Synthesis of 4′-epi-iodo-4′-deoxy-daunorubicin, a potential cancer radiotherapeutic agent

被引:5
|
作者
Murali, D [1 ]
DeJesus, OT [1 ]
机构
[1] Univ Wisconsin, Sch Med, Dept Phys Med, Madison, WI 53706 USA
关键词
D O I
10.1016/S0960-894X(98)00616-7
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
We have prepared 4'-epi-iodo-4'-deoxy-daunorubicin (IDDNR)(1), a doxorubicin analog, via a 5-step synthesis involving a protected daunorubicin triflate derivative (4). This triflate derivative will allow the facile and regiospecific nucleophilic preparation of I-125 or Br-80m labelled analogs of IDDNR. Auger electron-emitting I-125- or Br-80m-labelled analogs of IDDNR may have potential as cancer radiotherapeutic agents. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3419 / 3422
页数:4
相关论文
共 50 条
  • [1] 2',3'-DIHYDROXY-4'-DEOXY-DAUNORUBICIN AND 2',3'-DIHYDROXY-4'-DEOXY-DOXORUBICIN
    PRIEBE, W
    NEAMATI, N
    PEREZSOLER, R
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 201 : 36 - CARB
  • [2] SYNTHESIS OF 4-IODO-4-DEOXY-D-GLUCOSE
    BIGNAN, G
    MORIN, C
    VIDAL, M
    TETRAHEDRON LETTERS, 1994, 35 (23) : 3909 - 3912
  • [3] Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine
    Hanessian, Stephen
    Saavedra, Oscar M.
    Vilchis-Reyes, Miguel A.
    Llaguno-Rueda, Ana M.
    MEDCHEMCOMM, 2014, 5 (08) : 1166 - 1171
  • [4] A Synthesis of 4-Deoxy-4-Iodo-D-Glucose Suitable for Radiolabelling
    Abbadi, M.
    Mathieu, J.-P.
    Morin, C.
    Journal of Labelled Compounds and Radiopharmaceuticals, 39 (06):
  • [5] A synthesis of 4-deoxy-4-iodo-D-glucose suitable for radiolabelling.
    Abbadi, M
    Mathieu, JP
    Morin, C
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1997, 39 (06): : 487 - 492
  • [6] SYNTHESIS OF METHYL 4-ACETAMIDO-N-ACETYL-4-DEOXY-ALPHA-4-EPI-NEURAMINIC AND 4-ACETAMIDO-N-ACETYL-4-DEOXY-BETA-4-EPI-NEURAMINIC ACIDS
    BANDGAR, BP
    PATIL, SV
    ZBIRAL, E
    CARBOHYDRATE RESEARCH, 1995, 276 (02) : 337 - 345
  • [7] CHEMICAL MODIFICATIONS OF KANAMYCIN-A SYNTHESIS OF 4''-DEOXY AND 4''-EPI-HALOGENODEOXY KANAMYCIN-A
    ALBERT, R
    DAX, K
    STUTZ, AE
    WEIDMANN, H
    TETRAHEDRON LETTERS, 1982, 23 (26) : 2645 - 2646
  • [8] Synthesis of 212Pb-RM2: A potential radiotherapeutic agent for prostate cancer
    Okoye, Nkemakonam
    Rold, Tammy
    Berendzen, Ashley
    Jurisson, Silvia
    Hoffman, Timothy
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [9] SYNTHESIS OF 4-DEOXY AND 4-DEOXY-4-HALOGENO DERIVATIVES OF L-FUCOSE AS POTENTIAL ENZYME-INHIBITORS
    LINDHORST, TK
    THIEM, J
    CARBOHYDRATE RESEARCH, 1991, 209 : 119 - 129
  • [10] Asymmetric Synthesis of 4′-quaternary 2′-deoxy-3′- and -4′-epi-β-C- and -N-Nucleosides
    Enders, Dieter
    Hieronymi, Anije
    Raabe, Gerhard
    SYNTHESIS-STUTTGART, 2008, (10): : 1545 - 1558