Synthesis and biological evaluation of new nucleosides derived from trifluoromethoxy-4-quinolones

被引：16
|
作者：
Plevova, Kristina [1 ]
Briestenska, Katarina [2 ]
Colobert, Francoise [3 ]
Mistrikova, Jela [2 ]
Milata, Viktor [1 ]
Leroux, Frederic R. [4 ]
机构：
[1] Slovak Univ Technol Bratislava, Fac Chem & Food Technol, Inst Organ Chem Catalysis & Petrochem, Dept Organ Chem, Bratislava 81237, Slovakia
[2] Comenius Univ, Fac Nat Sci, Dept Microbiol & Virol, Bratislava 84215, Slovakia
[3] Univ Strasbourg ECPM, CNRS, UMR 7509, SynCat, F-67087 Strasbourg 02, France
[4] Univ Strasbourg ECPM, CNRS, UMR 7509, COHA Lab, F-67087 Strasbourg 02, France
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 36期
关键词：
Trifluoromethoxy-quinolone; Enolethers; Vorbruggen reaction; Gammaherpesvirus; Gould-Jacobs reaction; DERIVATIVES; ACID;
D O I：
10.1016/j.tetlet.2015.07.031
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of new nucleoside derivatives from 6- and 7-trifluoromethoxy-4-quinolones is described. The present synthesis is a combination of the Gould-Jacobs reaction for the preparation of 4-quinolones and a modified Vorbruggen reaction for the construction of nucleoside derivatives. The target compounds were tested against murine gammaherpesvirus MHV-68 type. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5112 / 5115
页数：4
相关论文
共 50 条
  • [21] Synthesis of New Nonclassical Acridines, Quinolines, and Quinazolines Derived from Dimedone for Biological Evaluation
    El-Sabbagh, Osama I.
    Shabaan, Mohamed A.
    Kadry, Hanan H.
    Al-Din, Ehab Saad
    ARCHIV DER PHARMAZIE, 2010, 343 (09) : 519 - 527
  • [22] Synthesis and biological evaluation of a new sialyl Lewis X mimetic derived from lactose
    Chervin, SM
    Lowe, JB
    Koreeda, M
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16): : 5654 - 5662
  • [23] Synthesis and Biological Evaluation of New Mannose Derived Immunomodulating Adamantyltripeptides
    Ribic, Rosana
    Habjanec, Lidija
    Vranesic, Branka
    Frkanec, Ruza
    Tomic, Srdanka
    CROATICA CHEMICA ACTA, 2011, 84 (02) : 233 - 244
  • [24] Synthesis and biological activity of substituted quinolones derived from 6-fluoro-3-carbethoxy-1H-quinolin-4-one
    Sharma, K
    Fernandes, PS
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 15 (03) : 253 - 258
  • [25] INTERCONVERSIONS OF HEXOFURANOSYL NUCLEOSIDES .4. SYNTHESIS OF NUCLEOSIDES DERIVED FROM 6-DEOXY-L-GLUCOSE
    LERNER, LM
    JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (26): : 4386 - 4391
  • [26] 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
  • [27] Synthesis and Biological Evaluation of 4'-C,3'-O-Propylene-Linked Bicyclic Nucleosides
    Hatton, Wilfried
    Hunault, Julie
    Egorov, Maxim
    Len, Christophe
    Pipelier, Muriel
    Blot, Virginie
    Silvestre, Virginie
    Fargeas, Valerie
    Ane, Adjou
    McBrayer, Tami
    Detorio, Mervi
    Cho, Jong-Hyun
    Bourgougnon, Nathalie
    Dubreuil, Didier
    Schinazi, Raymond F.
    Lebreton, Jacques
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (36) : 7390 - 7399
  • [28] Design, synthesis and evaluation of new antiviral nucleosides
    Brancale, A
    McGuigan, C
    De Clercq, E
    Balzarini, J
    ANTIVIRAL RESEARCH, 2000, 46 (01) : A76 - A76
  • [29] SYNTHESIS AND BIOLOGICAL EVALUATION OF 5'-SULFAMOYLATED PURINYL CARBOCYCLIC NUCLEOSIDES
    PETERSON, EM
    BROWNELL, J
    VINCE, R
    JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) : 3991 - 4000
  • [30] Synthesis and biological activity of 5-hydroxy-4-quinolones and 5-methoxy-4-quinolones as truncated acridones
    Chun, MW
    Olmstead, KK
    Choi, Y
    Lee, CO
    Lee, CK
    Kim, JH
    Lee, L
    ARCHIVES OF PHARMACAL RESEARCH, 1998, 21 (04) : 445 - 451
12345