Synthesis and structure-activity relationships of new second-generation taxoids

被引：82
|
作者：
Ojima, I [1 ]
Wang, T
Miller, ML
Lin, SN
Borella, CP
Geng, XD
Pera, P
Bernacki, RJ
机构：
[1] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
[2] Roswell Pk Canc Inst, Dept Expt Therapeut, Buffalo, NY 14263 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 24期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/S0960-894X(99)00629-0
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of second-generation taxoids bearing a substituent on the C-2-benzoyl group and modifications at C-3'/C-10 positions was synthesized. These taxoids exhibited 2-3 orders of magnitude higher potency than that of paclitaxel against drug-resistant human breast cancer cell lines. It is also noteworthy that three taxoids showed almost no difference in activity against drug-resistant and drug-sensitive cell lines, which are categorized as "advanced second generation taxoids". (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3423 / 3428
页数：6
相关论文
共 50 条
  • [1] Syntheses and structure-activity relationships of the second-generation antitumor taxoids: Exceptional activity against drug-resistant cancer cells
    Ojima, I
    Slater, JC
    Michaud, E
    Kuduk, SD
    Bounaud, PY
    Vrignaud, P
    Bissery, MC
    Veith, JM
    Pera, P
    Bernacki, RJ
    JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (20) : 3889 - 3896
  • [2] Synthesis and structure-activity relationships of second-generation hydroxamate botulinum neurotoxin A protease inhibitors
    Capkova, Katerina
    Yoneda, Yoshiyuki
    Dickerson, Tobin J.
    Janda, Kim D.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (23) : 6463 - 6466
  • [3] Syntheses and biological activity of advanced second-generation taxoids
    Lin, SN
    Slater, JC
    Pera, P
    Bernacki, RJ
    Scambia, G
    Ojima, I
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U296 - U296
  • [4] Synthesis and biological activity of 3′N modified advanced second-generation taxoids.
    Gallagher, DJ
    Qu, CX
    Pera, P
    Bernacki, RJ
    Ojima, I
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U23 - U23
  • [5] Synthesis and structure-activity relationships of CP-122,721, a second-generation NK-1 receptor antagonist
    Rosen, TJ
    Coffman, KJ
    McLean, S
    Crawford, RT
    Bryce, DK
    Gohda, Y
    Tsuchiya, M
    Nagahisa, A
    Nakane, M
    Lowe, JA
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (03) : 281 - 284
  • [6] STRUCTURE-ACTIVITY RELATIONSHIP STUDY ON NEW TAXOIDS
    DUCLOS, O
    ZUCCO, M
    OJIMA, I
    BISSERY, MC
    LAVELLE, F
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 86 - MEDI
  • [7] Second-generation antisense oligonucleotides: Structure-activity relationships and the design of improved signal-transduction inhibitors
    Altmann, KH
    Fabbro, D
    Dean, NM
    Geiger, T
    Monia, BP
    Muller, M
    Nicklin, P
    BIOCHEMICAL SOCIETY TRANSACTIONS, 1996, 24 (03) : 630 - 637
  • [8] Structure-activity relationships of some taxoids as multidrug resistance modulator
    Hasegawa, Toshiaki
    Bai, Jao
    Zhang, Shujun
    Wang, Jinlan
    Matsubara, Junichi
    Kawakami, Junichi
    Tomida, Akihiro
    Tsuruo, Takashi
    Hirose, Katsutoshi
    Sakai, Junichi
    Kikuchi, Midori
    Abe, Mariko
    Ando, Masayoshi
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (04) : 1122 - 1126
  • [9] General and recent aspects of the chemistry and structure-activity relationships of taxoids
    Guéritte, F
    CURRENT PHARMACEUTICAL DESIGN, 2001, 7 (13) : 1229 - 1249
  • [10] Structure-activity relationships of taxoids:: a molecular descriptors family approach
    Bolboaca, Sorana D.
    Jantschi, Lorentz
    ARCHIVES OF MEDICAL SCIENCE, 2008, 4 (01) : 7 - 15
12345