Induction of expression and functional activity of P-glycoprotein efflux transporter by bioactive plant natural products

Food and Chemical Toxicology

Volumn 49, Issue 11, 2011, Pages 2765-2772

  Abuznait, Alaa H ^a   Qosa, Hisham ^a   O'Connell, Nicholas D ^a   Akbarian Tefaghi, Jessica ^a   Sylvester, Paul W ^a   El Sayed, Khalid A ^a   Kaddoumi, Amal ^a  

^a UNIVERSITY OF LOUISIANA AT MONROE   (United States)

Author keywords

Tocotrienol; Asiatic acid; Cembratriene; Intracellular accumulation; Oleocanthal; P glycoprotein

Indexed keywords

ASIATIC ACID; CEMBRATRIENE; GAMMA TOCOTRIENOL; GLYCOPROTEIN P; NATURAL PRODUCT; OLEOCANTHAL; RIFAMPICIN; UNCLASSIFIED DRUG;

ARTICLE; BIOACCUMULATION; CELL LEVEL; CONTROLLED STUDY; DRUG EFFECT; DRUG POTENCY; HUMAN; HUMAN CELL; PROTEIN EXPRESSION; PROTEIN FUNCTION; PROTEIN INDUCTION;

ALDEHYDES; BIOLOGICAL AGENTS; CELL LINE, TUMOR; CHROMANS; DIETARY SUPPLEMENTS; DITERPENES; GENE EXPRESSION REGULATION; HUMANS; MELALEUCA; MOLECULAR STRUCTURE; P-GLYCOPROTEIN; PENTACYCLIC TRITERPENES; PHENOLS; VITAMIN E;

MELALEUCA ERICIFOLIA; NICOTIANA TABACUM;

EID: 80052850164     PISSN: 02786915     EISSN: 18736351     Source Type: Journal    
DOI: 10.1016/j.fct.2011.08.004     Document Type: Article

References (43)

1. Abdel Bar F.M., Zaghloul A.M., Bachawal S.V., Sylvester P.W., Ahmad K.F., El Sayed K.A. Antiproliferative triterpenes from Melaleuca ericifolia. J. Nat. Prod. 2008, 71:1787-1790.
2. Abuznait A.H., Cain C., Ingram D., Burk D., Kaddoumi A. Up-regulation of P-glycoprotein reduces intracellular accumulation of beta amyloid: investigation of P-glycoprotein as a novel therapeutic target for Alzheimer's disease. J. Pharm. Pharmacol. 2011, 63:1111-1118.
3. Abuznait A.H., Patrick S.G., Kaddoumi A. Exposure of LS-180 cells to drugs of diverse physicochemical and therapeutic properties up-regulates P-glycoprotein expression and activity. J. Pharm. Pharmaceuticals Sci. 2011, 14:236-248.
4. Bailey D.G., Dresser G.K. Natural products and adverse drug interactions. CMAJ 2004, 170:1531-1532.
5. Ballent M., Lifschitz A., Virkel G., Mate L., Lanusse C. Pretreatment with the inducers rifampicin and phenobarbital alters ivermectin gastrointestinal disposition. J. Veterinary Pharmacol. Ther. 2010, 33:252-259.
6. Beauchamp G.K., Keast R.S., Morel D., Lin J., Pika J., Han Q., Lee C.H., Smith A.B., Breslin P.A. Phytochemistry: ibuprofen-like activity in extra-virgin olive oil. Nature 2005, 437:45-46.
7. Chieli E., Romiti N., Cervelli F., Tongiani R. Effects of flavonols on P-glycoprotein activity in cultured rat hepatocytes. Life Sci. 1995, 57:1741-1751.
8. Colomer R., Menendez J.A. Mediterranean diet, olive oil and cancer. Clin. Transl. Oncol. 2006, 8:15-21.
9. Deferme S., Augustijns P. The effect of food components on the absorption of P-gp substrates: a review. J. Pharm. Pharmacol. 2003, 55:153-162.
10. Duarte N., Ramalhete C., Varga A., Molnar J., Ferreira M.J. Multidrug resistance modulation and apoptosis induction of cancer cells by terpenic compounds isolated from Euphorbia species. Anticancer Res. 2009, 29:4467-4472.
11. Durr D., Stieger B., Kullak-Ublick G.A., Rentsch K.M., Steinert H.C., Meier P.J., Fattinger K. St John's Wort induces intestinal P-glycoprotein/MDR1 and intestinal and hepatic CYP3A4. Clin. Pharmacol. Ther. 2000, 68:598-604.
12. El Sayed K.A., Laphookhieo S., Baraka H.N., Yousaf M., Hebert A., Bagaley D., Rainey F.A., Muralidharan A., Thomas S., Shah G.V. Biocatalytic and semisynthetic optimization of the anti-invasive tobacco (1S, 2E, 4R, 6R, 7E, 11E)-2, 7, 11-cembratriene-4,6-diol. Bioorg. Med. Chem. 2008, 16:2886-2893.
13. Elnagar A.Y., Sylvester P.W., El Sayed K.A. Oleocanthal as a c-Met inhibitor for the control of metastatic breast and prostate cancers. Planta Med. 2011, 77:1013-1019.
14. Elnagar A.Y., Wali V.B., Sylvester P.W., El Sayed K.A. Design and preliminary structure-activity relationship of redox-silent semisynthetic tocotrienol analogues as inhibitors for breast cancer proliferation and invasion. Bioorg. Med. Chem. 2010, 18:755-768.
15. Ferchmin P.A., Hao J., Perez D., Penzo M., Maldonado H.M., Gonzalez M.T., Rodriguez A.D., de Vellis J. Tobacco cembranoids protect the function of acute hippocampal slices against NMDA by a mechanism mediated by alpha4beta2 nicotinic receptors. J. Neurosci. Res. 2005, 82:631-641.
16. Greiner B., Eichelbaum M., Fritz P., Kreichgauer H.P., von Richter O., Zundler J., Kroemer H.K. The role of intestinal P-glycoprotein in the interaction of digoxin and rifampin. J. Clin. Invest. 1999, 104:147-153.
17. Gupta A., Mugundu G.M., Desai P.B., Thummel K.E., Unadkat J.D. Intestinal human colon adenocarcinoma cell line LS180 is an excellent model to study pregnane X receptor, but not constitutive androstane receptor, mediated CYP3A4 and multidrug resistance transporter 1 induction: studies with anti-human immunodeficiency virus protease inhibitors. Drug Metab. Dispos. 2008, 36:1172-1180.
18. Gurley B.J., Gardner S.F., Hubbard M.A., Williams D.K., Gentry W.B., Carrier J., Khan I.A., Edwards D.J., Shah A. In vivo assessment of botanical supplementation on human cytochrome P450 phenotypes: Citrus aurantium, Echinacea purpurea, milk thistle, and saw palmetto. Clin. Pharmacol. Ther. 2004, 76:428-440.
19. Harmsen, S., Meijerman, I., Febus, C.L., Maas-Bakker, R.F., Beijnen, J.H., Schellens, J.H., 2009. PXR-mediated induction of P-glycoprotein by anticancer drugs in a human colon adenocarcinoma-derived cell line. Cancer Chemother Pharmacol.
20. Herbasanté Inc., 2011. SmokeHalt. <>; (accessed 18.2.2011). http://www.natural-remedies.com.
21. Hsu Y.L., Kuo P.L., Lin L.T., Lin C.C. Asiatic acid, a triterpene, induces apoptosis and cell cycle arrest through activation of extracellular signal-regulated kinase and p38 mitogen-activated protein kinase pathways in human breast cancer cells. J. Pharmacol. Exp. Ther. 2005, 313:333-344.
22. Kim K.A., Park P.W., Liu K.H., Kim K.B., Lee H.J., Shin J.G., Park J.Y. Effect of rifampin, an inducer of CYP3A and P-glycoprotein, on the pharmacokinetics of risperidone. J. Clin. Pharmacol. 2008, 48:66-72.
23. LaValle J.B. Natural Therapeutics Pocket Guide: 2000-2001 2000, Lexi-Comp, Hudson, OH.
24. Lee C.A., Cook J.A., Reyner E.L., Smith D.A. P-glycoprotein related drug interactions: clinical importance and a consideration of disease states. Expert Opin. Drug Metab. Toxicol. 2010, 6:603-619.
25. Lin J.H. Transporter-mediated drug interactions: clinical implications and in vitro assessment. Expert Opin. Drug Metab. Toxicol. 2007, 3:81-92.
26. Marchetti S., Mazzanti R., Beijnen J.H., Schellens J.H. Concise review: Clinical relevance of drug-drug and herb-drug interactions mediated by the ABC transporter ABCB1 (MDR1, P-glycoprotein). Oncologist 2007, 12:927-941.
27. Newman D.J., Cragg G.M. Natural product scaffolds as leads to drugs. Future Med. Chem. 2009, 1:1415-1427.
28. Pan W.C., Chen R.M., Shen Y.C., Chen C.C., Ueng Y.F. Suppressive effect of tobacco smoke extracts on oral P-glycoprotein function and its impact in smoke-induced insult to oral epidermal cells. Toxicol. Lett. 2009, 185:116-123.
29. Pfrunder A., Gutmann H., Beglinger C., Drewe J. Gene expression of CYP3A4, ABC-transporters (MDR1 and MRP1-MRP5) and hPXR in three different human colon carcinoma cell lines. J. Pharm. Pharmacol. 2003, 55:59-66.
30. Pham Y.T., Regina A., Farinotti R., Couraud P., Wainer I.W., Roux F., Gimenez F. Interactions of racemic mefloquine and its enantiomers with P-glycoprotein in an immortalised rat brain capillary endothelial cell line, GPNT. Biochim. Biophys. Acta 2000, 1524:212-219.
31. Pitt J., Roth W., Lacor P., Smith A.B., Blankenship M., Velasco P., De Felice F., Breslin P., Klein W.L. Alzheimer's-associated Abeta oligomers show altered structure, immunoreactivity and synaptotoxicity with low doses of oleocanthal. Toxicol. Appl. Pharmacol. 2009, 240:189-197.
32. Prior R.L., Cao G. Analysis of botanicals and dietary supplements for antioxidant capacity: a review. J. AOAC Int. 2000, 83:950-956.
33. Saito Y., Takizawa H., Konishi S., Yoshida D., Mizusaki S. Identification of cembratriene-4,6-diol as antitumor-promoting agent from cigarette smoke condensate. Carcinogenesis 1985, 6:1189-1194.
34. Shah S.J., Sylvester P.W. Γ-Tocotrienol inhibits neoplastic mammary epithelial cell proliferation by decreasing Akt and nuclear factor kB activity. Exp. Biol. Med. 2005, 230:235-241.
35. Singh R.P., Agarwal R. Inducible nitric oxide synthase-vascular endothelial growth factor axis: a potential target to inhibit tumor angiogenesis by dietary agents. Curr. Cancer Drug Targets 2007, 7:475-483.
36. Song B.L., DeBose-Boyd R.A. Insight-dependent ubiquitination and degradation of 3-hydroxy-3-methylglutaryl coenzyme a reductase stimulated by delta- and gamma-tocotrienols. J. Biol. Chem. 2006, 281:25054-25061.
37. Sundram K., Thiagarajan T., Gapor A., Basiron Y. Palm tocotrienols: new antioxidants for the new millennium. Informatics 2002, 133:634-640.
38. Thiebaut F., Tsuruo T., Hamada H., Gottesman M.M., Pastan I., Willingham M.C. Cellular localization of the multidrug-resistance gene product P-glycoprotein in normal human tissues. Proc. Natl. Acad. Sci. U.S.A 1987, 84:7735-7738.
39. Tian R., Koyabu N., Morimoto S., Shoyama Y., Ohtani H., Sawada Y. Functional induction and de-induction of P-glycoprotein by St. John's wort and its ingredients in a human colon adenocarcinoma cell line. Drug Metab. Dispos. 2005, 33:547-554.
40. Tom B.H., Rutzky L.P., Jakstys M.M., Oyasu R., Kaye C.I., Kahan B.D. Human colonic adenocarcinoma cells. I. Establishment and description of a new line. In Vitro 1976, 12:180-191.
41. Tomeo A.C., Geller M., Watkins T.R., Gapor A., Bierenbaum M.L. Antioxidant effects of tocotrienols in patients with hyperlipidemia and carotid stenosis. Lipids 1995, 30:1179-1183.
42. Zhang W., Han Y., Lim S.L., Lim L.Y. Dietary regulation of P-gp function and expression. Expert Opin. Drug Metab. Toxicol. 2009, 5:789-801.
43. Zhou C., Tabb M.M., Sadatrafiei A., Grun F., Blumberg B. Tocotrienols activate the steroid and xenobiotic receptor, SXR, and selectively regulate expression of its target genes. Drug Metab. Dispos. 2004, 32:1075-1082.