Design, synthesis, and evaluation of a radicicol and geldanamycin chimera, radamide

被引：62
作者：
Clevenger, RC
Blagg, BSJ
机构：
[1] Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
[2] Univ Kansas, Ctr Prot Struct & Funct, Lawrence, KS 66045 USA
来源：
ORGANIC LETTERS | 2004年 / 6卷 / 24期
关键词：
D O I：
10.1021/ol048266o
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chimera composed of the natural products radicicol and geldanamycin has been prepared through an amide linkage connecting the resorcinol moiety of radicicol to the quinone ring of geldanamycin. The inhibitory activity of these compounds was determined by their ability to inhibit Hsp90's inherent ATPase activity along with degradation of the Hsp90 client protein, HER-2 in MCF-7 breast cancer cells.
引用
收藏
页码：4459 / 4462
页数：4
相关论文
共 26 条
  • [1] New agents in cancer clinical trials
    Adams, J
    Elliott, PJ
    [J]. ONCOGENE, 2000, 19 (56) : 6687 - 6692
  • [2] Halohydrin and oxime derivatives of radicicol: Synthesis and antitumor activities
    Agatsuma, T
    Ogawa, H
    Akasaka, K
    Asai, A
    Yamashita, Y
    Mizukami, T
    Akinaga, S
    Saitoh, Y
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (11) : 3445 - 3454
  • [3] Selective synthesis of the para-quinone region of geldanamycin
    Andrus, MB
    Hicken, EJ
    Meredith, EL
    Simmons, BL
    Cannon, JF
    [J]. ORGANIC LETTERS, 2003, 5 (21) : 3859 - 3862
  • [4] Total synthesis of (+)-geldanamycin and (-)-o-quinogeldanamycin:: Asymmetric glycolate aldol reactions and biological evaluation
    Andrus, MB
    Meredith, EL
    Hicken, EJ
    Simmons, BL
    Glancey, RR
    Ma, W
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (21) : 8162 - 8169
  • [5] Heat shock protein-chaperoned peptides but not free peptides introduced into the cytosol are presented efficiently by major histocompatibility complex I molecules
    Binder, RJ
    Blachere, NE
    Srivastava, PK
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (20) : 17163 - 17171
  • [6] Hsp-90-associated oncoproteins: multiple targets of geldanamycin and its analogs
    Blagosklonny, MV
    [J]. LEUKEMIA, 2002, 16 (04) : 455 - 462
  • [7] Chiosis G, 2003, MOL CANCER THER, V2, P123
  • [8] Development of a purine-scaffold novel class of Hsp90 binders that inhibit the proliferation of cancer cells and induce the degradation of Her2 tyrosine kinase
    Chiosis, G
    Lucas, B
    Shtil, A
    Huezo, H
    Rosen, N
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (11) : 3555 - 3564
  • [9] Development of Purine-Scaffold Small Molecule Inhibitors of Hsp90
    Chiosis, Gabriela
    Lucas, Brian
    Huezo, Henri
    Solit, David
    Basso, Andrea
    Rosen, Neal
    [J]. CURRENT CANCER DRUG TARGETS, 2003, 3 (05) : 371 - 376
  • [10] NITRATIONS AND OXIDATIONS WITH INORGANIC NITRATE SALTS IN TRIFLUOROACETIC-ANHYDRIDE
    CRIVELLO, JV
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (15) : 3056 - 3060
123