Herbal monoterpene alcohols inhibit propofol metabolism and prolong anesthesia time

Life Sciences

Volumn 79, Issue 1, 2006, Pages 21-29

  Li Lin, Alison ^a   Shangari, Nandita ^a   Chan, Tom S ^a   Remirez, Diadelas ^a   O'Brien, Peter J ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

Glucuronidation; Monoterpene alcohol; P450; Pharmacokinetics; Propofol

Indexed keywords

AMINOPHENAZONE; ANESTHETIC AGENT; CARVEOL; CYTOCHROME P450; MENTHOL; PROPOFOL; SOBREROL; TERPENE;

ANESTHESIA; ANIMAL CELL; ANIMAL EXPERIMENT; AREA UNDER THE CURVE; ARTICLE; CATALYSIS; COMPARATIVE STUDY; CONTROLLED STUDY; DEMETHYLATION; DRUG BLOOD LEVEL; DRUG DISTRIBUTION; DRUG EFFECT; DRUG MECHANISM; DRUG METABOLISM; DRUG POTENTIATION; ENZYME INHIBITION; GLUCURONIDATION; LIVER CELL; MALE; MOUSE; NONHUMAN; RAT;

ALCOHOLS; AMINOPYRINE N-DEMETHYLASE; ANESTHESIA; ANESTHETICS, INTRAVENOUS; ANIMALS; BORNANES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; DOSE-RESPONSE RELATIONSHIP, DRUG; GLUCURONIDES; HEPATOCYTES; LIVER; MALE; MICE; MICROSOMES, LIVER; MONOTERPENES; PROPOFOL; RATS; RATS, SPRAGUE-DAWLEY; TERPENES;

ANIMALIA;

EID: 33646496331     PISSN: 00243205     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.lfs.2005.12.029     Document Type: Article

References (28)

1. Angioni A., Barra A., Cereti E., Barile D., Coisson J.D., Arlorio M., Dessi S., Coroneo V., and Cabras P. Chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L. Journal of Agricultural and Food Chemistry 52 (2004) 3530-3535
2. Buchanan, B.E.A.L., 2000. Rockville Md: American Society of Plant Physiologists. 1251-1269.
3. Cockshott I.D., Douglas E.J., Plummer G.F., and Simons P.J. The pharmacokinetics of propofol in laboratory animals. Xenobiotica 22 (1992) 369-375
4. Court M.H., Duan S.X., Hesse L.M., Venkatakrishnan K., and Greenblatt D.J. Cytochrome P-450 2B6 is responsible for interindividual variability of propofol hydroxylation by human liver microsomes. Anesthesiology 94 (2001) 110-119
5. Dallner G. Isolation of microsomal subfractions by use of density gradients. Methods in Enzymology 52 (1978) 71-82
6. De Oliveira A.C., Fidalgo-Neto A.A., and Paumgartten F.J. In vitro inhibition of liver monooxygenases by beta-ionone, 1,8-cineole, (-)-menthol and terpineol. Toxicology 135 (1999) 33-41
7. Fassoulaki A., Farinotti R., Mantz J., and Desmonts J.M. Does tolerance develop to the anaesthetic effects of propofol in rats?. British Journal of Anaesthesia 72 (1994) 127-128
8. Gelal A., Jacob III P., Yu L., and Benowitz N.L. Disposition kinetics and effects of menthol. Clinical Pharmacology and Therapeutics 66 (1999) 128-135
9. Green M.D., Clarke D.J., Oturu E.M., Styczynski P.B., Jackson M.R., Burchell B., and Tephly T.R. Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols. Archives of Biochemistry and Biophysics 322 (1995) 460-468
10. Guitton J., Buronfosse T., Desage M., Flinois J.P., Perdrix J.P., Brazier J.L., and Beaune P. Possible involvement of multiple human cytochrome P450 isoforms in the liver metabolism of propofol. British Journal of Anaesthesia 80 (1998) 788-795
11. Knibbe C.A., Koster V.S., Deneer V.H., Stuurman R.M., Kuks P.F., and Lange R. Determination of propofol in low-volume samples by high-performance liquid chromatography with fluorescence detection. Journal of Chromatography. B Biomedical Sciences and Applications 706 (1998) 305-310
12. Le Guellec C., Lacarelle B., Villard P.H., Point H., Catalin J., and Durand A. Glucuronidation of propofol in microsomal fractions from various tissues and species including humans: effect of different drugs. Anesthesia and Analgesia 81 (1995) 855-861
13. Li C., Grillo M.P., and Benet L.Z. In vivo mechanistic studies on the metabolic activation of 2-phenylpropionic acid in rat. Journal of Pharmacology and Experimental Therapeutics 305 (2003) 250-256
14. MacDougall J.M., Fandrick K., Zhang X., Serafin S.V., and Cashman J.R. Inhibition of human liver microsomal (S)-nicotine oxidation by (-)-menthol and analogues. Chemical Research in Toxicology 16 (2003) 988-993
15. Mazoit J.X., and Samii K. Binding of propofol to blood components: implications for pharmacokinetics and for pharmacodynamics. British Journal of Clinical Pharmacology 47 (1999) 35-42
16. Moldeus P., Hogberg J., and Orrenius S. Isolation and use of liver cells. Methods in Enzymology 52 (1978) 60-71
17. Nash T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Biochemical Journal 55 (1953) 416-421
18. Niwa T., Sato R., Yabusaki Y., Ishibashi F., and Katagiri M. Contribution of human hepatic cytochrome P450s and steroidogenic CYP17 to the N-demethylation of aminopyrine. Xenobiotica 29 (1999) 187-193
19. Pierce A. The American Pharmaceutical Association Practical Guide to Natural Medicine (1999), A Stone Song Press Book, New York
20. Ransom E.S., and Mueller R.A. Safety considerations in the use of drug combinations during general anaesthesia. Drug Safety 16 (1997) 88-103
21. Roschau K., and Roschlau W.H.E. Chapter 23: Opioid Analgesics and Antagonists, Principles of Medical Pharmacology (1998), Oxford University Press 290-291
22. Simons P.J., Cockshott I.D., Douglas E.J., Gordon E.A., Knott S., and Ruane R.J. Distribution in female rats of an anaesthetic intravenous dose of 14C-propofol. Xenobiotica 21 (1991) 1325-1335
23. Sneyd J.R., Simons P.J., and Wright B. Use of proton nmr spectroscopy to measure propofol metabolites in the urine of the female Caucasian patient. Xenobiotica 24 (1994) 1021-1028
24. Tabanca N., Kirimer N., Demirci B., Demirci F., and Baser K.H. Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phrygia and the enantiomeric distribution of borneol. Journal of Agricultural and Food Chemistry 49 (2001) 4300-4303
25. Trapani G., Altomare C., Liso G., Sanna E., and Biggio G. Propofol in anesthesia. Mechanism of action, structure-activity relationships, and drug delivery. Current Medicinal Chemistry 7 (2000) 249-271
26. Ventura P., Schiavi M., and Serafini S. The metabolism of trans-sobrerol in the rat. Xenobiotica 13 (1983) 139-146
27. Ventura P., Schiavi M., Serafini S., and Selva A. Further studies of trans-sobrerol metabolism: rat, dog and human urine. Xenobiotica 15 (1985) 317-325
28. Watkins J.B., and Klaassen C.D. Chemically-induced alteration of UDP-glucuronic acid concentration in rat liver. Drug Metabolism and Disposition 11 (1983) 37-40