtNIgIBVcoEwQ9VIU2xuBnZh3qZRk2BpjZGjO9MZOMma2x9IzI2S64s0vv_vzoFSVA9cBH3fjN_4lmOnm6YUKo4hdzunar</recordid><startdate>199906</startdate><enddate>199906</enddate><creator>Asano, Migiwa</creator><creator>Adachi, Junko</creator><creator>Ueno, Yasuhiro</creator><general>Springer‐Verlag</general><general>Springer Nature B.V</general><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>3V.</scope><scope>7QL</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>7U9</scope><scope>7X7</scope><scope>7XB</scope><scope>88A</scope><scope>88E</scope><scope>8AO</scope><scope>8C1</scope><scope>8FD</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PCBAR</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope></search><sort><creationdate>199906</creationdate><title>Cholesterol‐derived hydroperoxides in alcoholic liver disease</title><author>Asano, Migiwa ; 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fatty liver’ n=12; liver cirrhosis’ n=12)’ and samples homogenized. Lipids extracted with chloroform and methanol were injected into the octyl column of a high‐performance liquid chromatograph with post‐column chemiluminescence. Liquid chromatography‐mass spectrometry was developed to identify 7‐hydroperoxycholest‐5‐en‐3β‐ol (7‐OOH). We found that two cholesterol‐derived hydroperoxides’ 7α‐hydroperoxycholest‐5‐en‐3β‐ol (7α‐OOH) and 7β‐hydroperoxycholest‐5‐en‐3β‐ol (7β‐OOH)’ are present in significantly elevated amounts (12.4 and 25.0 nmol/g tissue’ respectively) in lipid extracts from alcoholic fatty liver’ but not in extracts from alcoholic cirrhotic liver. 7α‐OOH and 7β‐OOH are early intermediates produced during free radical‐mediated cholesterol oxidation and can serve as molecular indicators of chain peroxidative damage in cell membranes. This is the first demonstration of 7α‐OOH and 7β‐OOH accumulations in human liver’ and it is presumed to reflect greater oxidative stress pathology in alcoholic fatty liver.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer‐Verlag</pub><pmid>10405968</pmid><doi>10.1007/s11745-999-0398-0</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Adult Chemiluminescence Chloroform Cholesterol Cholesterol - metabolism Chromatography, High Pressure Liquid Fatty Liver, Alcoholic - metabolism Free radicals Humans Lipid Peroxides - metabolism Lipids Liquid chromatography Liver Liver cirrhosis Liver Cirrhosis, Alcoholic - metabolism Luminescent Measurements Mass spectrometry Middle Aged Oxidative stress |
title | Cholesterol‐derived hydroperoxides in alcoholic liver disease |
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