메뉴 건너뛰기




Volumn 49, Issue 16, 2006, Pages 4809-4812

Highly potent and selective histone deacetylase 6 inhibitors designed based on a small-molecular substrate

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC COMPOUND; ALPHA TUBULIN; CHAP 31; HISTONE; HISTONE DEACETYLASE; HISTONE DEACETYLASE 1; HISTONE DEACETYLASE 4; HISTONE DEACETYLASE 6; HISTONE DEACETYLASE 6 INHIBITOR; HISTONE DEACETYLASE INHIBITOR; N (2 AMINOPHENYL) 4 (3 PYRIDINYLMETHOXYCARBONYLAMINOMETHYL)BENZAMIDE; TRAPOXIN B; TRICHOSTATIN A; UNCLASSIFIED DRUG; VORINOSTAT;

EID: 33746894565     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm060554y     Document Type: Article
Times cited : (103)

References (37)
  • 1
    • 0036008097 scopus 로고    scopus 로고
    • Deacetylase enzymes: Biological functions and the use of small-molecule inhibitors
    • (a) Grozinger, C. M.; Schreiber, S. L. Deacetylase Enzymes: Biological Functions and the Use of Small-Molecule Inhibitors. Chem. Biol. 2002, 9, 3-16.
    • (2002) Chem. Biol. , vol.9 , pp. 3-16
    • Grozinger, C.M.1    Schreiber, S.L.2
  • 2
    • 0034654011 scopus 로고    scopus 로고
    • Acetylation: A regulatory modification to rival phosphorylation?
    • (b) Kouzarides, T. Acetylation: a regulatory modification to rival phosphorylation? EMBO J. 2000, 19, 1176-1179.
    • (2000) EMBO J. , vol.19 , pp. 1176-1179
    • Kouzarides, T.1
  • 3
    • 0033000990 scopus 로고    scopus 로고
    • Histone acetylases and deacetylases in cell proliferation
    • (c) Kouzarides, T. Histone acetylases and deacetylases in cell proliferation. Curr, Opin. Genet. Dev. 1999, 9, 40-48.
    • (1999) Curr, Opin. Genet. Dev. , vol.9 , pp. 40-48
    • Kouzarides, T.1
  • 4
    • 0031244521 scopus 로고    scopus 로고
    • Nuclear histone acetylases and deacetylases and transcriptional regulation: HATs off to HDACs
    • (d) Hassig, C. A.; Schreiber, S. L. Nuclear histone acetylases and deacetylases and transcriptional regulation: HATs off to HDACs. Curr. Opin. Chem. Biol. 1997, 1, 300-308.
    • (1997) Curr. Opin. Chem. Biol. , vol.1 , pp. 300-308
    • Hassig, C.A.1    Schreiber, S.L.2
  • 5
    • 20344392202 scopus 로고    scopus 로고
    • Epigenetics-an epicenter of gene regulation: Histones and histone-modifying enzymes
    • (a) Biel, M.; Wascholowski, V.; Giannis, A. Epigenetics-an epicenter of gene regulation: histones and histone-modifying enzymes. Angew. Chem., Int. Ed. Engl. 2005, 44, 3186-3216.
    • (2005) Angew. Chem., Int. Ed. Engl. , vol.44 , pp. 3186-3216
    • Biel, M.1    Wascholowski, V.2    Giannis, A.3
  • 7
    • 33645987615 scopus 로고    scopus 로고
    • Epigenetic control using natural products and synthetic molecules
    • (c) Suzuki, T.; Miyata, N. Epigenetic control using natural products and synthetic molecules. Curr. Med. Chem. 2006, 13, 935-958.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 935-958
    • Suzuki, T.1    Miyata, N.2
  • 8
    • 23844514827 scopus 로고    scopus 로고
    • Chromatin modifications as targets for new anticancer drugs
    • (d) Schaefer, S.; Jung, M. Chromatin modifications as targets for new anticancer drugs. Arch. Pharm. 2005, 338, 347-357.
    • (2005) Arch. Pharm. , vol.338 , pp. 347-357
    • Schaefer, S.1    Jung, M.2
  • 9
    • 22844432021 scopus 로고    scopus 로고
    • Inhibition of histone deacetylase 6 acetylates and disrupts the chaperone function of heat shock protein 90: A novel basis for antileukemia activity of histone deacetylase inhibitors
    • (a) Bali, P.; Pranpat, M.; Bradner, J.; Balasis, M.; Fiskus, W.; Guo, F.; Rocha, K.; Kumaraswamy, S.; Boyapalle, S.; Atadja, P.; Seto, E.; Bhalla, K. Inhibition of histone deacetylase 6 acetylates and disrupts the chaperone function of heat shock protein 90: a novel basis for antileukemia activity of histone deacetylase inhibitors. J. Biol. Chem. 2005, 280, 26729-26734.
    • (2005) J. Biol. Chem. , vol.280 , pp. 26729-26734
    • Bali, P.1    Pranpat, M.2    Bradner, J.3    Balasis, M.4    Fiskus, W.5    Guo, F.6    Rocha, K.7    Kumaraswamy, S.8    Boyapalle, S.9    Atadja, P.10    Seto, E.11    Bhalla, K.12
  • 15
    • 0141885037 scopus 로고    scopus 로고
    • From discovery to the coming generation of histone deacetylase inhibitors
    • (b) Yoshida, M.; Matsuyama, A.; Komatsu, Y.; Nishino, N. From discovery to the coming generation of histone deacetylase inhibitors. Curr. Med. Chem. 2003, 10, 2351-2358.
    • (2003) Curr. Med. Chem. , vol.10 , pp. 2351-2358
    • Yoshida, M.1    Matsuyama, A.2    Komatsu, Y.3    Nishino, N.4
  • 16
    • 3042764931 scopus 로고    scopus 로고
    • Patent status of histone deacetylase inhibitors
    • (c) Miller, T. A. Patent status of histone deacetylase inhibitors. Expert Opin. Ther. Pat. 2004, 14, 791-804.
    • (2004) Expert Opin. Ther. Pat. , vol.14 , pp. 791-804
    • Miller, T.A.1
  • 17
    • 30344440073 scopus 로고    scopus 로고
    • Histone deacetylase inhibitors: A survey of recent patents
    • (d) Weinmann, H.; Ottow, E. Histone deacetylase inhibitors: a survey of recent patents. Expert Opin. Ther. Pat. 2005, 15, 1677-1690.
    • (2005) Expert Opin. Ther. Pat. , vol.15 , pp. 1677-1690
    • Weinmann, H.1    Ottow, E.2
  • 18
    • 0024996768 scopus 로고
    • Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A
    • (a) Yoshida, M.; Kijima, M.; Akita, T.; Beppu, T. Potent and specific inhibition of mammalian histone deacetylase both in vivo and in vitro by trichostatin A. J. Biol. Chem. 1990, 265, 17174-17179.
    • (1990) J. Biol. Chem. , vol.265 , pp. 17174-17179
    • Yoshida, M.1    Kijima, M.2    Akita, T.3    Beppu, T.4
  • 19
    • 0029294663 scopus 로고
    • Trichostatin a and trapoxin: Novel chemical probes for the role of histone acetylation in chromatin structure and function
    • (b) Yoshida, M.; Horinouchi, S.; Beppu, T. Trichostatin A and trapoxin: Novel chemical probes for the role of histone acetylation in chromatin structure and function. BioEssays 1995, 17, 423-430.
    • (1995) BioEssays , vol.17 , pp. 423-430
    • Yoshida, M.1    Horinouchi, S.2    Beppu, T.3
  • 23
    • 0027378351 scopus 로고
    • Trapoxin, an antitumor cyclic tetrapeptide, is an irreversible inhibitor of mammalian histone deacetylase
    • Kijima, M.; Yoshida, M.; Sugita, K.; Horinouchi, S.; Beppu, T. Trapoxin, an antitumor cyclic tetrapeptide, is an irreversible inhibitor of mammalian histone deacetylase. J. Biol. Chem. 1993, 268, 22429-22435.
    • (1993) J. Biol. Chem. , vol.268 , pp. 22429-22435
    • Kijima, M.1    Yoshida, M.2    Sugita, K.3    Horinouchi, S.4    Beppu, T.5
  • 25
    • 27744496468 scopus 로고    scopus 로고
    • Non-hydroxamate histone deacetylase inhibitors
    • (a) Suzuki, T.; Miyata, N. Non-hydroxamate histone deacetylase inhibitors. Curr. Med. Chem. 2005, 12, 2867-2880.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 2867-2880
    • Suzuki, T.1    Miyata, N.2
  • 26
    • 0038274087 scopus 로고    scopus 로고
    • Structural biasing elements for in-cell histone deacetylase paralog selectivity
    • (b) Wong, J. C.; Hong, R.; Schreiber, S. L. Structural Biasing Elements for In-Cell Histone Deacetylase Paralog Selectivity. J. Am. Chem. Soc. 2003, 125, 5586-5587.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 5586-5587
    • Wong, J.C.1    Hong, R.2    Schreiber, S.L.3
  • 27
    • 0035793107 scopus 로고    scopus 로고
    • Potent histone deacetylase inhibitors built from trichostatin A and cyclic tetrapeptide antibiotics including trapoxin
    • (c) Furumai, R.; Komatsu, Y.; Nishino, N.; Khochbin, S.; Yoshida, M.; Horinouchi, S. Potent histone deacetylase inhibitors built from trichostatin A and cyclic tetrapeptide antibiotics including trapoxin. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 87-92.
    • (2001) Proc. Natl. Acad. Sci. U.S.A. , vol.98 , pp. 87-92
    • Furumai, R.1    Komatsu, Y.2    Nishino, N.3    Khochbin, S.4    Yoshida, M.5    Horinouchi, S.6
  • 29
    • 20344391371 scopus 로고    scopus 로고
    • Design and synthesis of non-hydroxamate histone deacetylase inhibitors: Identification of a selective histone acetylating agent
    • (e) Suzuki, T.; Matsuura, A.; Kouketsu, A.; Hisakawa, S.; Nakagawa, H.; Miyata, N. Design and synthesis of non-hydroxamate histone deacetylase inhibitors: identification of a selective histone acetylating agent. Bioorg. Med. Chem. 2005, 13, 4332-4342.
    • (2005) Bioorg. Med. Chem. , vol.13 , pp. 4332-4342
    • Suzuki, T.1    Matsuura, A.2    Kouketsu, A.3    Hisakawa, S.4    Nakagawa, H.5    Miyata, N.6
  • 30
    • 0038522853 scopus 로고    scopus 로고
    • Multidimensional chemical genetic analysis of diversity-oriented synthesis-derived deacetylase inhibitors using cell-based assays
    • (a) Haggarty, S. J.; Koeller, K. M.; Wong, J. C.; Butcher, R. A.; Schreiber, S. L. Multidimensional Chemical Genetic Analysis of Diversity-Oriented Synthesis-Derived Deacetylase Inhibitors Using Cell-Based Assays. Chem. Biol. 2003, 10, 383-396.
    • (2003) Chem. Biol. , vol.10 , pp. 383-396
    • Haggarty, S.J.1    Koeller, K.M.2    Wong, J.C.3    Butcher, R.A.4    Schreiber, S.L.5
  • 31
    • 0344640906 scopus 로고    scopus 로고
    • Domain-selective small-molecule inhibitor of histone deacetylase 6 (HDAC6)-mediated tubulin deacetylation
    • (b) Haggarty, S. J.; Koeller, K. M.; Wong, J. C.; Grozinger, C. M.; Schreiber, S. L. Domain-selective small-molecule inhibitor of histone deacetylase 6 (HDAC6)-mediated tubulin deacetylation. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 4389-4394.
    • (2003) Proc. Natl. Acad. Sci. U.S.A. , vol.100 , pp. 4389-4394
    • Haggarty, S.J.1    Koeller, K.M.2    Wong, J.C.3    Grozinger, C.M.4    Schreiber, S.L.5
  • 32
    • 0035961036 scopus 로고    scopus 로고
    • Synthesis of 7200 small molecules based on a substructural analysis of the histone deacetylase inhibitors trichostatin and trapoxin
    • (c) Sternson, S. M.; Wong, J. C.; Grozinger, C. M.; Schreiber, S. L. Synthesis of 7200 Small Molecules Based on a Substructural Analysis of the Histone Deacetylase Inhibitors Trichostatin and Trapoxin. Org. Lett. 2001, 3, 4239-4242.
    • (2001) Org. Lett. , vol.3 , pp. 4239-4242
    • Sternson, S.M.1    Wong, J.C.2    Grozinger, C.M.3    Schreiber, S.L.4
  • 34
    • 13944254995 scopus 로고    scopus 로고
    • Novel inhibitors of human histone deacetylases: Design, synthesis, enzyme inhibition, and cancer cell growth inhibition of SAHA-based non-hydroxamates
    • Suzuki, T.; Nagano, Y.; Kouketsu, A.; Matsuura, A.; Maruyama, S.; Kurotaki, M.; Nakagawa, H.; Miyata, N. Novel inhibitors of human histone deacetylases: design, synthesis, enzyme inhibition, and cancer cell growth inhibition of SAHA-based non-hydroxamates. J. Med. Chem. 2005, 48, 1019-1032.
    • (2005) J. Med. Chem. , vol.48 , pp. 1019-1032
    • Suzuki, T.1    Nagano, Y.2    Kouketsu, A.3    Matsuura, A.4    Maruyama, S.5    Kurotaki, M.6    Nakagawa, H.7    Miyata, N.8
  • 36
    • 0347624539 scopus 로고    scopus 로고
    • Synthesis of 1-α-amino-ω-bromoalkanoic acid for side chain modification
    • Watanabe, L. A.; Jose, B.; Kato, T.; Nishino, N.; Yoshida, M. Synthesis of 1-α-amino-ω-bromoalkanoic acid for side chain modification. Tetrahedron Lett. 2004, 45, 491-494.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 491-494
    • Watanabe, L.A.1    Jose, B.2    Kato, T.3    Nishino, N.4    Yoshida, M.5
  • 37
    • 20944435415 scopus 로고    scopus 로고
    • Class II (IIa)-selective histone deacetylase inhibitors. 1. Synthesis and biological evaluation of novel (Aryloxopropenyl)pyrrolyl hydroxyamides
    • Mai, A.; Massa, S.; Pezzi, R.; Simeoni, S.; Rotili, D.; Nebbioso, A.; Scognamiglio, A.; Altucci, L.; Loidl, P.; Brosch, G. Class II (IIa)-Selective Histone Deacetylase Inhibitors. 1. Synthesis and Biological Evaluation of Novel (Aryloxopropenyl)pyrrolyl Hydroxyamides. J. Med. Chem. 2005, 48, 3344-3353.
    • (2005) J. Med. Chem. , vol.48 , pp. 3344-3353
    • Mai, A.1    Massa, S.2    Pezzi, R.3    Simeoni, S.4    Rotili, D.5    Nebbioso, A.6    Scognamiglio, A.7    Altucci, L.8    Loidl, P.9    Brosch, G.10


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.