Design, synthesis and antiviral activity of new pyridinone derivatives

被引：6
|
作者：
Jourdan, F
Renault, J
Fossey, C
Bureau, R
Laduree, D
Robba, M
Aubertin, AM
Kirn, A
机构：
[1] CERMN,F-14032 CAEN,FRANCE
[2] INSERM U74,F-67000 STRASBOURG,FRANCE
来源：
ANTIVIRAL CHEMISTRY & CHEMOTHERAPY | 1997年 / 8卷 / 02期
关键词：
3-[(arylmethyl)oxy-methyl]pyridin-2-ones; HIV-1; EBPU; L-696,229; reverse transcriptase;
D O I：
10.1177/095632029700800210
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：
A molecular modelling study was carried out in order to compare the structural and electronic properties of the pyridinone L-696,229 and the HEPT derivative EBPU. This comparison led to a hybrid structure, 3-(benzyloxymethyl)-5-ethyl-6-methylpyridin-2-one [18a], which revealed a good structural correlation with the models. A series of 2-[(arylmethyl)oxymethyl]pyridin-2-ones related to [18a] was synthesized and tested for antiviral activity against human immunodeficiency virus type 1 (HIV-1). Compound [18a] and four other derivatives showed anti-HIV-1 activity.
引用
收藏
页码：161 / 172
页数：12
相关论文
共 50 条
  • [31] STUDIES ON ANTIVIRAL AGENTS .1. SYNTHESIS AND INVITRO ANTIVIRAL ACTIVITY OF NEW KANAMYCIN A DERIVATIVES
    MATSUDA, K
    YASUDA, N
    TSUTSUMI, H
    TAKAYA, T
    JOURNAL OF ANTIBIOTICS, 1985, 38 (04): : 547 - 549
  • [32] Design, Synthesis, and Antiviral Activity Evaluation of Phenanthrene-Based Antofine Derivatives
    Wang, Ziwen
    Wei, Peng
    Xu Xizhi
    Liu, Yuxiu
    Wang, Lizhong
    Wang, Qingmin
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (35) : 8544 - 8551
  • [33] Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety
    Gan, Xiuhai
    Wang, Yanjiao
    Hu, Deyu
    Song, Baoan
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (05) : 665 - 672
  • [34] Application of "Hydrogen Bonding Interaction" in New Drug Development: Design, Synthesis, Antiviral Activity, and SARs of Thiourea Derivatives
    Lu, Aidang
    Wang, Ziwen
    Zhou, Zhenghong
    Chen, Jianxin
    Wang, Qingmin
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2015, 63 (05) : 1378 - 1384
  • [35] Application of hydrogen bonding interaction in new drug development: Design, synthesis, antiviral activity, and sars of thiourea derivatives
    Lu, Aidang (luaidang@hebut.edu.cn), 1600, American Chemical Society (63):
  • [36] Design, Synthesis, Antibacterial Activity, Antiviral Activity, and Mechanism of Myricetin Derivatives Containing a Quinazolinone Moiety
    Liu, Tingting
    Peng, Feng
    Cao, Xiao
    Liu, Fang
    Wang, Qifan
    Liu, Liwei
    Xue, Wei
    ACS OMEGA, 2021, 6 (45): : 30826 - 30833
  • [37] HYDROPHOSPHORYL DERIVATIVES OF INOSINE - SYNTHESIS AND ANTIVIRAL ACTIVITY
    BELAKHOV, VV
    LEVINA, AA
    SHENIN, YD
    IONIN, BI
    SHTILBANS, YB
    RACHKOVSKAYA, LA
    CHEKUNOVA, EV
    MARENNIKOVA, SS
    SHNEIDER, MA
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1990, 24 (09): : 44 - 48
  • [38] SYNTHESIS OF PROPANOLAMINE DERIVATIVES AND STUDY OF THEIR ANTIVIRAL ACTIVITY
    STANKYAVICHENE, LMM
    STANKYAVICHUS, AP
    SAPRAGONENE, MS
    RISELIS, SP
    TERENTEV, PB
    AZHAMI, KS
    VLADYKO, GV
    KOROBCHENKO, LV
    BOREKO, EI
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1987, 21 (03): : 328 - 332
  • [39] Synthesis and antiviral activity of lupane triterpenoids and their derivatives
    Flekhter O.B.
    Boreko E.I.
    Nigmatullina L.R.
    Pavlova N.I.
    Medvedeva N.I.
    Nikolaeva S.N.
    Ashavina O.A.
    Savinova O.V.
    Baltina L.A.
    Galin F.Z.
    Tolstikov G.A.
    Pharmaceutical Chemistry Journal, 2004, 38 (7) : 355 - 358
  • [40] Novel pyrrolidine derivatives: synthesis of and antiviral activity
    Chochkova, Maya
    Stoykova, Boyka
    Li, Yuhuan
    Stoymirska, Antoniya
    Petrova, Petranka
    Ivanova, Galya
    Stankova, Ivanka
    JOURNAL OF PEPTIDE SCIENCE, 2024, 30
12345