409
Views
28
CrossRef citations to date
0
Altmetric
Original Articles

Modulation of P-glycoprotein-Mediated Anticancer Drug Accumulation, Cytotoxicity, and ATPase Activity by Flavonoid Interactions

, , , , &
Pages 435-443 | Received 26 Jun 2009, Accepted 26 Jun 2010, Published online: 30 Mar 2011

REFERENCES

  • Gottesman , M M , Fojo , T and Bates , S E . 2002 . Multidrug resistance in cancer: role of ATP-dependent transporters . Nat Rev Cancer , 2 : 48 – 58 .
  • Leith , C , Kopecky , K , Chen , I , Eijdems , L Slovak , M . 1999 . Frequency and clinical significance of the expression of the multidrug resistance proteins MDR1/P-glycoprotein, MRP1, and LRP in acute myeloid leukemia. A Southwest Oncology Group study . Blood , 94 : 1086 – 1099 .
  • Goasguen , J E , Dossot , J-M , Fardel , O , Le Mee , F Le Gall , E . 1993 . Expression of the multidrug resistance-associated P-glycoprotein (P-170) in 59 cases of de novo acute lymphoblastic leukemia: prognostic implications . Blood , 81 : 2394 – 2398 .
  • Chan , H SL , Thorner , P S , Haddad , G and Ling , V . 1990 . Immunohistochemical detection of P-glycoprotein: prognostic correlation in soft tissue sarcoma of childhood . J Clin Oncol , 8 : 689 – 704 .
  • Chan , H SL , Haddad , G , Thorner , P S , DeBoer , G Lin , YP . 1991 . P-glycoprotein expression as a predictor of the outcome of therapy for neuroblastoma . N Engl J Med , 325 : 1608 – 1614 .
  • Baldini , N , Scotlandi , K , Barbandi-Brodano , G , Manara , MC Maurici , D . 1995 . Expression of P-glycoprotein in high-grade osteosarcomas in relation to clinical outcome . N Engl J Med , 333 : 1380 – 1385 .
  • Linn , S C , Giaccone , G van Diest , P J . 1995 . Prognostic relevance of P-glycoprotein expression in breast cancer . Ann Oncol , 6 : 679 – 685 .
  • Krishna , R and Mayer , L D . 2001 . Modulation of p-glycoprotein (P-gp) mediated multidrug resistance (MDR) using chemosensitizers: recent advances in the design of selective MDR modulators . Curr Med Chem—Anti-Cancer Agents , 1 : 163 – 174 .
  • Krystyna , M , Andrzej , B H , Olga , W O and Andrzej , P A . 2001 . Compounds that modulate multidrug resistance in cancer cells . Cel Biol Mol Lett , 6 : 362 – 368 .
  • Fresco , P , Borges , F , Diniz , C and Marques , M P . 2006 . New insights on the anticancer properties of dietary polyphenols . Med Res Rev , 26 : 747 – 766 .
  • Kandaswami , C , Lee , L T , Lee , P P , Hwang , JJ Ke , FC . 2005 . The antitumor activities of flavonoids . In Vivo , 19 : 895 – 909 .
  • Kosmider , B and Osiecka , R . 2004 . Flavonoid compounds: a review of anticancer properties and interactions with cis-diamminedichloroplatinum(II) . Drug Dev Res , 63 : 200 – 211 .
  • Lopez-Lazaro , M . 2002 . Flavonoids as anticancer agents: structure–activity relationship study . Curr Med Chem—Anti-Cancer Agents , 2 : 691 – 714 .
  • Toshio , A , Tomoyoshi , A and Shinichi , A . 2000 . Flavonoids of leguminous plants: structure, biological activity, and biosynthesis . J Plant Res , 113 : 475 – 48 .
  • Rimm , E G , Katan , M B , Ascherio , A , Stampfer , M J and Willett , W C . 1996 . Relation between intake of flavonoids and risk for coronary heart disease in male health professionals . Ann Intern Med , 125 : 384 – 389 .
  • Ross , J A and Kasum , C M . 2002 . Dietary flavonoids: bioavailability, metabolic effects, and safety . Ann Rev Nutr , 22 : 19 – 34 .
  • Mandlekar , S , Hong , J L and Kong , A NT . 2006 . Modulation of metabolic enzymes by dietary phytochemicals: a review of mechanisms underlying beneficial versus unfavorable effects . Curr Drug Metab , 7 : 661 – 675 .
  • Morris , M E and Zhang , S . 2006 . Flavonoid-drug interactions: effects of flavonoids on ABC transporters . Life Sci , 78 : 2116 – 2130 .
  • Shapiro , A B and Ling , V . 1997 . Positively cooperative sites for drug transport by P-glycoprotein with distinct drug specificities . Eur J Biochem , 250 : 130 – 137 .
  • Conseil , G , Baubichon-Cortay , H , Dayan , G , Jault , J M Barron , D . 1998 . Flavonoids: a class of modulators with bifunctional interactions at vicinal ATP- and steroid-binding sites on mouse P-glycoprotein . Proc Natl Acad Sci USA , 95 : 9831 – 9836 .
  • Castro , A F and Altenberg , G A . 1997 . Inhibition of drug transport by genistein in multidrug-resistant cells expressing P-glycoprotein . Biochem Pharmacol , 53 : 89 – 93 .
  • Ferte , J , Kuhnel , J M , Chapius , G , Rolland , Y Lewin , G . 1999 . Flavonoid-related modulators of multidrug resistance: synthesis, pharmacological activity, and structure–activity relationships . J Med Chem , 42 : 478 – 489 .
  • Critchfield , J W , Welsh , C J , Phang , J M and Yeh , G C . 1994 . Modulation of adriamycin accumulation and efflux by flavonoids in HCT-15 colon cells: activation of P-glycoprotein as a putative mechanism . Biochem Pharmacol , 48 : 1437 – 1445 .
  • Phang , J M , Poore , C M , Lopaczynska , J and Yeh , G C . 1993 . Flavonol—stimulated efflux of 7,12-dimethylbenz(a)anthracene in multidrug-resistant breast cancer cells . Cancer Res , 15 : 5977 – 5981 .
  • Bebawy , M , Morris , M B and Roufogalis , B D . 2001 . Selective modulation of P-glycoprotein-mediated drug resistance . Br J Cancer , 85 : 1998 – 2003 .
  • Syed , S K , Christopherson , R I and Roufogalis , B D . 1998 . Reversal of vinblastine transport by chlorpromazine in membrane vesicles from multidrug-resistant human CCRF-CEM leukaemia cells . Br J Cancer , 78 : 321 – 327 .
  • Huang , T HW , Bebawy , M , Tran , V H and Roufogalis , B D . 2007 . Specific reversal of multidrug resistance to colchicine in CEM/VLB100 cells by Gynostemma pentaphyllum extract . Phytomed , 14 : 830 – 839 .
  • Bebawy , M and Chetty , M . 2008 . Differential pharmacological regulation of drug efflux and pharmacoresistant schizophrenia . Bioessays , 30 : 183 – 188 .
  • Kyle , J AM and Duthie , G G . 2006 . “ Flavonoids in foods ” . In Flavonoids, Chemistry, Biochemistry, and Applications , Edited by: Anderson , O M and Markham , K R . 219 – 262 . Boca Raton, FL : CRC Press, Taylor & Francis Group .
  • Jaganathan , S K and Mandal , M . 2009 . Antiproliforative effects of honey and of its polyphenol: a review . J Biomed Biotechnol , Article ID 830616
  • Falcao , S I , Vilas-Boas , M , Estevinho , L M , Barros , C Domingues , MR . 2010 . Phenolic characterization of Northeast Portuguese propolis: usual and unusual compounds . Anal Bioanal Chem , 396 : 887 – 897 .
  • Bruneton , J . 1999 . Pharmacognosy, Phytochemistry, Medicinal Plants , 2nd ed , Paris, , France : Lavoisier Publishing .
  • Whaley , W L , Rummel , J D , Zemenu , E , Li , W Yang , P . 2007 . Isolation and characterization of osajin and pomiferin: discovery laboratory exercises for organic chemistry . Chemical Educator , 12 : 179 – 184 .
  • Markham , K R and Mabry , T J . 1968 . The identification of twenty-three 5-deoxy and 10–5-hydroxy flavanoid from Baptisia lecontei (Leguminaceae) . Phytochem , 7 : 791 – 801 .
  • Khan , I A , Avery , M A , Burrant , C L , Goins , DK Mikell , JR . 2000 . Antigiardial activity of isoflavones from Dalbergia frutescens bark . J Nat Prod , 63 : 1414 – 1416 .
  • Marks , D C , Davey , M W , Davey , R A and Kidman , A D . 1993 . Differentiation and multidrug resistance in response to drug treatment in the K562 human leukaemia cell line . Br J Haematol , 84 : 83 – 89 .
  • Zamora , J M , Pearce , H L and Beck , W T . 1988 . Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukemic cells . Mol Pharmacol , 33 : 454 – 62 .
  • Schwab , D , Fischer , H , Tabatabaei , A , Poli , S and Huwyler , J . 2003 . Comparison of in vitro p-glycoprotein screening assays: recommendations for their use in drug discovery . J Med Chem , 46 : 1716 – 1725 .
  • Litman , T , Zeuthen , T , Skovsgaard , T and Stein , W D . 1997 . Competitive, non-competitive, and cooperative interactions between substrates of P-glycoprotein as measured by its ATPase activity . Biochim Biophys Acta—Molecular Basis of Disease , 1361 : 169 – 176 .
  • Richardson , M A , Sanders , T , Palmer , J L , Greisinger , A and Singletary , S A . 2000 . Complementary/alternative medicine use in a comprehensive cancer center and the implications for oncology . J Clin Oncol , 18 : 2505 – 2514 .
  • Davey , M , Hargrave , R and Davey , R . 1996 . Comparison of drug accumulation in P-glycoprotein-expressing and MRP-expressing human leukeamia cells . Leukemia Res , 20 : 657 – 664 .
  • Zhang , S and Morris , M E . 2003 . Effects of the flavonoids biochanin A, morin, phloretin, and silymarin on P-glycoprotein-mediated transport . J Pharmacol Exp Ther , 304 : 1258 – 1267 .
  • Jodoin , J , Demeule , M and Beliveau , R . 2002 . Inhibition of the multidrug resistance P-glycoprotein activity by green tea polyphenols . Biochim Biophys Acta , 1542 : 149 – 159 .
  • Di Pietro , A , Conseil , G , Perez-Victoria , J M , Dayan , G Baubichon-Cortay , H . 2002 . Modulation by flavonoids of cell multidrug resistance mediated by P-glycoprotein and related ABC transporters . Cell Mol Life Sci , 59 : 307 – 322 .
  • Hashimoto , T , Kumazawa , S , Nanjo , F , Hara , Y and Nakayama , T . 1999 . Interaction of tea catechins with lipid bilayers investigated with liposome systems . Biosci Biotechnol Biochem , 63 : 2252 – 2255 .
  • Loke , W M , Hodgson , J M , Proudfoot , J M , McKinley , AJ Puddey , IB . 2008 . Pure dietary flavonoids quercetin and (−)-epicatechin augment nitric oxide products and reduce endothelin-1 acutely in healthy men . Am J Clin Nutr , 88 : 1018 – 1025 .
  • Aldercreutz , H and Mazur , W . 1997 . Phyto-oestrogens and Western diseases . Ann Med , 29 : 95 – 120 .
  • Graefe , E U , Witting , J , Mueller , S , Riethling , AK Uehleke , B . 2001 . Pharmacokinetics and bioavailability of quercetin glycosides in humans . J Clin Pharmacol , 41 : 492 – 499 .
  • Heo , MY , Sohn , S J and Au , W W . 2001 . Antigenotoxicity of galangin as a cancer chemopreventive agent candidate . Mut Res , 488 : 135 – 150 .
  • Schramm , D D , Wang , J F , Holt , R R , Ensunsa , JL Gonsalves , JL . 2001 . Chocolate procyanidins decrease the leukotriene-prostacyclin ratio in humans and human aortic endothelial cells . Am J Clin Nutr , 73 : 36 – 40 .
  • Tixier , J M , Godeau , G , Robert , A M and Hornebeck , W . 1984 . Evidence by in vivo and in vitro studies that binding of pycnogenols to elastin affects its rate of degradation by elastases . Biochem Pharmacol , 33 : 3933 – 3939 .
  • Perez-Victoria , J M , Chiquero , M J , Conseil , G , Dayan , G Di Pietro , A . 1999 . Correlation between the affinity of flavonoids binding to cytosolic site of Leishmania tropica multidrug trans-porter and their efficiency to revert parasite resistance to daunomycin . Biochem , 38 : 1736 – 1743 .
  • Mitsunaga , H , Takanaga , H , Matsuo , M , Naito , T Tsuruo . 2000 . Effect of bioflavonoids on vincristine transport across blood–brain barrier . Eur J Pharmacol , 395 : 193 – 201 .
  • Sadzuka , Y , Sugiyama , T and Sonobe , T . 2000 . Efficacies of tea components on doxorubicin induced antitumor activity and reversal of multidrug resistance . Toxicol Lett , 114 : 155 – 162 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.