SYNTHESIS OF A NOVEL ANTIRETROVIRAL THYMIDINE ANALOG - 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)-4-ACETYLIMIDAZOLIN-2-ONE (IMIDINE)

被引:5
|
作者
JIANG, XJ [1 ]
KALMAN, TI [1 ]
机构
[1] SUNY BUFFALO,DEPT MED CHEM,BUFFALO,NY 14051
来源
NUCLEOSIDES & NUCLEOTIDES | 1994年 / 13卷 / 1-3期
基金
美国国家卫生研究院;
关键词
D O I
10.1080/15257779408013248
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The total synthesis of imidine (8),a novel of thymidine is described. Depending on the coupling used, either the anomeric mixture of the protected nucleoside, or the positional isomer 14 is obtained.
引用
收藏
页码:379 / 388
页数:10
相关论文
共 50 条
  • [1] Mechanism of inhibition of HIV reverse transcriptase by 1-(2-deoxy-β-D-ribofuranosyl)-4-acetylimidazolin-2-one (imidine)
    Kalman, TI
    Sen, K
    Jiang, XJ
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1999, 18 (4-5): : 847 - 848
  • [2] SYNTHESIS OF 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)BENZIMIDAZOLE VIA CYCLONUCLEOSIDES
    IKEHARA, M
    INAOKA, T
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1985, 4 (04): : 515 - 521
  • [3] Ambiguous base pairing of 1-(2-deoxy-beta-D-ribofuranosyl) imidazole-4-carboxamide during PCR
    Pochet, S
    Dugue, L
    Sala, M
    Pezo, V
    WainHobson, S
    NUCLEOSIDES & NUCLEOTIDES, 1997, 16 (7-9): : 1749 - 1752
  • [4] SYNTHESIS AND BIOLOGICAL EVALUATION OF 2-(2-DEOXY-BETA-D-RIBOFURANOSYL)PYRIDINE-4-CARBOXAMIDE
    JOOS, PE
    ESMANS, EL
    DOMMISSE, RA
    DEBRUYN, A
    BALZARINI, JM
    DECLERCQ, ED
    HELVETICA CHIMICA ACTA, 1992, 75 (05) : 1613 - 1620
  • [5] SYNTHESIS AND ANTI-VIRAL ACTIVITY OF 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)-5-(METHYLMERCAPTO)-2-PYRIMIDINONE
    SCHROEDER, AC
    BARDOS, TJ
    JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (01) : 109 - 112
  • [6] ENZYMATIC-SYNTHESIS OF 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)IMIDAZOLE-4-CARBOXAMIDE, A SIMPLIFIED DNA BUILDING-BLOCK
    POCHET, S
    DUGUE, L
    MEIER, A
    MARLIERE, P
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (15) : 1679 - 1684
  • [7] THE SYNTHESIS OF RADIOLABELED 1-(2'-FLUORO-2'-DEOXY-BETA-D-RIBOFURANOSYL)URACIL AND 1-(2'-CHLORO-2'-DEOXY-BETA-D-RIBOFURANOSYL)URACIL
    ABRAMS, DN
    MERCER, JR
    KNAUS, EE
    WIEBE, LI
    INTERNATIONAL JOURNAL OF APPLIED RADIATION AND ISOTOPES, 1985, 36 (03): : 233 - 238
  • [8] STRUCTURE OF 1-(2-DEOXY-BETA-D-RIBOFURANOSYL)-5-[(1S)-2,2-DIBROMOCYCLOPROPYL]URACIL
    MOORE, SA
    SANTARSIERO, BD
    LIN, TW
    JAMES, MNG
    TANDON, M
    WIEBE, LI
    KNAUS, EE
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1989, 45 : 647 - 650
  • [9] Ambiguous base pairing of the purine analogue 1-(2-deoxy-beta-D-ribofuranosyl)-imidazole-4-carboxamide during PCR
    Sala, M
    Pezo, V
    Pochet, S
    WainHobson, S
    NUCLEIC ACIDS RESEARCH, 1996, 24 (17) : 3302 - 3306
  • [10] Synthesis of 8-(2-deoxy-beta-D-ribofuranosyl)-isoxanthopterins new fluorescent analogs of 2'-deoxyguanosine
    Lehbauer, J
    Pfleiderer, W
    NUCLEOSIDES & NUCLEOTIDES, 1997, 16 (5-6): : 869 - 874