Screening of amide analogues of Trichostatin A in cultures of primary rat hepatocytes: Search for potent and safe HDAC inhibitors

Investigational New Drugs

Volumn 27, Issue 4, 2009, Pages 338-346

  Fraczek, Joanna ^a   Deleu, Sarah ^a   Lukaszuk, Aneta ^a   Doktorova, Tatyana ^a   Tourwé, Dirk ^a   Geerts, Albert ^a   Vanhaecke, Tamara ^a   Vanderkerken, Karin ^a   Rogiers, Vera ^a  

^a VRIJE UNIVERSITEIT BRUSSEL   (Belgium)

Author keywords

Hepatotoxicity; Histone deacetylase inhibitors; Primary rat hepatocytes; Trichostatin A

Indexed keywords

AMIDE; ANTINEOPLASTIC AGENT; CYTOCHROME P450 1A1; CYTOCHROME P450 2B1; CYTOCHROME P450 3A2; HISTONE DEACETYLASE; HISTONE DEACETYLASE INHIBITOR; TRICHOSTATIN A;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BIOLOGICAL ACTIVITY; CELL CULTURE; CELL DIFFERENTIATION; CELL LINE; CELL PROLIFERATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DNA SYNTHESIS; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; LIVER CELL; LIVER TOXICITY; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT;

AMIDES; ANIMALS; CELLS, CULTURED; DRUG EVALUATION, PRECLINICAL; ENZYME INHIBITORS; HEPATOCYTES; HISTONE DEACETYLASES; HYDROXAMIC ACIDS; MALE; RATS; RATS, SPRAGUE-DAWLEY;

EID: 67651165482     PISSN: 01676997     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10637-008-9180-x     Document Type: Article

References (28)

1. KB Glaser 2007 HDAC inhibitors: clinical update and mechanism-based potential Biochem Pharmacol 74 659 671 doi:10.1016/j.bcp.2007.04.007
2. JE Bolden MJ Peart RW Johnstone 2006 Anticancer activities of histone deacetylase inhibitors Nat Rev Drug Discov 5 769 784 doi:10.1038/nrd2133
3. MA Glozak E Seto 2007 Histone deacetylases and cancer Oncogene 26 5420 5432 doi:10.1038/sj.onc.1210610
4. L Huang 2006 Targeting histone deacetylases for the treatment of cancer and inflammatory diseases J Cell Physiol 209 611 616 doi:10.1002/jcp.20781
5. C Hildmann D Riester A Schwienhorst 2007 Histone deacetylases-an important class of cellular regulators with a variety of functions Appl Microbiol Biotechnol 75 487 497 doi:10.1007/s00253-007-0911-2
6. P Papeleu T Vanhaecke G Elaut 2005 Differential effects of histone deacetylase inhibitors in tumor and normal cells-what is the toxicological relevance Crit Rev Toxicol 35 363 378 doi:10.1080/10408440590935639
7. R Marcos RA Monteiro E Rocha 2006 Design-based stereological estimation of hepatocyte number, by combining the smooth optical fractionator and immunocytochemistry with anti-carcinoembryonic antigen polyclonal antibodies Liver Int 26 116 124 doi:10.1111/j.1478-3231.2005.01201.x
8. MJ Gomez-Lechon JV Castell MT Donato 2007 Hepatocytes-the choice to investigate drug metabolism and toxicity in man: in vitro variability as a reflection of in vivo Chem Biol Interact 168 30 50 doi:10.1016/j.cbi.2006.10.013
9. MG Soars DF McGinnity K Grime 2007 The pivotal role of hepatocytes in drug discovery Chem Biol Interact 168 2 15 doi:10.1016/j.cbi.2006.11.002
10. C Rodriguez-Antona MT Donato A Boobis 2002 Cytochrome P450 expression in human hepatocytes and hepatoma cell lines: molecular mechanisms that determine lower expression in cultured cells Xenobiotica 32 505 520 doi:10.1080/ 00498250210128675
11. S Wilkening F Stahl A Bader 2003 Comparison of primary human hepatocytes and hepatoma cell line Hepg2 with regard to their biotransformation properties Drug Metab Dispos 31 1035 1042 doi:10.1124/dmd.31.8.1035
12. T Henkens P Papeleu G Elaut 2007 Trichostatin A, a critical factor in maintaining the functional differentiation of primary cultured rat hepatocytes Toxicol Appl Pharmacol 218 64 71 doi:10.1016/j.taap.2006.10.012
13. P Papeleu P Loyer T Vanhaecke 2003 Trichostatin A induces differential cell cycle arrests but does not induce apoptosis in primary cultures of mitogen-stimulated rat hepatocytes J Hepatol 39 374 382 doi:10.1016/S0168- 8278(03)00288-5
14. T Vanhaecke T Henkens GE Kass 2004 Effect of the histone deacetylase inhibitor trichostatin A on spontaneous apoptosis in various types of adult rat hepatocyte cultures Biochem Pharmacol 68 753 760 doi:10.1016/j.bcp.2004.05.022
15. M Vinken T Henkens T Vanhaecke 2006 Trichostatin a enhances gap junctional intercellular communication in primary cultures of adult rat hepatocytes Toxicol Sci 91 484 492 doi:10.1093/toxsci/kfj152
16. J Cabré AL Palomo 1984 New experimental strategies in amide synthesis using N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride Synthesis 5 413 417 doi:10.1055/s-1984-30857
17. CY Ho E Strobel J Ralbovsky 2005 Improved solution- and solid-phase preparation of hydroxamic acids from esters J Org Chem 70 4873 4875 doi:10.1021/jo050036f
18. M Jung G Brosch D Kolle 1999 Amide analogues of trichostatin A as inhibitors of histone deacetylase and inducers of terminal cell differentiation J Med Chem 42 4669 4679 doi:10.1021/jm991091h
19. M Jung K Hoffmann G Brosch 1997 Analogues of trichostatin A and trapoxin B as histone deacetylase inhibitors Bioorg Med Chem Lett 7 1655 1658 doi:10.1016/S0960-894X(97)00284-9
20. P Papeleu T Vanhaecke T Henkens 2006 Isolation of rat hepatocytes Methods Mol Biol 320 229 237
21. E Menu K Asosingh I Van Riet 2004 Myeloma cells (5TMM) and their interactions with the marrow microenvironment Blood Cells Mol Dis 33 111 119 doi:10.1016/j.bcmd.2004.04.012
22. G Elaut G Torok M Vinken 2002 Major phase I biotransformation pathways of Trichostatin a in rat hepatocytes and in rat and human liver microsomes Drug Metab Dispos 30 1320 1328 doi:10.1124/dmd.30.12.1320
23. Y Dai Y Guo J Guo 2003 Indole amide hydroxamic acids as potent inhibitors of histone deacetylases Bioorg Med Chem Lett 13 1897 1901 doi:10.1016/S0960- 894X(03)00301-9
24. G Elaut G Laus E Alexandre 2007 A metabolic screening study of trichostatin A (TSA) and TSA-like histone deacetylase inhibitors in rat and human primary hepatocyte cultures J Pharmacol Exp Ther 321 400 408 doi:10.1124/jpet.106.116202
25. RS Blacklow 2007 Actuarially speaking: an overview of life expectancy. What can we anticipate Am J Clin Nutr 86 1560S 1562S (Pubitemid 350126270)
26. SW Remiszewski LC Sambucetti P Atadja 2002 Inhibitors of human histone deacetylase: synthesis and enzyme and cellular activity of straight chain hydroxamates J Med Chem 45 753 757 doi:10.1021/jm015568c
27. G Elaut V Rogiers T Vanhaecke 2007 The pharmaceutical potential of histone deacetylase inhibitors Curr Pharm Des 13 2584 2620 doi:10.2174/ 138161207781663064
28. DF Wang P Helquist NL Wiech 2005 Toward selective histone deacetylase inhibitor design: homology modeling, docking studies, and molecular dynamics simulations of human class I histone deacetylases J Med Chem 48 6936 6947 doi:10.1021/jm0505011