Synthesis and antiviral evaluation of some new pyrazole and fused pyrazolopyrimidine derivatives

被引:223
作者
Rashad, Aymn E. [1 ]
Hegab, Mohamed I. [1 ]
Abdel-Megeid, Randa E. [1 ]
Micky, Jehan A. [2 ]
Abdel-Megeid, Farouk M. E. [1 ]
机构
[1] Natl Res Ctr, Photochem Dept, Cairo, Egypt
[2] Al Azhar Univ, Fac Sci, Dept Chem, Cairo, Egypt
关键词
pyrazole; pyrazolo[3,4-d] pyrimidine; S- and N-nucleosides; antiviral activity;
D O I
10.1016/j.bmc.2008.06.054
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 novel substituted pyrazole and pyrazolo[3,4-d] pyrimidine derivatives 2, 4, 8, and 9 were synthesized. Also, some acyclic S-nucleosides of pyrazolo[3,4-d] pyrimidine derivatives 10 -13 were prepared via reaction of pyrazolo[3,4-d] pyrimidine-4(3H)-thione derivative 9 with some acyclic sugars. Moreover, the N-nucleoside derivative 14 was prepared via reaction of compound 8 with glucosamine hydrochloride. The antiviral evaluation of some selected new products showed that they have promising antiviral activity against hepatitis-A virus (HAV) and herpes simplex virus type-1 (HSV-1). (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7102 / 7106
页数:5
相关论文
共 30 条
  • [1] Abdel-Megeid F. M. E, 1998, SULFUR LETT, V21, P269
  • [2] Alfred A., 1997, Ger. Offen. DE Patent, Patent No. [19,751,943, 19751943]
  • [3] SYNTHESIS OF CERTAIN PYRAZOLO[3,4-D]PYRIMIDIN-3-ONE NUCLEOSIDES
    ANDERSON, JD
    COTTAM, HB
    LARSON, SB
    NORD, LD
    REVANKAR, GR
    ROBINS, RK
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (02) : 439 - 453
  • [4] Angermann H. Franke, 1999, DE Pat. Appl, Patent No. 19751943
  • [5] An approach to acyclo-3-deazapyrimidine S-nucleosides via 3,5-dicyano-2(1H)-pyridinethiones
    Attia, AME
    Ismail, AEHAA
    [J]. TETRAHEDRON, 2003, 59 (10) : 1749 - 1752
  • [6] New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents
    Ballell, Lluis
    Field, Robert A.
    Chung, Gavin A. C.
    Young, Robert J.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (06) : 1736 - 1740
  • [7] THE SYNTHESIS AND PROPERTIES OF 6-CHLOROPURINE AND PURINE
    BENDICH, A
    RUSSELL, PJ
    FOX, JJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (23) : 6073 - 6077
  • [8] Chemical and biological evaluation of the essential oils of different Melaleuca species
    Farag, RS
    Shalaby, AS
    El-Baroty, GA
    Ibrahim, NA
    Ali, MA
    Hassan, EM
    [J]. PHYTOTHERAPY RESEARCH, 2004, 18 (01) : 30 - 35
  • [9] FRIEDMAN H, 1977, Patent No. 4029671
  • [10] FRIEDMAN H, 1976, Patent No. 668874