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Xenobiotica
the fate of foreign compounds in biological systems
Volume 19, 1989 - Issue 2
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Original Article

Metabolism of a monoterpene ketone, R-(+)-pulegone—a hepatotoxin in rat

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Pages 217-224 | Received 29 Apr 1988, Accepted 06 Sep 1988, Published online: 30 Sep 2009

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Ling-Jen Chen Ferguson, EdwardH. Lebetkin, FredB. Lih, KennethB. Tomer, HoraceD. Parkinson, SusanJ. Borghoff & LeoT. Burka. (2007) 14C-labeled Pulegone and Metabolites Binding to α2u-globulin in Kidneys of Male F-344 Rats∗ . Journal of Toxicology and Environmental Health, Part A 70:17, pages 1416-1423.
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Shufeng Zhou, Eli Chan, Wei Duan, Min Huang & Yu-Zong Chen. (2005) Drug Bioactivation Covalent Binding to Target Proteins and Toxicity Relevance. Drug Metabolism Reviews 37:1, pages 41-213.
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K. M. MADYASTHA NILESH & W. GAIKWAD. (1998) Metabolic fate of S-(-)-pulegone in rat. Xenobiotica 28:8, pages 723-734.
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S. D. Nelson, R. H. McClanahan, D. Thomassen, W. Perry Gordon & N. Knebel. (1992) Investigations of mechanisms of reactive metabolite formation from (R)-(+)-pulegone. Xenobiotica 22:9-10, pages 1157-1164.
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Articles from other publishers (25)

Samuel M. Cohen, Gerhard Eisenbrand, Shoji Fukushima, Nigel J. Gooderham, F. Peter Guengerich, Stephen S. Hecht, Ivonne M.C.M. Rietjens, Maria Bastaki, Jeanne M. Davidsen, Christie L. Harman, Margaret M. McGowen & Sean V. Taylor. (2020) FEMA GRAS assessment of natural flavor complexes: Mint, buchu, dill and caraway derived flavoring ingredients. Food and Chemical Toxicology 135, pages 110870.
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Jonida Salihila, Lúcia Silva, Helena Pérez del Pulgar, Ana Quílez Molina, Azucena González-Coloma, A. Sonia Olmeda, José F. Quílez del Moral & Alejandro F. Barrero. (2019) One-Step Synthesis of Furan Rings from α-Isopropylidene Ketones Mediated by Iodine/DMSO: An Approach to Potent Bioactive Terpenes. The Journal of Organic Chemistry 84:11, pages 6886-6894.
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Mijat Božović & Rino Ragno. (2017) Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry. Molecules 22:2, pages 290.
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Toni Lassila, Sampo Mattila, Miia Turpeinen, Olavi Pelkonen & Ari Tolonen. (2016) Tandem mass spectrometric analysis of S- and N-linked glutathione conjugates of pulegone and menthofuran and identification of P450 enzymes mediating their formation. Rapid Communications in Mass Spectrometry 30:7, pages 917-926.
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. 2014. Essential Oil Safety. Essential Oil Safety 677 755 .
Robert Tisserand & Rodney Young. 2014. Essential Oil Safety. Essential Oil Safety 483 647 .
Robert Tisserand & Rodney Young. 2014. Essential Oil Safety. Essential Oil Safety 39 67 .
Lisa A. Peterson. (2012) Reactive Metabolites in the Biotransformation of Molecules Containing a Furan Ring. Chemical Research in Toxicology 26:1, pages 6-25.
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S. Cyrus Khojasteh, Shimako Oishi & Sidney D. Nelson. (2010) Metabolism and Toxicity of Menthofuran in Rat Liver Slices and in Rats. Chemical Research in Toxicology 23:11, pages 1824-1832.
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Walter Jäger, Marion Mayer, Peter Platzer, Gottfried Reznicek, Hermann Dietrich & Gerhard Buchbauer. (2000) Stereoselective Metabolism of the Monoterpene Carvone by Rat and Human Liver Microsomes. Journal of Pharmacy and Pharmacology 52:2, pages 191-197.
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Bharti Sapra, Subheet Jain & A. K. Tiwary. (2008) Percutaneous Permeation Enhancement by Terpenes: Mechanistic View. The AAPS Journal 10:1.
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SUSAN C. SMOLINSKE, G. PATRICK DAUBERT & DAVID G. SPOERKE. 2007. Haddad and Winchester's Clinical Management of Poisoning and Drug Overdose. Haddad and Winchester's Clinical Management of Poisoning and Drug Overdose 473 506 .
Robert L. Smith, Samuel M. Cohen, John Doull, Victor J. Feron, Jay I. Goodman, Lawrence J. Marnett, Ian C. Munro, Philip S. Portoghese, William J. Waddell, Bernard M. Wagner & Timothy B. Adams. (2005) Criteria for the safety evaluation of flavoring substances. Food and Chemical Toxicology 43:8, pages 1141-1177.
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Shufeng Zhou, Hwee-Ling Koh, Yihuai Gao, Zhi-yuan Gong & Edmund Jon Deoon Lee. (2004) Herbal bioactivation: The good, the bad and the ugly. Life Sciences 74:8, pages 935-968.
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Wolfgang Engel. (2003) In Vivo Studies on the Metabolism of the Monoterpene Pulegone in Humans Using the Metabolism of Ingestion-Correlated Amounts (MICA) Approach:  Explanation for the Toxicity Differences between ( S )-(−)- and ( R )-(+)-Pulegone . Journal of Agricultural and Food Chemistry 51:22, pages 6589-6597.
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Sabine Fuchs, Silvia Zinn, Thomas Beck & Armin Mosandl. (1999) Biosynthesis of Menthofuran in Mentha × piperita :  Stereoselective and Mechanistic Studies . Journal of Agricultural and Food Chemistry 47:10, pages 4100-4105.
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K. M. Madyastha & H. V. Thulasiram. (1999) Transformation of a Monoterpene Ketone, ( R )-(+)-Pulegone, a Potent Hepatotoxin, in Mucor piriformis . Journal of Agricultural and Food Chemistry 47:3, pages 1203-1207.
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Gilles Klopman, Meihua Tu & Joseph Talafous. (1997) META. 3. A Genetic Algorithm for Metabolic Transform Priorities Optimization. Journal of Chemical Information and Computer Sciences 37:2, pages 329-334.
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K. M. Madyastha & V. N. Shankar. (1994) Role of Neutral Metabolites in Microbial Conversion of 3β-Acetoxy-19-Hydroxycholest-5-Ene into Estrone. Applied and Environmental Microbiology 60:5, pages 1512-1518.
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Mustapha Ismaili-Alaoui, Bachier Benjilali, Didier Buisson & Robert Azerad. (1992) Biotransformation of terpenic compounds by fungi I. Metabolism of R-(+)-pulegone. Tetrahedron Letters 33:17, pages 2349-2352.
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Sidney D. Nelson, Robert H. McClanahan, Norbert Knebel, David Thomassen, W. Perry Gordon & Shimako Oishi. 1992. Secondary-Metabolite Biosynthesis and Metabolism. Secondary-Metabolite Biosynthesis and Metabolism 287 296 .
K.M. Madyastha & C.Paul Raj. (1991) Evidence for the formation of a known toxin, P-cresol, from menthofuran. Biochemical and Biophysical Research Communications 177:1, pages 440-446.
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K.M. Madyastha & C. Paul Raj. (1990) Biotransformations of R-(+)-pulegone and menthofuran invitro: Chemical basis for toxicity. Biochemical and Biophysical Research Communications 173:3, pages 1086-1092.
Crossref
K.M. Madyastha & B. Moorthy. 1990. Biological Oxidation Systems. Biological Oxidation Systems 115 131 .
K.M. Madyastha & B. Moorthy. (1989) Pulegone mediated hepatotoxicity: Evidence for covalent binding of R(+)-[14C]pulegone to microsomal proteins in vitro. Chemico-Biological Interactions 72:3, pages 325-333.
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