Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues

被引：21
作者：
Burlingame, MA
Shaw, SJ
Sundermann, KF
Zhang, D
Petryka, J
Mendoza, E
Liu, FH
Myles, DC
LaMarche, MJ
Hirose, T
Freeze, BS
Smith, AB
机构：
[1] Kosan Biosci Inc, Dept Chem, Hayward, CA 94545 USA
[2] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 09期
关键词：
discodermolide;
D O I：
10.1016/j.bmcl.2004.01.102
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of 7-deoxy discodermolide analogues in which the lactone fragment 'C' was replaced by aryl substituents were designed, synthesized, and evaluated for cytotoxicity. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2335 / 2338
页数：4
相关论文
共 32 条
  • [1] The potent microtubule-stabilizing agent (+)-discodermolide induces apoptosis in human breast carcinoma cells - preliminary comparisons to paclitaxel
    Balachandran, R
    ter Haar, E
    Welsh, MJ
    Grant, SG
    Day, BW
    [J]. ANTI-CANCER DRUGS, 1998, 9 (01) : 67 - 76
  • [2] CHEN W, 2002, 224 NAT M AM CHEM SO
  • [3] Simplified discodermolide analogues:: Synthesis and biological evaluation of 4-epi-7-dehydroxy-14,16-didemethyl-(+)-discodermolides as microtubule-stabilizing agents
    Choy, N
    Shin, YS
    Nguyen, PQ
    Curran, DP
    Balachandran, R
    Madiraju, C
    Day, BW
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (14) : 2846 - 2864
  • [4] Simultaneous preparation of four truncated analogues of discodermolide by fluorous mixture synthesis
    Curran, DP
    Furukawa, T
    [J]. ORGANIC LETTERS, 2002, 4 (13) : 2233 - 2235
  • [5] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES
    DESS, DB
    MARTIN, JC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7277 - 7287
  • [6] Semisynthetic analogues of the microtubule-stabilizing agent discodermolide: Preparation and biological activity
    Gunasekera, SP
    Longley, RE
    Isbrucker, RA
    [J]. JOURNAL OF NATURAL PRODUCTS, 2002, 65 (12): : 1830 - 1837
  • [7] Five new discodermolide analogues from the marine sponge Discodermia species
    Gunasekera, SP
    Paul, GK
    Longley, RE
    Isbrucker, RA
    Pomponi, SA
    [J]. JOURNAL OF NATURAL PRODUCTS, 2002, 65 (11): : 1643 - 1648
  • [8] Acetylated analogues of the microtubule-stabilizing agent discodermolide: Preparation and biological activity
    Gunasekera, SP
    Longley, RE
    Isbrucker, RA
    [J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (02): : 171 - 174
  • [9] DISCODERMOLIDE - A NEW BIOACTIVE POLYHYDROXYLATED LACTONE FROM THE MARINE SPONGE DISCODERMIA-DISSOLUTA
    GUNASEKERA, SP
    GUNASEKERA, M
    LONGLEY, RE
    SCHULTE, GK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (16) : 4912 - 4915
  • [10] CORRECTION
    GUNASEKERA, SP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) : 1346 - 1346
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