SYNTHETIC NUCLEOSIDES AND NUCLEOTIDES .30. SYNTHESIS AND ANTIVIRAL ACTIVITY OF 3'-AZIDO, 2',3'-UNSATURATED AND 2',3'-DIDEOXY DERIVATIVES OF E-5-STYRYL-2'-DEOXYURIDINE ON HUMAN-IMMUNODEFICIENCY-VIRUS

被引：6
|
作者：
YAMAGUCHI, T
SANEYOSHI, M
机构：
[1] Department of Biological Sciences, The Nishi-Tokyo University, Uenohara
来源：
NUCLEOSIDES & NUCLEOTIDES | 1992年 / 11卷 / 2-4期
关键词：
D O I：
10.1080/07328319208021711
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：
Some new 3'-azido, 2',3'-unsaturated and 2',3'-dideoxy 5-styryl analogs of deoxyuridine-related compounds have been synthesized and evaluated against human immunodeficiency virus in vitro. Among these compounds, 3'-azido-2',3'-dideoxy-5-E-styryluridine (6) and 2',3'-dideoxy-E-5-styryluridine (9) were found to be active, with ED50 values of 5 and 10-mu-g/ml respectively.
引用
收藏
页码：373 / 382
页数：10
相关论文
共 50 条
  • [41] IMPROVED SYNTHESIS AND ANTIVIRAL ACTIVITY OF 2',3'-DIDEHYDRO-2',3'-DIDEOXY-THYMIDINE
    STARRETT, JE
    FULLER, C
    HOWELL, H
    GHAZZOULI, I
    HITCHCOCK, M
    MANSURI, MM
    MARTIN, JC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 27 - CARB
  • [42] SYNTHESIS OF 3' AND 5' NUCLEOTIDES DERIVED FROM 2'-AMINO-2'-DEOXYURIDINE
    WAGNER, D
    VERHEYDEN, JP
    MOFFATT, JG
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (12): : 1876 - +
  • [43] SYNTHESIS OF THE 2',3'-DIDEHYDRO-2',3'-DIDEOXY AND 2',3'-DIDEOXY DERIVATIVES OF 6-AZAURIDINE AND A NEW ROUTE TO 2',3'-DIDEHYDRO-2',3'-DIDEOXY-5-CHLOROURIDINE
    ROSOWSKY, A
    PAI, NN
    NUCLEOSIDES & NUCLEOTIDES, 1991, 10 (04): : 837 - 851
  • [44] SYNTHESIS AND ANTIVIRAL ACTIVITY OF SEVERAL 2,5'-ANHYDRO ANALOGS OF AZT, 3'-AZIDO-2',3'-DIDEOXYURIDINE (AZU),3'- AZIDO-2',3'-DIDEOXY-5-HALOURIDINES, AND 3'-DEOXYTHYMIDINE AGAINST HIV-1 AND R-MULV
    LIN, TS
    SHEN, ZY
    AUGUST, ME
    PRUSOFF, WH
    BRANKOVAN, V
    YANG, HY
    GHAZZOULI, I
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 30 - CARB
  • [45] SYNTHESIS AND ANTIVIRAL ACTIVITY OF 5'-O- AND 3-N-SUBSTITUTED DERIVATIVES OF 5-(2-CHLOROETHYL)-2'-DEOXYURIDINE
    GRIENGL, H
    SCHWARZ, W
    SCHATZ, F
    SKROBAL, M
    WERNER, G
    ROSENWIRTH, B
    CHEMICA SCRIPTA, 1986, 26 (01): : 67 - 71
  • [46] SYNTHESIS AND ANTILEUKEMIC ACTIVITY OF CHYMOTRYPSIN-ACTIVATED DERIVATIVES OF 3'-AMINO-2',3'-DIDEOXYCYTIDINE - (SYNTHETIC NUCLEOSIDES AND NUCLEOTIDES .33.)
    KAWAGUCHI, T
    SAKAIRI, H
    KIMURA, S
    YAMAGUCHI, T
    SANEYOSHI, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1995, 43 (03) : 501 - 504
  • [47] THE SYNTHESIS OF BRANCHED-CHAIN 3'-C-CYANOMETHYL-2',3'-DIDEOXY SUGAR NUCLEOSIDES OF ADENINE AS POTENTIAL INHIBITORS OF THE HUMAN IMMUNODEFICIENCY VIRUS
    HALMOS, T
    MONTSERRET, R
    ANTONAKIS, K
    NUCLEIC ACIDS RESEARCH, 1989, 17 (19) : 7663 - 7670
  • [48] Synthesis and antiviral evaluation of α-D-2′,3′-didehydro-2′,3′-dideoxy-3′-C-hydroxymethyl nucleosides
    Yamada, Kohei
    Hayakawa, Hiroyuki
    Sakata, Shinji
    Ashida, Noriyuki
    Yoshimura, Yuichi
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (20) : 6013 - 6016
  • [49] In vitro selection and analysis of human immunodeficiency virus Type 1 resistant to derivatives of β-2′,3′-didehydro-2′,3′-dideoxy-5-fluorocytidine
    Hammond, JL
    Parikh, UM
    Koontz, DL
    Schlueter-Wirtz, S
    Chu, CK
    Bazmi, HZ
    Schinazi, RF
    Mellors, JW
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2005, 49 (09) : 3930 - 3932
  • [50] NUCLEOSIDES AND NUCLEOTIDES .87. SYNTHESIS OF 2',3'-DIDEOXY-3'-METHYLIDENETHYMIDINE AND 2',3'-DIDEHYDRO-2',3'-DIDEOXY-3'-METHYLTHYMIDINE - DEOXYGENATION OF THE ALLYLIC ALCOHOL SYSTEM IN 3'-DEOXY-3'-METHYLIDENE-5-METHYLURIDINE
    MATSUDA, A
    OKAJIMA, H
    UEDA, T
    HETEROCYCLES, 1989, 29 (01) : 25 - 28
12345