| Natural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs. | |
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MedLine Citation:
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PMID: 15060084 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Geranylgeranoic acid (GGA; all-trans 3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoic acid) has been shown to induce apoptosis in a human hepatoma-derived cell line, HuH-7. We aimed not only to confirm the apoptogenic properties of GGA and its derivatives, but also to search for natural GGA in medicinal herbs. GGA induced apoptosis in human hepatoma-derived cell lines, HuH-7, PLC/PRF-5, and mouse transformed hepatocyte-derived cell line, MLE-10, in a dose- and time-dependent manner, but failed to induce cell death in human hepatoblastoma-derived HepG-2 and mouse primary hepatocytes in the same condition. Besides GGA, 4,5-didehydro GGA, 14,15-dihydro GGA, and 2,3-dihydro GGA were also active to induce cell death in HuH-7 cells, while 4,5-didehydro-10,11, 14,15-tetrahydro GGA, 4,5,8,9-tetrahydro GGA, farnesoic acid, and geranylgeraniol were inert. By using liquid chromatography/mass spectrometry, we found natural GGA as a negative ion of m/z 303.4 in a Chinese herb, Schisandra chinensis, and Schisandra GGA was identified by derivatization with both mild methylation and catalytic hydrogenation. Some other GGAs hydrogenated in the different degrees, including phytanic acid (perhydro GGA), were also found in S. chinensis. GGA and phytanic acid were detected in 24 out of 25 herbs tested. The present study is the first report of natural GGA in medicinal herbs. |
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Authors:
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Yoshihiro Shidoji; Hiroko Ogawa |
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Publication Detail:
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Type: Journal Article Date: 2004-04-01 |
Journal Detail:
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Title: Journal of lipid research Volume: 45 ISSN: 0022-2275 ISO Abbreviation: J. Lipid Res. Publication Date: 2004 Jun |
Date Detail:
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Created Date: 2004-05-13 Completed Date: 2005-03-02 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0376606 Medline TA: J Lipid Res Country: United States |
Other Details:
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Languages: eng Pagination: 1092-103 Citation Subset: IM |
Affiliation:
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Laboratory of Cellular Biochemistry, Graduate School of Human Health Sciences, Siebold University of Nagasaki, Nagayo, Nagasaki 851-2195, Japan. shidoji@sun.ac.jp |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Cell Death / drug effects Cells, Cultured Chromatography, Liquid Diterpenes / analysis, chemistry*, pharmacology* Gas Chromatography-Mass Spectrometry Humans Liver Neoplasms / drug therapy, pathology, prevention & control* Male Mice Molecular Structure Phytotherapy Plant Extracts / chemistry Plants, Medicinal / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Diterpenes; 0/Plant Extracts; 83807-40-3/geranylgeranic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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