Oxidation mechanism of 7-hydroxy-δ 8-tetrahydrocannabinol and 8-hydroxy-δ9-tetrahydrocannabinol to the corresponding ketones by CYP3A11

Drug Metabolism and Disposition

Volumn 29, Issue 11, 2001, Pages 1485-1491

  Matsunaga, Tamihide ^a   Tanaka, Hiroyuki ^a   Higuchi, Shinsuke ^a   Shibayama, Kinya ^a   Kishi, Nobuyuki ^a   Watanabe, Kazuhito ^a   Yamamoto, Ikuo ^a  

^a HOKURIKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

7 HYDROXY DELTA 8 TETRAHYDROCANNABINOL; 7 OXO DELTA8 TETRAHYDROCANNABINOL; 7BETA HYDROXY DELTA8 TETRAHYDROCANNABINOL; 8 HYDROXY DELTA 9 TETRAHYDROCANNABINOL; 8 OXO DELTA 9 TETRAHYDROCANNABINOL; 8ALPHA HYDROXY DELTA 8 TETRAHYDROCANNABINOL; COMPLEMENTARY DNA; CUMENE HYDROPEROXIDE; CYTOCHROME P450 3A; CYTOCHROME P450 3A11; KETONE DERIVATIVE; TETRAHYDROCANNABINOL DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DNA LIBRARY; DRUG OXIDATION; GENETIC TRANSFECTION; ISOMER; LIVER MICROSOME; MALE; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; SEQUENCE ANALYSIS; STEREOCHEMISTRY;

ANIMALS; CLONING, MOLECULAR; COS CELLS; CYTOCHROME P-450 ENZYME SYSTEM; GUINEA PIGS; KETONES; MALE; MICE; MICE, INBRED C57BL; MICROSOMES, LIVER; OXIDATION-REDUCTION; TETRAHYDROCANNABINOL;

EID: 0034776647     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (40)

1. Mechanistic studies on C-19 demethylation in oestrogen biosynthesis
2. Cloning, structure, and expression of the mitochondrial cytochrome P-450 sterol 26-hydroxylase, a bile acid biosynthetic enzyme
3. Structural studies of cannabinoids. A theoretical and proton magnetic resonance analysis
4. The mechanism of oxidation of allylic alcohols to α, β-unsaturated ketones by cytochrome P450
5. 5 and by microsomes: Metabolism identification
6. Simultaneous purification of multiple forms of rat liver microsomal cytochrome P-450 by high-performance liquid chromatography
7. Models and mechanism of cytochrome P450 action
8. Enzymatic oxidation of ethyl carbamate to vinyl carbamate and its role as an intermediate in the formation of I,N6-ethenadenosine
9. Chemistry, metabolism, and pharmacokinetics of the cannabinoids
10. Metabolism of the cannabinoids
11. 6-tetrahydrocannabinol from marijuana
12. Guinea pig liver 3-hydroxyhexobarbital dehydrogenase: Purification and properties
13. Cleavage of structural proteins during the assembly of the head of bacteriophage T4
14. Protein measurement with the Folin phenol reagent
15. The purification of 11β-hydroxysteroid dehydrogenase from mouse liver microsomes
16. Microsomal aldehyde oxygenase (MALDO): Purification and characterization of a cytochrome P450 isozyme responsible for oxidation of 9-anthraldehyde to 9-anthracenecarboxylic acid in monkey liver
17. 8-tetrahydrocannabinol in human liver microsomes
18. 8-tetrahydrocannabinol
19. 8-tetrahvdrocannabinol in guinea pig liver
20. Synthesis and biological activity of five tetrahydrocannabinol metabolites
21. Catalytic activity of cytochrome P-450 isozyme 3a isolated from liver microsomes of ethanol-treated rabbits: Oxidation of alcohols
22. 8-tetrahydrocannabinol by hepatic microsomes of the guinea pig
23. 8-tetrahydrocannabinol
24. Inhibition of hepatic microsomal cytochrome P450 by cannabidiol in adult male rats
25. The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
26. 9-tetrahydrocannabinol
27. Hydroperoxide catalyzed liver microsomal aromatic hydroxylation reactions involving cytochrome P-450
28. DNA sequencing with chain-terminating inhibitors
29. Speculations on the substrate structure-activity relationship (SSAR) of cytochrome P450 enzymes
30. Multiple catalytic properties of the purified and reconstituted cytochrome P-450 (P-450sccll) system of pig testis microsomes
31. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications
32. Constituents of Cannabis sativa L. XVII. A review of the natural constituents
33. On the mechanism of action of cytochrome P450: Evaluation of hydrogen abstraction in oxygen-dependent alcohol oxidation
34. 8-tetrahydrocannabinol. Evidence for hydration of the aldehyde formed
35. Oxygenation mechanism in conversion of aldehyde to carboxylic acid catalyzed by a cytochrome P-450 isozyme
36. Mechanism of androstenedione formation from testosterone and epitestosterone catalyzed by purified cytochrome P450b
37. Oxygenation mechanism in the oxidation of xenobiotic aldehyde to carboxylic acid by mouse hepatic microsomes
38. Purification, characterization and partial primary structure of morphine 6-dehydrogenase from rabbit liver cytosol
39. Mouse liver cytochrome P-450 (P-450IIIAMI): Its cDNA cloning and inducibility by dexamethasone
40. Some properties of a detergent-solubilized NADPHcytochrome ?? (cytochrome P-450) reductase purified by biospecific affinity chromatography