The effect of garlic supplements and phytochemicals on the ADMET properties of drugs

Bibliography

• Barnes J, Anderson LA, Phillipson JD. Garlic. In Herbal Medicines. 3rd ed. Pharmaceutical Press, London, Chicago; 2007. p 279-89
   Google Scholar
• Lee LS, Andrade ASA, Flexner C. Interactions between natural health products and antiretroviral drugs: pharmacokinetic and pharmacodynamics effects. Clin Infect Dis 2006;43:1052-9
   PubMed Web of Science ®Google Scholar
• Tachjian A, Maria V, Jahangir A. Use of herbal products and potential interactions in patients with cardiovascular diseases. J Am Coll Cardiol 2010;55:515-25
   PubMed Web of Science ®Google Scholar
• Izzo AA, di Carlo G, Borrelli F, Cardiovascular pharmacotherapy and herbal medicines: the risk of drug interaction. Int J Cardiol 2005;98:1-14
   PubMed Web of Science ®Google Scholar
• Bressler R. Herb-drug interactions. Interactions between Ginko biloba and prescription medication. Geriatrics 2005;60:30-3
   PubMed Web of Science ®Google Scholar
• Corzo-Martinez M, Corzo N, Villamiel M. Biological properties of onions and garlic. Trends Food Sci Tech 2007;18:609-25
   Web of Science ®Google Scholar
• Lawson LD, Wang ZJ, Papadimitriou D. Allicin release under simulated gastrointestinal conditions from garlic powder tablets employed in clinical trials on serum cholesterol. Planta Med 2001;67:13-18
   PubMed Web of Science ®Google Scholar
• Lawson LD, Wang ZJ. Low allicin release from garlic supplements: a major problem due to the sensitivities of alliiinase activity. J Agric Food Chem 2001;49:2592-9
   PubMed Web of Science ®Google Scholar
• Lawson LD, Gardner CD. Composition, stability, and bioavailability of garlic products used in clinical trials. J Agric Food Chem 2005;53:6254-61
   PubMed Web of Science ®Google Scholar
• Zhou SF, Zhou ZW, Li CG, Identification of drugs that interact with herbs in drug development. Drug Discov Today 2007;12:664-73
   PubMed Web of Science ®Google Scholar
• Colalto C. Herbal interactions on absorption of drugs: mechanism of action and clinical risk assessment. Pharmacol Res 2010;62:207-27
   PubMed Web of Science ®Google Scholar
• Hu Z, Yang X, Ho PCL, Herb-drug interactions: a literature review. Drugs 2005;65:1239-82
   PubMed Web of Science ®Google Scholar
• Boullata J. Natural health product interaction with medication. Nutr Clin Pract 2005;20:33-51
   PubMedGoogle Scholar
• Izzo AA, Ernst E. Interactions between herbal medicines and prescribed drugs. An updated systematic review. Drugs 2009;69:1777-98
   PubMed Web of Science ®Google Scholar
• Deferme S, Augustijns P. The effect of food components on the absorption of Pgp substrates: a review. J Pharm Pharmacol 2003;55:153-62
   PubMed Web of Science ®Google Scholar
• Chan LN. Interaction of natural poducts with medication and nutrients. In: Boullata JI, Armenti VT, editors. Handbook of Drug-Nutrient Interactions. Humana Press, New York; 2010. p 341-66
   Google Scholar
• Williamson EM. Drug interactions between herbal and prescription medicines. Drug Saf 2003;26:1075-92
   PubMed Web of Science ®Google Scholar
• Pal D, Mitra AK. MDR-and CYP3A4-mediated drug-herbal interactions. Life Sci 2006;78:2131-45
   PubMed Web of Science ®Google Scholar
• Yang XX, Hu ZP, Duan W, Drug-herb interactions: eliminating toxicity with hard drug design. Curr Pharm Des 2006;12:4649-64
   PubMed Web of Science ®Google Scholar
• Ho BE, Shen DD, McCune JC, Effects of garlic on cytochromes P450 2C9- and 3A4-mediated drug metabolism in human hepatocytes. Sci Pharm 2010;78:473-81
   PubMedGoogle Scholar
• Wargovich MJ. Diallylsulfide and allylmethylsulfide are uniquely effective among organosulfur compounds in inhibiting CYP2E1 protein in animal models. J Nutr 2006;136:832S-4S
   PubMed Web of Science ®Google Scholar
• Davenport DM, Wargovich MJ. Modulation of cytochrome P450 enzymes by organosulfur compounds from garlic. Food Chem Toxicol 2005;43:1753-62
   PubMed Web of Science ®Google Scholar
• Lanzotti V. The analysis of onion and garlic. J Chromatogr A 2006;1112:3-22
   PubMed Web of Science ®Google Scholar
• Nuutila AM, Puupponen-Pimia R, Aarni M, Comparison of antioxidant activities of onion and garlic extracts by inhibition of lipid peroxidation and radical scavenging activity. Food Chem 2003;81:485-93
   Web of Science ®Google Scholar
• Matsuura H. Saponins in garlic as modifiers of the rosk of cardiovascular disease. J Nutr 2001;131:1000S-5S
   PubMed Web of Science ®Google Scholar
• Amagase H. Clarifying the real bioactive constituents of garlic. J Nutr 2006;136:716S-25S
   PubMed Web of Science ®Google Scholar
• Banerjee SK, Maulik SK. Effect of garlic on cardiovascular disorders: a review. Nutr J 2002;1:1-14
   PubMedGoogle Scholar
• Foster BC, Arnason JT, Briggs CJ. Natural health products and drug disposition. Annu Rev Pharmacol Toxicol 2005;45:203-26
   PubMed Web of Science ®Google Scholar
• Berginc K, Milisav I, Kristl A. Garlic flavonoids and organosulfur compounds: the impact on saquinavir and darunavir hepatic metabolism and distribution. Drug Metab Pharmacokinet 2010;25:521-30
   PubMed Web of Science ®Google Scholar
• Prasain JK, Barnes S. Metabolism and bioavailability of flavonoids in chemoprevention: current analytical strategies and future prospectus. Mol Pharm 2007;4:846-64
   PubMed Web of Science ®Google Scholar
• Iciek M, Kwiecien I, Włodek L. Biological properties of garlic and garlic-derived organo-sulfur compounds. Environ Mol Mutagen 2009;50:247-65
   PubMed Web of Science ®Google Scholar
• Younis F, Mirelman D, Rabinkov A, S-allyl-mercapto-captopril: a novel compound in the treatment of Cohen-Rosenthal diabetic hypertensive rats. J Clin Hypertens 2010;12:451-5
   Google Scholar
• Berginc K, Zakelj S, Ursic D, Aged garlic extract stimulates P-glycoprotein and Multidrug Resistance Associated Protein 2 mediated effluxes. Biol Pharm Bull 2009;32:694-9
   PubMed Web of Science ®Google Scholar
• Berginc K, Trontelj J, Kristl A. The influence of aged garlic extract on the uptake of saquinavir and darunavir into HepG2 cells and rat liver slices. Drug Metab Pharmacokinet 2010;25:307-13
   PubMed Web of Science ®Google Scholar
• Berginc J, Zakelj S, Kristl A. In vitro interactions between aged garlic extract and drugs used for the treatment of cardiovascular and diabetic patients. Eur J Nutr 2010;49:373-84
   PubMed Web of Science ®Google Scholar
• Berginc K, Kristl A. In vitro models used in drug discovery: drug absorption and metabolism. The mechanisms responsible for garlic – drug interactions and their in vivo relevance. Curr Drug Metab; accepted for publication
   Web of Science ®Google Scholar
• Berginc K, Trontelj J, Zakelj S, First-pass metabolism changes after long-term garlic supplementation. In: Phytochemicals, Book 2. ISBN 979-953-307-609-5 in print.
   Google Scholar
• Wu CY, Benet LZ. Predicting drug disposition via application of BCS: transport/absorption/elimination interplay and development of Biopharmaceutical Drug Disposition Classification System. Pharm Res 2005;22:11-23
   PubMed Web of Science ®Google Scholar
• Bhardwaj RK, Herrera-Ruiz D, Xu Y, Intestinal transporters in drug absorption. In: Krishna R, Yu L, editors. Biopharmaceutics Application in Drug Development. (chapter 7) Springer, New York; 2008
   Google Scholar
• Shou M, Grogan J, Mancewicz JA, Activation of CYP3A4: evidence for simultaneous binding of two substrates in a cytochrome P450 active site. Biochemistry 1994;33:6450-5
   PubMed Web of Science ®Google Scholar
• Horie T, Awazu S, Takura Y, Alleviation by garlic of antitumor drug-induced damage to the intestine. J Nutr 2001;131:1071S-4S
   PubMed Web of Science ®Google Scholar
• Siess MH, Le Bon AM, Canivenc-Lavier MC, Modification of hepatic drug-metabolizing enzymes in rats treated with alkyl sulfides. Cancer Lett 1997;120:195-201
   PubMed Web of Science ®Google Scholar
• Guyonnet D, Belloir C, Suschetet M, Liver subcellular fractions from rats treated by organosulfur compounds from Allium moduleta mutagen activation. Mutat Res 2000;466:17-26
   PubMed Web of Science ®Google Scholar
• Guyonnet D, Belloir C, Suschetet M, Antimutagenic activity of organosulfur compounds from Allium is associated with phase II enzyme induction. Mutat Res 2001;495:135-45
   PubMed Web of Science ®Google Scholar
• Guyonnet D, Belloir C, Suschetet M, Mechanism of protection against aflatoxin B1 genotoxicity in rats treated by organosulfur compounds from garlic. Carcinogenesis 2002;23:1335-41
   PubMed Web of Science ®Google Scholar
• Brady JF, Ishizaki H, Fukoto JM, Inhibition of cytochrome P-450 2E1 by diallyl sulfide and its metabolites. Chem Res Toxicol 1991;4:643-7
   Google Scholar
• Lawson LD, Wang ZJ. Allicin and allicin-derived garlic compounds increase breath acetone through allyl methyl sulfide: use in measuring allicin bioavailability. J Agric Food Chem 2005;53:1974-83
   PubMed Web of Science ®Google Scholar
• Cox MC, Low J, Lee J, Influence of garlic (Allium sativum) on the pharmacokinetics of docetaxel. Clin Cancer Res 2006;12:4636-40
   PubMed Web of Science ®Google Scholar
• Ernst E. The efficacy of herbal medicine – an overview. Fundam Clin Pharm 2005;19:405-9
   Google Scholar
• Singh SR, Levine MAH. Potential interactions between pharmaceuticals and natural health products in Canada. J Clin Pharmacol 2007;47:249-58
   PubMed Web of Science ®Google Scholar
• Moses GM, McGuire TM. Drug interactions with complementary medicine. Aust Prescrire 2010;33:177-80
   Web of Science ®Google Scholar
• Edmunds-Ogbuokiri J. Clinically significant drug interactions in the HIV-infected elderly. HIV Clin 2010;23:12-15
   Google Scholar
• Morello J, Rodriguez-Novoa S, Jimenez-Nacher I, Drug interactions of tipranavir, a new HIV-protease inhibitor. Drug Metab Lett 2007;1:81-4
   PubMedGoogle Scholar
• Piscitelli SC, Burstein AH, Welden N, The effect of garlic supplements on the pharmacokinetics of saquinavir. Clin Infect Dis 2002;34:234-8
   PubMed Web of Science ®Google Scholar
• Izzo AA. Herb-drug interactions: on overview of the clinical evidence. Fundam Clin Pharm 2004;19:1-16
   Google Scholar
• Zou L, Harkey MR, Henderson GL. Effects of herbal components on cDNA-expressed enzyme catalytic activity. Life Sci 2002;71:1579-89
   PubMed Web of Science ®Google Scholar
• Chavez ML, Jordan MA, Chavez PI. Evidence-based herb-drug itneractions. Life Sci 2006;78:2146-57
   PubMed Web of Science ®Google Scholar
• Wilburn JA, King DS, Glisson J, The natural treatment of hypertension. J Clin Hypertens 2004;6:242-8
   Google Scholar
• Lougheed CN, Alaoui-Jamali M. Herbal product-drug interactions from pharmacological perspective. In: Alaoui-Jamali M, editor. Alternative and Complementary Therapies for Cancer. Springer Science + Buiseness Media, LLC, New York, Dordrecht, Heidelberg, London; 2010
   Google Scholar
• Gallicano K, Foster B, Choudhri S. Effect of short-term administration of garlic supplements on single-dose ritonavir pharmacokinetics in healthy volunteers. Br J Clin Pharmacol 2002;55:199-202
   Web of Science ®Google Scholar
• Greenblatt DJ, Leigh-Pemberton RA, von Moltke LL. In vitro interaction of water-soluble garlic components with human cytochrome P450. J Nutr 2006;136:806S-9S
   PubMed Web of Science ®Google Scholar
• Borek C. Garlic supplements and saquinavir. Correspondence. Clin Infect Dis 2002;34:234-8
   PubMed Web of Science ®Google Scholar
• Foster BC, Foster MS, Vandenhoek S, An in vitro evaluation of human cytochrome P450 3A4 and P-glycoprotein inhibition by garlic. J Pharm Pharm Sci 2001;4:176-84
   PubMed Web of Science ®Google Scholar
• Takanaga H, Ohnishi A, Yamada S, Polymethoxylated flavones in orange juice are inhibitors of P-glycoprotein but not cytochrome P450 3A4. J Pharmacol Exp Ther 2000;293:230-6
   PubMed Web of Science ®Google Scholar
• Gurley BJ, Gardner SF, Hubbard MA, Clinical assessment of botanical supplementation on cytochrome P450 phenotypes in the elderly: St John′s worth, garlic oil, Panax ginseng, and Ginko biloba. Drugs Aging 2005;22:525-39
   PubMed Web of Science ®Google Scholar
• Fisher CD, Augustine LM, Maher JM. Induction of drug-metabolizing enzymes by garlic and allyl sulfide compounds via activation of constitutive androstane receptor and nuclear factor E2-related factor 2. Drug Metab Dispos 2007;35:995-1000
   PubMed Web of Science ®Google Scholar
• Fujita KI, Kamataki T. Screening of organosulfur compounds as inhibitors of human CYP2A6. Drug Metab Dispos 2001;29:983-9
   PubMed Web of Science ®Google Scholar
• Dennehy C. Comment: community identification of natural health product-drug interactions. Ann Pharmacol 2007;41:2073
   Google Scholar
• Jabbari A, Argani H, Ghorbanihaghjo A, Comparison between swallowing and chewing of garlic on levels of serum lipids, cyclosporine, creatinine and lipid peroxidation in renal transplant recipients. Lipids Health Dis 2005;4:11-14
   PubMedGoogle Scholar
• Gurley BJ, Gardner SF, Hubbard MA, Cytochrome P450 phenotypic ratios for predicting herb-drug interactions in humans. Clin Pharmacol Ther 2002;72:276-87
   PubMed Web of Science ®Google Scholar
• Markowitz JS, DeVane CL, Chavin KD, Effects of garlic (Allium sativum L.) supplementation on cytochrome P450 2D6 and 3A4 activity in healthy volunteers. Clin Pharmacol Ther 2003;74:170-7
   PubMed Web of Science ®Google Scholar
• Yang CS, Chhabra SK, Hong JY, Mechanisms of inhibition of chemical toxicity and carcinogenesis by diallyl sulfide (DAS) and related compounds from garlic. J Nutr 2001;131:1041S-5S
   PubMed Web of Science ®Google Scholar
• Kodera Y, Suzuki A, Imada O, Physical, chemical, and biological properties of S-allylcysteine, an amino acid derived from garlic. J Agric Food Chem 2002;50:622-32
   PubMed Web of Science ®Google Scholar