Structure-activity relationships on phenylalanine-containing inhibitors of histone deacetylase: In vitro enzyme inhibition, induction of differentiation, and inhibition of proliferation in friend leukemic cells

Journal of Medicinal Chemistry

Volumn 45, Issue 15, 2002, Pages 3296-3309

  Wittich, Sybille ^a   Scherf, Hans ^b   Xie, Changping ^b   Brosch, Gerald ^c   Loidl, Peter ^c   Gerhäuser, Clarissa ^b   Jung, Manfred ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b GERMAN CANCER RESEARCH CENTER DKFZ   (Germany)

^c UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

3 BIPHENYL 4 YL 2 (7 HYDROXYCARBAMOYLHEPTANOYLAMINO)PROPIONIC ACID METHYL ESTER; ANTILEUKEMIC AGENT; ANTINEOPLASTIC AGENT; HISTONE DEACETYLASE; HISTONE DEACETYLASE INHIBITOR; PHENYLALANINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL MODEL; ARTICLE; CANCER INHIBITION; CELL DIFFERENTIATION; CELL PROLIFERATION; CHEMICAL MODIFICATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; ENZYME INHIBITION; FRIEND LEUKEMIA; GENE CONTROL; IN VITRO STUDY; LEUKEMIA CELL; MAIZE; MOUSE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

ACETYLATION; ANIMALS; ANTINEOPLASTIC AGENTS; CELL DIFFERENTIATION; CELL DIVISION; ENZYME INHIBITORS; FRIEND MURINE LEUKEMIA VIRUS; HISTONE DEACETYLASES; HISTONES; LEUKEMIA, EXPERIMENTAL; LIVER; MICE; PHENYLALANINE; RATS; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED; ZEA MAYS;

EID: 0037130244     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0208119     Document Type: Article

References (52)

1. Histone deacetylase: A target for antiproliferative and antiprotozoal agents
2. Inhibitors of histone deacetylase as new anticancer agents
3. Inhibition of histone deacetylases: A new strategy to target epigenetic modifications for anticancer treatment
4. Co-activators and corepressors in the integration of transcriptional responses
5. Histone deacetyla§es, transcriptional control, and cancer
6. p21(WAF1) is required for butyrate-mediated growth inhibition of human colon cancer cells
7. Histone deacetylase inhibition selectively alters the activity and expression of cell cycle proteins leading to specific chromatin acetylation and antiproliferative effects
8. Chromatin remodeling and leukemia: New therapeutic paradigms
9. Histone acetylation modifiers in the pathogenesis of malignant disease
10. Histone deacetylases
11. The histone deacetylase inhibitor, CBHA, inhibits growth of human neuroblastoma xenografts in vivo, alone and synergistically with all-trans retinoic acid
12. Therapeutic targeting of transcription in acute promyelocytic leukemia by use of an inhibitor of histone deacetylase
13. Beppu trapoxin: Novel chemical probes for the role of histone acetylation in chromatin structure and function
14. Analogues of trichostatin A and trapoxin B as histone deacetylase inhibitors
15. A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases
16. Inhibition of transformed cell growth and induction of cellular differentiation by pyroxamide, an inhibitor of histone deacetylase
17. Second generation hybrid polar compounds are potent inducers of transformed cell differentiation
18. Amide analogues of trichostatin A as inhibitors of histone deacetylase and inducers of terminal cell differentiation
19. 3-(4-Aroyl-1H-pyrrol-2-yl)-N-hydroxy-2-propenamides, a new class of synthetic histone deacetylase inhibitors
20. Synthesis and histone deacetylase inhibitory activity of new benzamide derivatives
21. A synthetic inhibitor of histone deacetylase, MS-27-275, with marked in vivo antitumor activity against human tumors
22. Tryptophan-replacement and indole-modified apicidins: Synthesis of potent and selective antiprotozoal agents
23. Synthesis of side chain modified apicidin derivatives: Potent mechanism-based histone deacetylase inhibitors
24. Design and synthesis of histone deacetylase inhibitors: The development of apicidin transition state analogues
25. Synthesis of apicidin-derived quinolone derivatives: Parasite-selective histone deacetylase inhibitors and antiproliferative agents
26. Broad spectrum antiprotozoal agents that inhibit histone deacetylase: Structure-activity relationships of apicidin. Part 1
27. Broad spectrum antiprotozoal agents that inhibit histone deacetylase: Structure-activity relationships of apicidin. Part 2
28. Synthesis of 7200 small molecules based on a substructural analysis of the histone deacetylase inhibitors trichostatin and trapoxin
29. Potent histone deacetylase inhibitors built from trichostatin A and cyclic tetrapeptide antibiotics including trapoxin
30. Structures of a histone deacetylase homologue bound to the TSA and SAHA inhibitors
31. Structure of the histone deacetylase SIRT2
32. Crystal structure of a SIR2 homolog-NAD complex
33. Identification of maize histone deacetylase HD2 as an acidic nucleolar phosphoprotein
34. The human histone deacetylase family
35. Inhibitors of histone deacetylase suppress the growth of MCF-7 breast cancer cells
36. Purification and characterization of a high molecular weight histone deacetylase complex (HD2) of maize embryos
37. First nonradioactive assay for in vitro screening of histone deacetylase inhibitors
38. A nonisotopic assay for histone deacetylase activity
39. RPD3-type histone deacetylases in maize embryos
40. Effects of trichostatins on differentiation of murine erythroleukemia cells
41. Inducing differentiation of transformed cells with hybrid polar compounds: A cell cycle-dependent process
42. Induction of histone acetylation and growth regulation in eryrthroleukemia cells by 4-phenylbutyrate and structural analogues
43. Histones of Drosophila embryos. Electrophoretic isolation and structural studies
44. Biochemical methods for analysis of histone deacetylases
45. Inhibitors of human histone deacetylase: Synthesis, enzyme and cellular activity of straight chain hydroxamates
46. A simple and efficient procedure for isolating plant chromatin which is suitable for studies of DNase I-sensitive domains and hypersensitive sites
47. A comparative study of histone deacetylases of plant, fungal and vertebrate cells
48. Improvement and validation of the fluorescence-based histone deacetylase assay using an internal standard
49. Differentiation of murine erythroleukemia cells (Friend Leukemia cells)
50. Inhibition of IL-8 gene expression in Caco-2 cells by compounds which induce histone hyperacetylation
51. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
52. A micro plate reader based nonisotopic histone deacetylase activity assay