New Phosphonoformic Acid Derivatives of 3′-Azido-3′-Deoxythymidine

被引:0
|
作者
E. A. Shirokova
M. V. Jasko
A. L. Khandazhinskaya
A. V. Ivanov
D. V. Yanvarev
Yu. S. Skoblov
T. R. Pronyaeva
N. V. Fedyuk
A. G. Pokrovskii
M. K. Kukhanova
机构
[1] Russian Academy of Sciences,Engelhardt Institute of Molecular Biology
[2] Vector State Research Center of Virology and Biotechnology,undefined
关键词
3′-azido-3′-deoxythymidine; human immunodeficiency virus; nucleoside phosphonates;
D O I
暂无
中图分类号
学科分类号
摘要
New 5′-alkyl ethoxy- and aminocarbonylphosphonates of 3′-azido-3′-deoxythymidine (AZT) were synthesized, and their antiviral properties in HIV-1-infected cell cultures and stability to chemical hydrolysis were studied. The AZT 5′-aminocarbonylphosphonates were shown to be significantly more stable in phosphate buffer (pH 7.2) than the corresponding ethoxycarbonylphosphonates. The therapeutic (selectivity) index of some of the compounds exceeded that of the parent AZT due to their higher antiviral activity.
引用
收藏
页码:242 / 249
页数:7
相关论文
共 50 条
  • [1] New phosphonoformic acid derivatives of 3′-azido-3′-deoxythymidine
    Shirokova, EA
    Jasko, MV
    Khandazhinskaya, AL
    Ivanov, AV
    Yanvarev, DV
    Skoblov, YS
    Pronyaeva, TR
    Fedyuk, NV
    Pokrovskii, AG
    Kukhanova, MK
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2004, 30 (03) : 242 - 249
  • [2] Synthesis of new 5'-sulfonylamido derivatives of 3'-azido-3'-deoxythymidine (AZT)
    Urjasz, W
    Celewicz, L
    Golankiewicz, K
    [J]. NUCLEOSIDES & NUCLEOTIDES, 1996, 15 (06): : 1189 - 1202
  • [3] Synthesis and properties of 3′-azido-3′-deoxythymidine derivatives of glycerolipids
    D. V. Lonshakov
    E. O. Baranova
    A. I. Lyutik
    N. S. Shastina
    V. I. Shvets
    [J]. Pharmaceutical Chemistry Journal, 2011, 44 : 557 - 563
  • [4] Synthesis of 3′-Azido-3′-Deoxythymidine-α-Hydroxyphosphonate Derivatives
    Ren Yujie
    Sun Xiaobin
    Shu Chunfeng
    Xi Caiming
    Xiao Qiang
    Liu Ma
    Zhao Yufen
    [J]. ACTA CHIMICA SINICA, 2009, 67 (15) : 1822 - 1824
  • [5] SYNTHESIS AND PROPERTIES OF 3′-AZIDO-3′-DEOXYTHYMIDINE DERIVATIVES OF GLYCEROLIPIDS
    Lonshakov, D. V.
    Baranova, E. O.
    Lyutik, A. I.
    Shastina, N. S.
    Shvets, V. I.
    [J]. PHARMACEUTICAL CHEMISTRY JOURNAL, 2011, 44 (10) : 557 - 563
  • [6] New derivatives of alkyl- and aminocarbonylphosphonic acids containing 3′-azido-3′-deoxythymidine
    Jasko, M. V.
    Shipitsyn, A. V.
    Khandazhinskaya, A. L.
    Shirokova, E. A.
    Sol'yev, P. N.
    Plyasunova, O. A.
    Pokrovskii, A. G.
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2006, 32 (06) : 542 - 546
  • [7] New derivatives of alkyl-and aminocarbonylphosphonic acids containing 3′-azido-3′-deoxythymidine
    M. V. Jasko
    A. V. Shipitsyn
    A. L. Khandazhinskaya
    E. A. Shirokova
    P. N. Sol’yev
    O. A. Plyasunova
    A. G. Pokrovskii
    [J]. Russian Journal of Bioorganic Chemistry, 2006, 32 : 542 - 546
  • [8] Density function of 3′-azido-3′-deoxythymidine
    Hou, XJ
    Huang, MB
    Yan, DY
    [J]. SCIENCE IN CHINA SERIES B-CHEMISTRY, 2002, 45 (05): : 470 - 474
  • [9] Conjugation of 3′-azido-3′-deoxythymidine with heparin
    I. Yu. Ponedel’kina
    V. N. Odinokov
    E. A. Saitgalina
    E. S. Lukina
    U. M. Dzhemilev
    [J]. Doklady Chemistry, 2008, 419
  • [10] Density function of 3′-azido-3′-deoxythymidine
    Xinjuan Hou
    Mingbao Huang
    Dayu Yan
    [J]. Science in China Series B: Chemistry, 2002, 45 : 470 - 474