Intestinal and blood-brain barrier permeability of ginkgolides and bilobalide: In vitro and in vivo approaches

Planta Medica

Volumn 76, Issue 6, 2010, Pages 599-606

  Madgula, Vamsi L M ^a   Avula, Bharathi ^a   Yu, Young Beob ^c,e   Wang, Yan Hong ^a   Tchantchou, Flaubert ^c   Fisher, Scott ^c   Luo, Yuan ^c,d   Khan, Ikhlas A ^a,b   Khan, Shabana I ^a,b  

^a UNIVERSITY OF MISSISSIPPI   (United States)

^b UNIVERSITY OF MISSISSIPPI   (United States)

^c UNIVERSITY OF MARYLAND SCHOOL OF PHARMACY   (United States)

^d UNIVERSITY OF MARYLAND SCHOOL OF MEDICINE   (United States)

^e Korea Institute of Oriental Medicine (KIOM)   (South Korea)

Author keywords

Bilobalide; Bloodbrain barrier; Ginkgoaceae; Ginkgolides; Intestinal absorption; Mass spectrometry

Indexed keywords

BILOBALIDE; GINKGOLIDE A; GINKGOLIDE B; GINKGOLIDE C; GINKGOLIDE J;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; BLOOD BRAIN BARRIER; CONTROLLED STUDY; DRUG ABSORPTION; DRUG BLOOD LEVEL; DRUG BRAIN LEVEL; DRUG PENETRATION; IN VITRO STUDY; IN VIVO STUDY; LIQUID CHROMATOGRAPHY; MALE; MASS SPECTROMETRY; MEMBRANE PERMEABILITY; NONHUMAN; RAT;

ANIMALS; BLOOD-BRAIN BARRIER; CELL LINE; CYCLOPENTANES; DOGS; DOSE-RESPONSE RELATIONSHIP, DRUG; FURANS; GINKGOLIDES; HUMANS; INTESTINES; MOLECULAR STRUCTURE; RATS;

GINKGO BILOBA; GINKGOACEAE; RATTUS;

EID: 77951087366     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0029-1240601     Document Type: Article

References (27)

1. Stromgaard K, Nakanishi K. Chemistry and biology of terpene trilactones from Ginkgo biloba. Angew Chem Int Ed Engl 2004 43 1640-1658 (Pubitemid 39257855)
2. DeKosky S T., Williamson J D., Fitzpatrick A L., Kronmal R A., Ives D G., Saxton J A., Lopez O L., Burke G, Carlson M C., Fried L P., Kuller L H., Robbins J A., Tracy R P., Woolard N F., Dunn L, Snitz B E., Nahin R L., Furberg C D. Ginkgo biloba for prevention of dementia: a randomized controlled trial. JAMA 2008 300 2253-2262
3. Smith J V., Luo Y. Studies on molecular mechanisms of Ginkgo biloba extract. Appl Microbiol Biotechnol 2004 64 465-472 (Pubitemid 38686154)
4. Bedir E, Tatli I I., Khan R A., Zhao J, Takamatsu S, Walker L A., Goldman P, Khan I A. Biologically active secondary metabolites from Ginkgo biloba. J Agric Food Chem 2002 50 3150-3155 (Pubitemid 34533615)
5. Ganzera M, Zhao J, Khan I A. Analysis of terpenelactones in Ginkgo biloba by high performance liquid chromatography and evaporative light scattering detection. Chem Pharm Bull (Tokyo) 2001 49 1170-1173 (Pubitemid 32847526)
6. Li L, Stanton J D., Tolson A H., Luo Y, Wang H. Bioactive terpenoids and flavonoids from Ginkgo biloba extract induce the expression of hepatic drug-metabolizing enzymes through pregnane X receptor, constitutive androstane receptor, and aryl hydrocarbon receptor-mediated pathways. Pharm Res 2009 26 872-882
7. Umegaki K, Taki Y, Endoh K, Taku K, Tanabe H, Shinozuka K, Sugiyama T. Bilobalide in Ginkgo biloba extract is a major substance inducing hepatic CYPs. J Pharm Pharmacol 2007 59 871-877 (Pubitemid 47051100)
8. Mauri P, Simonetti P, Gardana C, Minoggio M, Morazzoni P, Bombardelli E, Pietta P. Liquid chromatography/atmospheric pressure chemical ionization mass spectrometry of terpene lactones in plasma of volunteers dosed with Ginkgo biloba L. extracts. Rapid Commun Mass Spectrom 2001 15 929-934 (Pubitemid 32587181)
9. Mauri P, Minoggio M, Iemoli L, Rossoni G, Morazzoni P, Bombardelli E, Pietta P. Liquid chromatography/atmospheric pressure chemical ionization ion trap mass spectrometry of terpene lactones in plasma of animals. J Pharm Biomed Anal 2003 32 633-639 (Pubitemid 36951943)
10. Biber A, Koch E. Bioavailability of ginkgolides and bilobalide from extracts of Ginkgo biloba using GC/MS. Planta Med 1999 65 192-193 (Pubitemid 29138164)
11. Rossi R, Basilico F, Rossoni G, Riva A, Morazzoni P, Mauri P L. Liquid chromatography/atmospheric pressure chemical ionization ion trap mass spectrometry of bilobalide in plasma and brain of rats after oral administration of its phospholipidic complex. J Pharm Biomed Anal 2009 50 224-227
12. Lv H, Wang G, Wu X, Xie L, Huang C, Li H, Liang Y, Hao H, Sun J. Transport characteristics of ginkgolide B by Caco-2 cells and examination of ginkgolide B oral absorption potential using rat in situ intestinal loop method. Int J Pharm 2008 351 31-35 (Pubitemid 351186840)
13. Artursson P, Borchardt R T. Intestinal drug absorption and metabolism in cell cultures: Caco-2 and beyond. Pharm Res 1997 14 1655-1658 (Pubitemid 28062907)
14. Walgren R A., Karnaky Jr K J., Lindenmayer G E., Walle T. Efflux of dietary flavonoid quercetin 4-beta-glucoside across human intestinal Caco-2 cell monolayers by apical multidrug resistance-associated protein-2. J Pharmacol Exp Ther 2000 294 830-836 (Pubitemid 30666830)
15. Bohets H, Annaert P, Mannens G, Van Beijsterveldt L, Anciaux K, Verboven P, Meuldermans W, Lavrijsen K. Strategies for absorption screening in drug discovery and development. Curr Top Med Chem 2001 1 367-383
16. Madgula V L., Avula B, Reddy V L. N., Khan I A., Khan S I. Transport of decursin and decursinol angelate across Caco-2 and MDR-MDCK cell monolayers: in vitro models for intestinal and blood-brain barrier permeability. Planta Med 2007 73 330-335
17. Gumbleton M, Audus K L. Progress and limitations in the use of in vitro cell cultures to serve as permeability screen for the blood-brain barrier. J Pharm Sci 2001 90 1681-1698
18. Wang Q, Rager J D., Weinstein K, Kardos P S., Dobson G L., Li J, Hidalgo I J. Evaluation of the MDR-MDCK cell line as a permeability screen for the blood-brain barrier. Int J Pharm 2005 288 349-359
19. Madgula V L., Avula B, Choi Y W., Pullela S V., Khan I A., Walker L A., Khan S I. Transport of Schisandra chinensis extract and its biologically-active constituents across Caco-2 cell monolayers an in-vitro model of intestinal transport. J Pharm Pharmacol 2008 60 363-370
20. Avula B, Wang Y H., Smillie T J., Khan I A. Column liquid chromatography/electrospray ionization-time of flight-mass spectrometry and ultraperformance column liquid chromatography/mass spectrometry methods for the determination of ginkgolides and bilobalide in the leaves of Ginkgo biloba and dietary supplements. J AOAC Int 2009 92 645-652
21. Zuo Z, Zhang L, Zhou L, Chang Q, Chow M. Intestinal absorption of hawthorn flavonoids in vitro, in situ and in vivo correlations. Life Sci 2006 79 2455-2462
22. Gutmann H, Fricker G, Torok M, Michael S, Beglinger C, Drewe J. Evidence for different ABC-transporters in Caco-2 cells modulating drug uptake. Pharm Res 1999 16 402-407
23. Hirohashi T, Suzuki H, Chu X Y., Tamai I, Tsuji A, Sugiyama Y. Function and expression of multidrug resistance-associated protein family in human colon adenocarcinoma cells (Caco-2). J Pharmacol Exp Ther 2000 292 265-270
24. Tian X, Yang X, Wang K. The efflux of flavonoids morin, isorhamnetin-3-O-rutinoside and diosmetin-7-O-beta-D-xylopyranosyl-(16)-beta-D- glucopyranoside in the human intestinal cell line Caco-2. Pharm Res 2006 23 1721-1728
25. Hilgendorf C, Ahlin G, Seithel A, Artursson P, Ungell A L., Karlsson J. Expression of thirty-six drug transporter genes in human intestine, liver, kidney, and organotypic cell lines. Drug Metab Dispos 2007 35 1333-1340
26. Cao J, Chen X, Liang J, Yu X Q., Xu A L., Chan E, Wei D, Huang M, Wen J Y., Yu X Y., Li X T., Sheu F S., Zhou S F. Role of P-glycoprotein in the intestinal absorption of glabridin, an active flavonoid from the root of Glycyrrhiza glabra. Drug Metab Dispos 2007 35 539-553 (Pubitemid 46513256)
27. Garberg P, Ball M, Borg N, Cecchelli R, Fenart L, Hurst R D., Lindmark T, Mabondzo A, Nilsson J E., Raub T J., Stanimirovic D, Terasaki T, Oberg J O., Osterberg T. In vitro models for the blood-brain barrier. Toxicol In Vitro 2005 19 299-334