Synthesis and biological evaluation of new homocamptothecin analogs

被引:19
|
作者
Luo, Yu [1 ]
Yu, Shanbao [1 ]
Tong, Linjiang [2 ]
Huang, Qingqing [1 ]
Lu, Wei [1 ]
Chen, Yi [2 ]
机构
[1] E China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Inst Drug Discovery & Dev, Shanghai 200062, Peoples R China
[2] Chinese Acad Sci, SIBS, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
Electron-withdrawing group; Homocamptothecin; Camptothecin; Anticancer drugs; RING-MODIFIED CAMPTOTHECIN; PLANT ANTITUMOR AGENTS; TOPOISOMERASE-I; LACTONE RING; CHEMICAL MODIFICATION; INHIBITORY-ACTIVITIES; ANTILEUKEMIC ACTIVITY; 7-ETHYLCAMPTOTHECIN; 20(S)-CAMPTOTHECIN; DERIVATIVES;
D O I
10.1016/j.ejmech.2012.05.002
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In order to increase the stability of E-ring of homocamptothecins, the electron-withdrawing group -OH or -OAc was induced to alpha position of ring-E lactone. Ten new homocamptothecin analogs were synthesized. Most compounds showed potent in vitro anticancer activity and potent Topo I inhibition, which was equal or superior to that of CPT, SN-38 and 10-HCPT. The stability studies of this series also displayed significant improvement of the stability. (c) 2012 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:281 / 286
页数:6
相关论文
共 50 条
  • [1] Synthesis and biological assays of E-ring analogs of camptothecin and homocamptothecin
    Tangirala, Raghuram S.
    Antony, Smitha
    Agama, Keli
    Pommier, Yves
    Anderson, Bradley D.
    Bevins, Robert
    Curran, Dennis P.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (18) : 6202 - 6212
  • [2] SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW LEUKOTRIENE ANALOGS
    DEMONTARBY, L
    MOSSET, P
    GREE, R
    MILLET, J
    SEPULCHRE, C
    BELLAMY, F
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (02) : 261 - 266
  • [3] Synthesis and biological evaluation of new lavendustin A analogs.
    Mu, FR
    Cushman, M
    Riese, DJ
    Geahlen, RL
    Verdier-Pinard, P
    Hamel, E
    Johnson, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U26 - U26
  • [4] SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW LTA(4) ANALOGS
    LEGALL, T
    GREE, R
    MILLET, J
    SEPULCHRE, C
    BELLAMY, F
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (02) : 257 - 260
  • [5] Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs
    Ghosh, Arun K.
    Dawson, Zachary L.
    Moon, Deuk Kyu
    Bai, Ruoli
    Hamel, Ernest
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (17) : 5104 - 5107
  • [6] Design, synthesis and biological evaluation of novel homocamptothecin analogues as potent antitumor agents
    Wang, Lei
    Xie, Shao
    Ma, Longjun
    Chen, Yi
    Lu, Wei
    BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (09) : 1950 - 1962
  • [7] SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW ARACHIDONIC-ACID ANALOGS
    LEGALL, T
    DEMONTARBY, L
    GREE, R
    MILLET, J
    SEPULCHRE, C
    BELLAMY, F
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (02) : 247 - 252
  • [8] SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW 5-HPETE ANALOGS
    LEGALL, T
    DARGANZANLI, G
    GREE, R
    MILLET, J
    SEPULCHRE, C
    BELLAMY, F
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (02) : 253 - 256
  • [9] SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW CURCUMIN ANALOGS INHIBITING OSTEOCLASTOGENESIS
    Sugawara, Aoi
    Ohashi, Toshika
    Ogawa, Satoshi
    Matsumoto, Naomi
    Nakanishi-Matsui, Mayumi
    Tamura, Satoru
    Kawano, Tomikazu
    HETEROCYCLES, 2020, 100 (08) : 1233 - 1247
  • [10] Synthesis and biological evaluation of new eponemycin analogs for angiogenesis inhibition
    Breining, T
    Krasik, P
    Khadim, S
    Villon, M
    Attardo, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 143 - MEDI