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Terms modified by Hydroxy Selected AbstractsStudies on the metabolism of the ,9-tetrahydrocannabinol precursor ,9-tetrahydrocannabinolic acid A (,9-THCA-A) in rat using LC-MS/MS, LC-QTOF MS and GC-MS techniquesJOURNAL OF MASS SPECTROMETRY (INCORP BIOLOGICAL MASS SPECTROMETRY), Issue 10 2009Julia Jung Abstract In Cannabis sativa, ,9-Tetrahydrocannabinolic acid-A (,9-THCA-A) is the non-psychoactive precursor of ,9-tetrahydrocannabinol (,9-THC). In fresh plant material, about 90% of the total ,9-THC is available as ,9-THCA-A. When heated (smoked or baked), ,9-THCA-A is only partially converted to ,9-THC and therefore, ,9-THCA-A can be detected in serum and urine of cannabis consumers. The aim of the presented study was to identify the metabolites of ,9-THCA-A and to examine particularly whether oral intake of ,9-THCA-A leads to in vivo formation of ,9-THC in a rat model. After oral application of pure ,9-THCA-A to rats (15 mg/kg body mass), urine samples were collected and metabolites were isolated and identified by liquid chromatography-mass spectrometry (LC-MS), liquid chromatography-tandem mass spectrometry (LC-MS/MS) and high resolution LC-MS using time of flight-mass spectrometry (TOF-MS) for accurate mass measurement. For detection of ,9-THC and its metabolites, urine extracts were analyzed by gas chromatography-mass spectrometry (GC-MS). The identified metabolites show that ,9-THCA-A undergoes a hydroxylation in position 11 to 11-hydroxy-,9-tetrahydrocannabinolic acid-A (11-OH-,9-THCA-A), which is further oxidized via the intermediate aldehyde 11-oxo-,9-THCA-A to 11-nor-9-carboxy-,9-tetrahydrocannabinolic acid-A (,9-THCA-A-COOH). Glucuronides of the parent compound and both main metabolites were identified in the rat urine as well. Furthermore, ,9-THCA-A undergoes hydroxylation in position 8 to 8-alpha- and 8-beta-hydroxy-,9-tetrahydrocannabinolic acid-A, respectively, (8,-Hydroxy-,9-THCA-A and 8,-Hydroxy-,9-THCA-A, respectively) followed by dehydration. Both monohydroxylated metabolites were further oxidized to their bishydroxylated forms. Several glucuronidation conjugates of these metabolites were identified. In vivo conversion of ,9-THCA-A to ,9-THC was not observed. Copyright © 2009 John Wiley & Sons, Ltd. [source] Structure and substrate docking of a hydroxy(phenyl)pyruvate reductase from the higher plant Coleus blumei Benth.ACTA CRYSTALLOGRAPHICA SECTION D, Issue 5 2010Verena Janiak Hydroxy(phenyl)pyruvate reductase [H(P)PR] belongs to the family of d -isomer-specific 2-hydroxyacid dehydrogenases and catalyzes the reduction of hydroxyphenylpyruvates as well as hydroxypyruvate and pyruvate to the corresponding lactates. Other non-aromatic substrates are also accepted. NADPH is the preferred cosubstrate. The crystal structure of the enzyme from Coleus blumei (Lamiaceae) has been determined at 1.47,Å resolution. In addition to the apoenzyme, the structure of a complex with NADP+ was determined at a resolution of 2.2,Å. H(P)PR is a dimer with a molecular mass of 34,113,Da per subunit. The structure is similar to those of other members of the enzyme family and consists of two domains separated by a deep catalytic cleft. To gain insights into substrate binding, several compounds were docked into the cosubstrate complex structure using the program AutoDock. The results show two possible binding modes with similar docking energy. However, only binding mode A provides the necessary environment in the active centre for hydride and proton transfer during reduction, leading to the formation of the (R)-enantiomer of lactate and/or hydroxyphenyllactate. [source] ChemInform Abstract: Influence of the Gas Atmosphere on the Deprotection of (Z)-,-Hydroxy-,,,-Unsaturated Esters.CHEMINFORM, Issue 7 2010Irakusne Lopez Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Asymmetric Synthesis of ,-Hydroxy-,,,-acetylenic Esters Catalyzed by Oxazolidine,Titanium Complex.CHEMINFORM, Issue 3 2010Jincheng Mao Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Diastereo- and Enantioselective Synthesis of ,-Hydroxy-,-Amino Acids: Application to the Synthesis of a Key Intermediate for Lactacystin.CHEMINFORM, Issue 27 2009Qiong Li Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Towards Asymmetric Au-Catalyzed Hydroxy- and Alkoxycyclization of 1,6-Enynes.CHEMINFORM, Issue 26 2009Chung-Meng Chao Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Unusual Opening of the 1,3-Dioxolane Ring in ,-Hydroxy ,,,-Acetylenic Aldehyde Dimers by the Action of Ethylenediamine.CHEMINFORM, Issue 19 2009I. A. Novokshonova Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Cyclic Acetal Formation Between 2-Pyridinecarboxyaldehyde and ,-Hydroxy-,,,-acetylenic Esters.CHEMINFORM, Issue 8 2009Sami Osman Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: A Stereodivergent Synthesis of ,-Hydroxy-,-methylene Lactones via Vinyl Epoxides.CHEMINFORM, Issue 43 2008Marion Davoust Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] DBU-Catalyzed Condensation of Acyldiazomethanes to Aldehydes in Water and a New Approach to Ethyl ,-Hydroxy ,-Arylacrylates.CHEMINFORM, Issue 21 2007Fengping Xiao Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Diastereoselective Synthesis of ,-Hydroxy ,,,-Epoxyesters and Their Conversion into ,-Hydroxy ,-Sulfenyl ,-Butyrolactones.CHEMINFORM, Issue 9 2007Santiago Rodriguez Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Enantio- and Diastereoselective Hydrogenation via Dynamic Kinetic Resolution by a Cationic Iridium Complex in the Synthesis of ,-Hydroxy-,-amino Acid Esters.CHEMINFORM, Issue 3 2007Kazuishi Makino Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Asymmetric Synthesis of ,-Hydroxy-,-trifluoromethylated Ketones via in situ Generation of Trifluoroacetaldehyde and Its Asymmetric Carbon,Carbon Bond Formation Reaction with Chiral Imines in Aqueous Media.CHEMINFORM, Issue 38 2006Kazumasa Funabiki Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Hypervalent Iodine in the Synthesis of Bridgehead Heterocycles: A Facile Route to the Synthesis of 6-Arylimidazo[2,1-b]thiazoles Using [Hydroxy(tosyloxy)iodo]benzene.CHEMINFORM, Issue 35 2006Ranjana Aggarwal Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] A Direct Catalytic Asymmetric Mannich-Type Reaction via a Dinuclear Zinc Catalyst: Synthesis of Either anti- or syn-,-Hydroxy-,-amino Ketones.CHEMINFORM, Issue 28 2006Barry M. Trost Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Highly Enantioselective Synthesis of ,-Hydroxy-,,,-acetylenic Esters by Asymmetric Alkyne Addition to Aldehydes.CHEMINFORM, Issue 19 2006Ge Gao Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Use of [Hydroxy(tosyloxy)iodo]benzene in a Novel and Facile Synthesis of 1,4-Diaryl-2-(arylamino)but-2-ene-1,4-diones.CHEMINFORM, Issue 33 2005Om Prakash Abstract For Abstract see ChemInform Abstract in Full Text. [source] A Simple Procedure for the Synthesis of ,-Hydroxy-,,,-(E)-alkenoic Esters: Formal Synthesis of (+)-Macrosphelides A and B.CHEMINFORM, Issue 29 2005K. Srinivasa Rao Abstract For Abstract see ChemInform Abstract in Full Text. [source] The Direct Catalytic Enantioselective Synthesis of Protected Aryl ,-Hydroxy-,-Amino Acids.CHEMINFORM, Issue 27 2005Michael C. Willis Abstract For Abstract see ChemInform Abstract in Full Text. [source] A Direct Approach to ,-Hydroxy and ,-Chloro Trifluoromethyl Derivatives.CHEMINFORM, Issue 19 2005Lucie Tournier Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis of Hexabromo, Hydroxy, Epoxy, Methoxy and Nitroxy Derivatives of Tetralins and Naphthalenes.CHEMINFORM, Issue 7 2005Ramazan Erenler No abstract is available for this article. [source] Olefination of ,-Hydroxy or ,-Aminoaldehyde Derivatives via Reaction of Their Arylsulfonylhydrazones with Sulfonyl Anions.CHEMINFORM, Issue 50 2004Jerzy Wicha Abstract For Abstract see ChemInform Abstract in Full Text. [source] A Facile Synthesis of Thiazole-2(3H)-thiones Through [Hydroxy(tosyloxy)iodo]benzene.CHEMINFORM, Issue 50 2004Ranjana Aggarwal Abstract For Abstract see ChemInform Abstract in Full Text. [source] Catalytic Enantio- and Diastereoselective Aldol Reactions of Glycine-Derived Silicon Enolate with Aldehydes: An Efficient Approach to the Asymmetric Synthesis of anti-,-Hydroxy-,-Amino Acid Derivatives.CHEMINFORM, Issue 47 2004Jun Kobayashi No abstract is available for this article. [source] Trans-Selective Conversions of ,-Hydroxy-,,,-alkynoic Esters to ,-Hydroxy-,,,-alkenoic Esters.CHEMINFORM, Issue 41 2004Christopher T. Meta Abstract For Abstract see ChemInform Abstract in Full Text. [source] Truncated Diastereoselective Passerini Reaction, a Rapid Construction of Polysubstituted Oxazole and Peptides Having an ,-Hydroxy-,-amino Acid Component.CHEMINFORM, Issue 38 2004Guylaine Cuny Abstract For Abstract see ChemInform Abstract in Full Text. [source] Unusual Reaction of ,-Hydroxy ,-Diazo Carbonyl Compounds with TsNHN=CHCOCl/Et3N.CHEMINFORM, Issue 37 2004Weifeng Shi Abstract For Abstract see ChemInform Abstract in Full Text. [source] Bismuth Triflate Catalyzed Condensation of ,-Hydroxy-,,,-Unsaturated Aldehydes with Aryl Amines.CHEMINFORM, Issue 21 2004J. S. Yadav Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis of ,-Ketobutyrolactones and ,-Hydroxy-,-Keto Acids.CHEMINFORM, Issue 18 2004Han-Young Kang Abstract For Abstract see ChemInform Abstract in Full Text. [source] Sulfinimine-Mediated Asymmetric Synthesis of ,-Hydroxy ,-Amino Phosphonates.CHEMINFORM, Issue 7 2004Franklin A. Davis Abstract For Abstract see ChemInform Abstract in Full Text. [source] |