The spiroketals containing a benzyloxymethyl moiety at C8 position showed the most potent apoptosis-inducing activity.

被引:49
作者
Mitsuhashi, S
Shima, H
Kawamura, T
Kikuchi, K
Oikawa, M
Ichihara, A
Oikawa, H
机构
[1] Hokkaido Univ, Inst Immunol Sci, Biochem Sect, Kita Ku, Sapporo, Hokkaido 0600815, Japan
[2] Hokkaido Univ, Fac Agr, Dept Biosci & Chem, Kita Ku, Sapporo, Hokkaido 0608589, Japan
关键词
D O I
10.1016/S0960-894X(99)00309-1
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The spiroketals containing a benzyloxymethyl moiety at the C8 position showed the most potent apoptosis-inducing activity, whereas its analogous compounds lacking any substituent at C8 or possessing ones other than the benzyloxymethyl moiety at C8 were all much less active, These results strongly suggest an important role of the benzyloxymethyl moiety linked to the C8 oxygen atom. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2007 / 2012
页数:6
相关论文
共 8 条
  • [1] Different moieties of tautomycin involved in protein phosphatase inhibition and induction of apoptosis
    Kawamura, T
    Matsuzawa, S
    Mizuno, Y
    Kikuchi, K
    Oikawa, H
    Oikawa, M
    Ubukata, M
    Ichihara, A
    [J]. BIOCHEMICAL PHARMACOLOGY, 1998, 55 (07) : 995 - 1003
  • [2] Okadaic acid-induced lens epithelial cell apoptosis requires inhibition of phosphatase-1 and is associated with induction of gene expression including p53 and bax
    Li, DWC
    Fass, U
    Huizar, I
    Spector, A
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1998, 257 (02): : 351 - 361
  • [3] Thyrsiferyl 23-acetate and its derivatives induce apoptosis in various T- and B-leukemia cells
    Matsuzawa, S
    Kawamura, T
    Mitsuhashi, S
    Suzuki, T
    Matsuo, Y
    Suzuki, M
    Mizuno, Y
    Kikuchi, K
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (02) : 381 - 387
  • [4] REDUCTIVE OPENING OF ALPHA-METHYLSPIROKETALS
    OIKAWA, M
    OIKAWA, H
    ICHIHARA, A
    [J]. TETRAHEDRON, 1995, 51 (22) : 6237 - 6254
  • [5] TOTAL SYNTHESIS OF TAUTOMYCIN
    OIKAWA, M
    UENO, T
    OIKAWA, H
    ICHIHARA, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (16) : 5048 - 5068
  • [6] Okadaic acid-induced apoptosis of HL60 leukemia cells is preceded by destabilization of bcl-2 mRNA and downregulation of bcl-2 protein
    Riordan, FA
    Foroni, L
    Hoffbrand, AV
    Mehta, AB
    Wickremasinghe, RG
    [J]. FEBS LETTERS, 1998, 435 (2-3) : 195 - 198
  • [7] TOWARD AN UNDERSTANDING OF THE MOLECULAR MECHANISMS OF PHYSIOLOGICAL CELL-DEATH
    VAUX, DL
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (03) : 786 - 789
  • [8] DIARRHETIC SHELLFISH TOXINS
    YASUMOTO, T
    MURATA, M
    OSHIMA, Y
    SANO, M
    MATSUMOTO, GK
    CLARDY, J
    [J]. TETRAHEDRON, 1985, 41 (06) : 1019 - 1025