Induction of cytochrome P450s by terpene trilactones and flavonoids of the Ginkgo biloba extract EGb 761 in rats

References

• Abebe W. Herbal medication: Potential for adverse interactions with analgesic drugs. Journal of Clinical Pharmacology Therapy 2002; 27: 391–401
   PubMed Web of Science ®Google Scholar
• Andrieu S, Gillette S, Amouyal K, Nourhashemi F, Reynish E, Ousset PJ, Albarede JL, Vellas B, Grandjean H. Association of Alzheimer's disease onset with ginkgo biloba and other symptomatic cognitive treatments in a population of women aged 75 years and older from the EPIDOS study. Journal of Gerontology A: Biological Science and Medical Science 2003; 58: 372–377
   PubMed Web of Science ®Google Scholar
• Barnes J. Quality, efficacy and safety of complementary medicines: Fashions, facts and the future. Part II: Efficacy and safety. British Journal of Clinical Pharmacology 2003; 55: 331–340
   PubMed Web of Science ®Google Scholar
• Barnes P, Powell-Griner E, McFann K, Nahin R. Advance Data Report #343. 2004, Complementary and alternative medicine use among adults, United States, 2002. Bethesda, MD: National Centre for Complementary and Alternative Medicine
   Google Scholar
• Blumenthal M. The complete German Commission E monographs: Therapeutic guide to herbal medicines. Integrative Medicine Communications, Boston, MA 1998
   Google Scholar
• Brouard C, Siess MH, Vernevaut MF, Suschetet M. Comparison of the effects of feeding quercetin or flavone on hepatic and intestinal drug-metabolizing enzymes of the rat. Food Chemistry and Toxicology 1988; 26: 99–103
   PubMed Web of Science ®Google Scholar
• Chang TK, Chen J, Teng XW. Distinct role of bilobalide and ginkgolide A in the modulation of rat CYP2B1 and CYP3A23 gene expression by Ginkgo biloba extract in cultured hepatocytes. Drug Metabolism and Disposition 2006; 34: 234–242
   PubMed Web of Science ®Google Scholar
• Chatterjee SS, Doelman CJ, Noldner M, Biber A, Koch E. Influence of the Ginkgo extract EGb 761 on rat liver cytochrome P450 and steroid metabolism and excretion in rats and man. Journal of Pharmacy and Pharmacology 2005; 57: 641–650
   PubMed Web of Science ®Google Scholar
• Cieza A, Maier P, Poppel E. Effects of Ginkgo biloba on mental functioning in healthy volunteers. Archives in Medical Research 2003; 34: 373–381
   PubMed Web of Science ®Google Scholar
• De Smet PA. Herbal remedies. New England Journal of Medicine 2002; 347: 2046–2056
   PubMed Web of Science ®Google Scholar
• Deng Y, Bi HC, Zhao LZ, Wang XD, Chen J, Ou ZM, Ding L, Xu LJ, Guan S, Chen X, et al. Induction of cytochrome P450 3A by the Ginkgo biloba extract and bilobalides in human and rat primary hepatocytes. Drug Metabolism Letters 2008; 2: 60–66
   PubMedGoogle Scholar
• Diamond BJ, Shiflett SC, Feiwel N, Matheis RJ, Noskin O, Richards JA, Schoenberger NE. Ginkgo biloba extract: Mechanisms and clinical indications. Archives in Physical and Medical Rehabilitation 2000; 81: 668–678
   PubMed Web of Science ®Google Scholar
• Gnojkowski J, Krajka-Kuzniak V, Baer-Dubowska W. Monoclonal antibody-directed analysis of benzo[a]pyrene metabolism in rat liver and extrahepatic tissues: Effect of propyl and octyl gallate. Nutrition and Cancer 2001; 39: 117–125
   PubMed Web of Science ®Google Scholar
• Guengerich FP. Cytochrome P450: What have we learned and what are the future issues?. Drug Metabolism Reviews 2004; 36: 159–197
   PubMed Web of Science ®Google Scholar
• Gurley BJ, Gardner SF, Hubbard MA, Williams DK, Gentry WB, Cui Y, Ang CY. Cytochrome P450 phenotypic ratios for predicting herb–drug interactions in humans. Clinical Pharmacology and Therapy 2002; 72: 276–287
   PubMed Web of Science ®Google Scholar
• He F, Bi HC, Xie ZY, Zuo Z, Li JK, Li X, Zhao LZ, Chen X, Huang M. Rapid determination of six metabolites from multiple cytochrome P450 probe substrates in human liver microsome by liquid chromatography/mass spectrometry: Application to high-throughput inhibition screening of terpenoids. Rapid Communications in Mass Spectrometry 2007; 21: 635–643
   PubMed Web of Science ®Google Scholar
• Hellum BH, Hu Z, Nilsen OG. The induction of CYP1A2, CYP2D6 and CYP3A4 by six trade herbal products in cultured primary human hepatocytes. Basic Clinical Pharmacology and Toxicology 2007; 100: 23–30
   PubMed Web of Science ®Google Scholar
• Hemmeter U, Annen B, Bischof R, Bruderlin U, Hatzinger M, Rose U, Holsboer-Trachsler E. Polysomnographic effects of adjuvant ginkgo biloba therapy in patients with major depression medicated with trimipramine. Pharmacopsychiatry 2001; 34: 50–59
   PubMed Web of Science ®Google Scholar
• Hu Z, Yang X, Ho PC, Chan SY, Heng PW, Chan E, Duan W, Koh HL, Zhou S. Herb–drug interactions: A literature review. Drugs 2005; 65: 1239–1282
   PubMed Web of Science ®Google Scholar
• Jaggy H, Koch E. Chemistry and biology of alkylphenols from Ginkgo biloba L. Pharmazie 1997; 52: 735–738
   PubMed Web of Science ®Google Scholar
• Kliewer SA, Moore JT, Wade L, Staudinger JL, Watson MA, Jones SA, McKee DD, Oliver BB, Willson TM, Zetterstrom RH. An orphan nuclear receptor activated by pregnanes defines a novel steroid signaling pathway. Cell 1998; 92: 73–82
   PubMed Web of Science ®Google Scholar
• Kobayashi K, Urashima K, Shimada N, Chiba K. Substrate specificity for rat cytochrome P450 (CYP) isoforms: Screening with cDNA-expressed systems of the rat. Biochemistry and Pharmacology 2002; 63: 889–896
   PubMed Web of Science ®Google Scholar
• Kobayashi K, Urashima K, Shimada N, Chiba K. Selectivities of human cytochrome P450 inhibitors toward rat P450 isoforms: Study with cDNA-expressed systems of the rat. Drug Metabolism and Disposition 2003; 31: 833–836
   PubMed Web of Science ®Google Scholar
• Krajka-Kuzniak V, Szaefer H, Baer-Dubowska W. Modulation of 3-methylcholanthrene-induced rat hepatic and renal cytochrome P450 and phase II enzymes by plant phenols: Protocatechuic and tannic acids. Toxicology Letters 2004; 152: 117–126
   PubMed Web of Science ®Google Scholar
• Kressmann S, Muller WE, Blume HH. Pharmaceutical quality of different Ginkgo biloba brands. Journal of Pharmacy and Pharmacology 2002; 54: 661–669
   PubMed Web of Science ®Google Scholar
• Krieglstein J, Ausmeier F, Elabhar H, Lippert K, Welsch M, Rupalla K, Henrichnoack P. Neuroprotective effects of Ginkgo biloba constituents. European Journal of Pharmaceutical Science 1995; 3: 39–48
   Web of Science ®Google Scholar
• Kubota Y, Kobayashi K, Tanaka N, Nakamura K, Kunitomo M, Umegaki K, Shinozuka K. Pretreatment with Ginkgo biloba extract weakens the hypnosis action of phenobarbital and its plasma concentration in rats. Journal of Pharmacy and Pharmacology 2004; 56: 401–405
   PubMed Web of Science ®Google Scholar
• Laemmli UK. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970; 227: 680–685
   PubMed Web of Science ®Google Scholar
• Lichtblau D, Berger JM, Nakanishi K. Efficient extraction of ginkgolides and bilobalide from Ginkgo biloba leaves. Journal of Natural Products 2002; 65: 1501–1504
   PubMed Web of Science ®Google Scholar
• Lin JH, Lu AYH. Inhibition and induction of cytochrome P450 and the clinical implications. Clinical Pharmacokinetics 1998; 35: 361–390
   PubMed Web of Science ®Google Scholar
• Liu XP, Goldring CE, Copple IM, Wang HY, Wei W, Kitteringham NR, Park BK. Extract of Ginkgo biloba induces phase 2 genes through Keap1-Nrf2-ARE signaling pathway. Life Sciences 2007; 80: 1586–1591
   PubMed Web of Science ®Google Scholar
• Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. Protein measurement with the Folin phenol reagent. Journal of Biology and Chemistry 1951; 193: 265–275
   PubMed Web of Science ®Google Scholar
• Lubet RA, Syi JL, Nelson JO, Nims RW. Induction of hepatic cytochrome P-450 mediated alkoxyresorufin O-dealkylase activities in different species by prototype P-450 inducers. Chemico-Biological Interactions 1990; 75: 325–339
   PubMed Web of Science ®Google Scholar
• Mahady GB. Ginkgo biloba for the prevention and treatment of cardiovascular disease: A review of the literature. Journal of Cardiovascular Nursing 2002; 16: 21–32
   PubMedGoogle Scholar
• Markowitz JS, DeVane CL, Lewis JG, Chavin KD, Wang JS, Donovan JL. Effect of Ginkgo biloba extract on plasma steroid concentrations in healthy volunteers: A pilot study. Pharmacotherapy 2005; 25: 1337–1340
   PubMed Web of Science ®Google Scholar
• McKenna DJ, Jones K, Hughes K. Efficacy, safety, and use of ginkgo biloba in clinical and preclinical applications. Alternative Therapy and Health Medicine 2001; 7: 70–86
   PubMed Web of Science ®Google Scholar
• Mix JA, Crews WD, Jr. A double-blind, placebo-controlled, randomized trial of Ginkgo biloba extract EGb 761 in a sample of cognitively intact older adults: Neuropsychological findings. Human Psychopharmacology 2002; 17: 267–277
   PubMed Web of Science ®Google Scholar
• Ohnishi N, Kusuhara M, Yoshioka M, Kuroda K, Soga A, Nishikawa F, Koishi T, Nakagawa M, Hori S, Matsumoto T, et al. Studies on interactions between functional foods or dietary supplements and medicines. I. Effects of Ginkgo biloba leaf extract on the pharmacokinetics of diltiazem in rats. Biology and Pharmacology Bulletin 2003; 26: 1315–1320
   PubMed Web of Science ®Google Scholar
• Oken BS, Storzbach DM, Kaye JA. The efficacy of Ginkgo biloba on cognitive function in Alzheimer disease. Archives in Neurology 1998; 55: 1409–1415
   PubMed Web of Science ®Google Scholar
• Ponto LL, Schultz SK. Ginkgo biloba extract: Review of CNS effects. Annals of Clinical Psychiatry 2003; 15: 109–119
   PubMedGoogle Scholar
• Rajaraman G, Chen J, Chang TK. Ginkgolide A contributes to the potentiation of acetaminophen toxicity by Ginkgo biloba extract in primary cultures of rat hepatocytes. Toxicology and Applied Pharmacology 2006; 217: 225–233
   PubMed Web of Science ®Google Scholar
• Rendic S. Summary of information on human CYP enzymes: Human P450 metabolism data. Drug Metabolism Reviews 2002; 34: 83–448
   PubMed Web of Science ®Google Scholar
• Shinozuka K, Umegaki K, Kubota Y, Tanaka N, Mizuno H, Yamauchi J, Nakamura K, Kunitomo M. Feeding of Ginkgo biloba extract (GBE) enhances gene expression of hepatic cytochrome P-450 and attenuates the hypotensive effect of nicardipine in rats. Life Sciences 2002; 70: 2783–2792
   PubMed Web of Science ®Google Scholar
• Tang YP, Lou FC, Wang JH, Li YF, Zhuang SF. Coumaroyl flavonol glycosides from the leaves of Ginkgo biloba. Phytochemistry 2001; 58: 1251–1256
   PubMed Web of Science ®Google Scholar
• Umegaki K, Saito K, Kubota Y, Sanada H, Yamada K, Shinozuka K. Ginkgo biloba extract markedly induces pentoxyresorufin O-dealkylase activity in rats. Japanese Journal of Pharmacology 2002; 90: 345–351
   PubMedGoogle Scholar
• Van Beek TA. Chemical analysis of Ginkgo biloba leaves and extracts. Journal of Chromatography A 2002; 967: 21–55
   PubMed Web of Science ®Google Scholar
• Watanabe CM, Wolffram S, Ader P, Rimbach G, Packer L, Maguire JJ, Schultz PG, Gohil K. The in vivo neuromodulatory effects of the herbal medicine ginkgo biloba. Proceedings of the National Academy of Sciences, USA 2001; 98: 6577–6580
   PubMed Web of Science ®Google Scholar
• Wesnes KA, Ward T, McGinty A, Petrini O. The memory enhancing effects of a Ginkgo biloba/Panax ginseng combination in healthy middle-aged volunteers. Psychopharmacology 2000; 152: 353–361
   PubMed Web of Science ®Google Scholar
• Zhao LZ, Huang M, Chen J, Ee PL, Chan E, Duan W, Guan YY, Hong YH, Chen X, Zhou S. Induction of propranolol metabolism by Ginkgo biloba extract EGb 761 in rats. Current Drug Metabolism 2006; 7: 577–587
   PubMed Web of Science ®Google Scholar
• Zhou S, Paxton JW, Tingle MD, Kestell P. Identification of the human liver cytochrome P450 isoenzyme responsible for the 6-methylhydroxylation of the novel anticancer drug 5,6-dimethylxanthenone-4-acetic acid. Drug Metabolism and Disposition 2000; 28: 1449–1456
   PubMed Web of Science ®Google Scholar