Design, synthesis, and antitumor activity of bicyclic and isomeric analogues of illudin M

被引:35
作者
Kinder, FR
Wang, RM
Bauta, WE
Bair, KW
机构
[1] Oncology Research Program, Sandoz Research Institute, Sandoz Pharmaceuticals Corporation, East Hanover
关键词
D O I
10.1016/0960-894X(96)00167-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Novel bicyclic and isomeric analogues of the cytotoxic sesquiterpine illudin M were prepared using 1,3-dipolar cycloaddition reactions. Nearly every analogue investigated demonstrated low mu M IC50 values when tested in a panel of four human tumor cell lines. (C) 1996 Elsevier Science Ltd.
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页码:1029 / 1034
页数:6
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共 13 条
  • [1] ANTIBIOTIC SUBSTANCES FROM BASIDIOMYCETES .7. CLITOCYBE ILLUDENS
    ANCHEL, M
    HERVEY, A
    ROBBINS, WJ
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1950, 36 (05) : 300 - 305
  • [2] [Anonymous], 1983, J IMMUNOL METH
  • [3] USE OF AN AQUEOUS SOLUBLE TETRAZOLIUM FORMAZAN ASSAY FOR CELL-GROWTH ASSAYS IN CULTURE
    CORY, AH
    OWEN, TC
    BARLTROP, JA
    CORY, JG
    [J]. CANCER COMMUNICATIONS, 1991, 3 (07): : 207 - 212
  • [4] PRECLINICAL EVALUATION OF ILLUDINS AS ANTICANCER AGENTS - BASIS FOR SELECTIVE CYTOTOXICITY
    KELNER, MJ
    MCMORRIS, TC
    TAETLE, R
    [J]. JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1990, 82 (19): : 1562 - 1565
  • [5] KELNER MJ, 1995, CANCER RES, V55, P4936
  • [6] TOTAL SYNTHESIS OF (+/-)-ILLUDIN-M
    KINDER, FR
    BAIR, KW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) : 6965 - 6967
  • [7] STRUCTURE OF LAMPTEROL (ILLUDIN S)
    MATSUMOTO, T
    SHIRAHAMA, H
    ICHIHARA, A
    FUKUOKA, Y
    TAKAHASHI, Y
    MORI, Y
    WATANABE, M
    [J]. TETRAHEDRON, 1965, 21 (09) : 2671 - +
  • [8] STRUCTURES OF BASIDIOMYCETE METABOLITES ILLUDIN S AND ILLUDIN M
    MCMORRIS, TC
    ANCHEL, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (06) : 831 - &
  • [9] STRUCTURE-ACTIVITY-RELATIONSHIPS OF ILLUDINS - ANALOGS WITH IMPROVED THERAPEUTIC INDEX
    MCMORRIS, TC
    KELNER, MJ
    WANG, W
    ESTES, LA
    MONTOYA, MA
    TAETLE, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) : 6876 - 6883
  • [10] STRUCTURE AND REACTIVITY OF ILLUDINS
    MCMORRIS, TC
    KELNER, MJ
    CHADHA, RK
    SIEGEL, JS
    MOON, SS
    MOYA, MM
    [J]. TETRAHEDRON, 1989, 45 (17) : 5433 - 5440