In vitro assessment of P450 induction potential of novel chemopreventive agents SR13668, 9-cis-UAB30, and pentamethychromanol in primary cultures of human hepatocytes

Chemico-Biological Interactions

Volumn 179, Issue 2-3, 2009, Pages 263-272

  Jackson, Jonathan P ^a   Kabirov, Kasim K ^b   Kapetanovic, Izet M ^c   Lyubimov, Alexander ^b  

^a CellzDirect Inc   (United States)

^b UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

^c NATIONAL CANCER INSTITUTE   (United States)

Author keywords

9 cis UAB30; Chemoprevention; CYP1A2; CYP2B6; CYP3A4; Human hepatocytes; Pentamethylchromanol; SR13668

Indexed keywords

2,10 DICARBETHOXY 6 METHOXY 5,7 DIHYDROINDOLO[2,3 B]CARBAZOLE; 3 METHYLCHOLANTHRENE; 6 HYDROXY 2,2,5,7,8 PENTAMETHYLCHROMAN; 8 (3',4' DIHYDRO 1'(2'H) NAPTHALEN 1' YLIDENE) 3,7 DIMETHYL 2,4,6 OCTATRIENOIC ACID; CARBAZOLE DERIVATIVE; CYTOCHROME P450; CYTOCHROME P450 1A2; CYTOCHROME P450 2B6; CYTOCHROME P450 3A4; NAPHTHALENE DERIVATIVE; PHENOBARBITAL; RIFAMPICIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER PREVENTION; CHEMOPROPHYLAXIS; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INDUCTION; ENZYME MECHANISM; ENZYME SUBSTRATE; GENE TARGETING; HUMAN; HUMAN CELL; HUMAN TISSUE; IN VITRO STUDY; LIVER CELL CULTURE; PREDICTOR VARIABLE; PROTEIN EXPRESSION;

CARBAZOLES; CELLS, CULTURED; CHROMANS; CYTOCHROME P-450 ENZYME SYSTEM; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG EVALUATION, PRECLINICAL; ENZYME INDUCTION; FATTY ACIDS, UNSATURATED; HEPATOCYTES; HUMANS; NAPHTHALENES; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RNA, MESSENGER;

EID: 62549083888     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2008.12.005     Document Type: Article

References (29)

1. Chao W.-R., Yean D., Amin K., Green C., and Jong L. Computer-aided rational drug design: a novel agent (SR13668) designed to mimic the unique anticancer mechanisms of dietary indole-3-carbinol to block Akt signaling. J. Med. Chem. 50 (2007) 3412-3415
2. L. Jong, W.-R. Chao, K. Amin, K. Laderoute, J. Orduna, B. Sato, G. Rice, SR13668: a novel indole derived inhibitor of phospho-Akt potently suppresses tumor growth in various murine xenograft models, AACR Meeting Abstracts, March 2004, 2004, pp. 849-850.
3. Crowell J.A. The chemopreventive agent development research program in the Division of Cancer Prevention of the US National Cancer Institute: an overview. Eur. J. Cancer 41 (2005) 1889-1910
4. Crowell J.A., Steele V.E., and Fay J.R. Targeting the AKT protein kinase for cancer prevention. Mol. Cancer Ther. 6 (2007) 2139-2148
5. Jong L., Chao W.-R., Amin K., and Rice G. SR13668: a highly optimized AKT inhibitor based on indole-3-carbinol possesses potent oral anticancer activity, and induces G1 cell cycle arrest and apoptosis in vitro and in vivo. Frontiers Cancer Prevent. Res. October (2003) 96-97
6. Kapetanovic I.M., Jong L., Green C.E., Shankar G., Swezey R., Bakke J., and Crowell J.A. Preclinical toxicology and development of SR13668, a novel new candidate cancer chemopreventive agent. Toxicol. Lett. 172S (2007) S104-S105
7. Hansen N.J., Wylie R.C., Phipps S.M.O., Love W.K., Andrews L.G., and Tollefsbol T.O. The low-toxicity 9-cis UAB30 novel retinoid down-regulates the DNA methyltransferases and has anti-telomerase activity in human breast cancer cells. Int. J. Oncol. 30 (2007) 641-650
8. Christov K., Grubbs C.J., Shilkaitis A., Juliana M.M., and Lubet R.A. Short-term modulation of cell proliferation and apoptosis and preventive/therapeutic efficacy of various agents in a mammary cancer model. Clin. Cancer Res. 13 18 (2007) 5488-5496
9. Grubbs C.J., Hill D.L., Bland K.I., Beenken S.W., Lin T.-H., Eto I., Atigadda V.R., Vines K.K., Brouillette W.J., and Muccio D.D. 9cUAB30, an RXR specific retinoid, and/or tamoxifen in the prevention of methylnitrosourea-induced mammary cancers. Cancer Lett. 201 (2003) 17-24
10. Grubbs C.J., Lubet R.A., Atigadda V.R., Christov K., Deshpande A.M., Tirmal V., Xia G., Bland K.I., Eto I., Brouillette W.J., and Muccio D.D. Efficacy of new retinoids in the prevention of mammary cancers and correlations with short-term biomarkers. Carcinogenesis 27 6 (2006) 1232-1239
11. Krishnaraj R., Lyubimov A., Detrisac C., Kapetanovic I., Crowell J., Brouillette W., and Muccio D. Oral toxicity study of a retinoic acid analogue, 9-cis-UAB-30, in rats. Toxicologist (2005) 364
12. Thompson T.A., and Wilding G. Androgen antagonist activity by the antioxidant moiety of vitamin E, 2,2,5,7,8-pentamethyl-6-chromanol in human prostate carcinoma cells. Mol. Cancer Ther. 2 (2003) 797-803
13. Koga T., Moro K., and Terao J. Protective effect of a vitamin E analog, phosphatidylchromanol, against oxidative hemolysis of human erythrocytes. Lipids 33 6 (1998) 589-595
14. Guillouzo A., Morel F., Langouet S., Maheo K., and Rissel M. Use of hepatocyte cultures for the study of hepatotoxic compounds. J. Hepatol. 26 (1997) 73-80
15. Xu L., Li A.P., Kaminski D.L., and Ruh M.F. 2,3,7,8-Tetrachlorodibenzo-p-dioxin induction of cytochrome P4501A in cultured rat and human hepatocytes. Chem. Biol. Interact. 124 (2000) 173-189
16. LeCluyse E.L. Human hepatocyte culture systems for the in vitro evaluation of cytochrome P450 expression and regulation. Eur. J. Pharm. Sci. 13 (2001) 343-368
17. Hamilton G.A., Jolley S.L., Gilbert D., Coon D.J., Barros S., and LeCluyse E.L. Regulation of cell morphology and cytochrome P450 expression in human hepatocytes by extracellular matrix and cell interactions. Cell Tissue Res. 306 (2001) 85-99
18. Wang H., and LeCluyse E. Role of orphan nuclear receptors in the regulation of drug metabolizing enzymes. Clin. Pharmacokinet. 42 (2003) 1331-1357
19. LeCluyse E., Alexandre E., Hamilton G., Viollon-Abadie C., Coon D., Jolley S., and Richert L. Isolation and culture of primary human hepatocytes. Methods Mol. Biol. 290 (2005) 207-229
20. Tyson C., and Green C. Cytotoxicity measures: choices and methods. In: Rauchman E., and Padilla G. (Eds). The Isolated Hepatocyte: Use in Toxicology and Xenobiotic Biotransformation (1987), Academic Press, New York
21. FDA, Draft Guidance for Industry - drug interaction studies: study design, data analysis, and implications for dosing and labeling, Food and Drug Administration Publication, 2006.
22. Bjornsson T.D., Callaghan J.T., Einolf H.J., Fischer V., Gan L., Grimm S., Kao J., King S.P., Miwa G., Ni L., Kumar G., McLeod J., Obach R.S., Roberts S., Roe A., Shah A., Snikeris F., Sullivan J.T., Tweedie D., Vega J.M., Walsh J., and Wrighton S.A. Perspective: the conduct of in vitro and in vivo drug-drug interaction studies: a Pharmaceutical Research and Manufacturers of America (PhRMA) perspective. Drug Metab. Dispos. 31 (2003) 815-832
23. Doppalapudi R.S., Riccio E.S., Rausch L.L., Shimon J.A., Lee P.S., Mortelmans K.E., Kapetanovic I.M., Crowell J.A., and Mirsalis J.C. Evaluation of chemopreventive agents for genotoxic activity. Mutation Res. 629 (2007) 148-160
24. Lindeblad M., Kapetanovic I.M., Martin-Jiminez T., Morrissey R., Chen Y., Crowell J., Muccio D.D., Brouillette W., and Lyubimov A.V. Four week oral toxicity study of the retinoic acid derivative 9-cis-UAB-30, in female dogs. Toxicologist (2007) 60
25. Gorman G.S., Coward L., Kerstner-Wood C., Cork L., Kapetanovic I.M., Brouillette W.J., and Muccio D.D. In vitro metabolic characterization, phenotyping, and kinetic studies of 9cUAB30, a retinoid X receptor-specific retinoid. Drug Metab. Dispos. 35 7 (2007) 1157-1164
26. Gerbal-Chaloin S., Pascussi J.M., Pichard-Garcia L., Daujat M., Waechter F., Fabre J.M., Carrère N., and Maurel P. Induction of CYP2C genes in human hepatocytes in primary culture. Drug Metab. Dispos. 29 3 (2001) 242-251
27. Chen Y., Ferguson S.S., Negishi M., and Goldstein J.A. Induction of human CYP2C9 by rifampicin, hyperforin, and phenobarbital is mediated by the pregnane X receptor. J. Pharmacol. Exp. Ther. 308 2 (2004) 495-501 Epub 2003, November 4
28. Ferguson S.S., LeCluyse E.L., Negishi M., and Goldstein J.A. Regulation of human CYP2C9 by the constitutive androstane receptor: discovery of a new distal binding site. Mol. Pharmacol. 62 3 (2002) 737-746
29. Faucette S.R., Sueyoshi T., Smith C.M., Negishi M., LeCluyse E.L., and Wang H. Differential regulation of hepatic CYP2B6 and CYP3A4 genes by constitutive androstane receptor but not pregnane X receptor. J. Pharmacol. Exp. Ther. 317 3 (2006) 1200-1209 Epub 2006, March 2