| Basil extract inhibits the sulfotransferase mediated formation of DNA adducts of the procarcinogen 1'-hydroxyestragole by rat and human liver S9 homogenates and in HepG2 human hepatoma cells. | |
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MedLine Citation:
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PMID: 18433972 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The effects of a basil extract on the sulfation and concomitant DNA adduct formation of the proximate carcinogen 1'-hydroxyestragole were studied using rat and human liver S9 homogenates and the human hepatoma cell line HepG2. Basil was chosen since it contains the procarcinogen estragole that can be metabolized to 1'-hydroxyestragole by cytochrome P450 enzymes. Basil extract addition to incubations of rat and human liver S9 homogenates with 1'-hydroxyestragole, the sulfotransferase cofactor PAPS, and 2'-deoxyguanosine resulted in a dose-dependent inhibition of N2-(trans-isoestragol-3'-yl)-2'-deoxyguanosine formation. Because the inhibition resembled the inhibition by the sulfotransferase inhibitor pentachlorophenol and since the inhibition was not observed in incubations with the direct electrophile 1'-acetoxyestragole it is concluded that the inhibition occurs at the level of the sulfotransferase mediated bioactivation step. Additional experiments in HepG2 cells revealed the same protective effect of basil extract in intact cells, demonstrating that the inhibitors are able to enter the cells. The results of this study suggest that bioactivation and subsequent adverse effects of 1'-hydroxyestragole might be lower in a matrix of other basil ingredients than what would be expected on the basis of experiments using 1'-hydroxyestragole as a single compound. |
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Authors:
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Suzanne M F Jeurissen; Ans Punt; Thierry Delatour; Ivonne M C M Rietjens |
Publication Detail:
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Type: In Vitro; Journal Article; Research Support, Non-U.S. Gov't Date: 2008-03-16 |
Journal Detail:
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Title: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association Volume: 46 ISSN: 0278-6915 ISO Abbreviation: Food Chem. Toxicol. Publication Date: 2008 Jun |
Date Detail:
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Created Date: 2008-05-09 Completed Date: 2008-07-10 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8207483 Medline TA: Food Chem Toxicol Country: England |
Other Details:
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Languages: eng Pagination: 2296-302 Citation Subset: IM |
Affiliation:
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Division of Toxicology, Wageningen University, Tuinlaan 5, 6703 HE Wageningen, The Netherlands. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Anisoles / metabolism* Biotransformation Carcinoma, Hepatocellular / metabolism* Cell Line, Tumor Cell Survival Chromatography, High Pressure Liquid DNA Adducts / drug effects* DNA Repair / drug effects Deoxyguanosine / metabolism Enzyme Inhibitors / pharmacology* Humans Liver / metabolism* Liver Neoplasms / metabolism* Ocimum basilicum / chemistry* Plant Extracts / pharmacology Rats Risk Assessment Spectrometry, Mass, Electrospray Ionization Subcellular Fractions / metabolism Sulfotransferases / antagonists & inhibitors* Tetrazolium Salts Thiazoles |
| Chemical | |
Reg. No./Substance:
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0/Anisoles; 0/DNA Adducts; 0/Enzyme Inhibitors; 0/Plant Extracts; 0/Tetrazolium Salts; 0/Thiazoles; 298-93-1/thiazolyl blue; 51410-44-7/1'-hydroxyestragole; 961-07-9/Deoxyguanosine; EC 2.8.2.-/Sulfotransferases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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