Synthesis and Antiviral Activity of Novel Thieno[2,3-d]pyrimidine Hydrazones and Their C-Nucleosides

被引:17
|
作者
Khattab, R. R. [1 ]
Hassan, A. A. [2 ,3 ]
Kutkat, O. M. [4 ]
Abuzeid, K. M. [1 ]
Hassan, N. A. [1 ,3 ]
机构
[1] Natl Res Ctr, Photochem Dept, Cairo 12622, Egypt
[2] Univ Suez, Fac Sci, Chem Dept, Suez, Egypt
[3] Shaqra Univ, Coll Pharm, Pharmaceut Sci Dept, Riyadh, Saudi Arabia
[4] Natl Res Ctr, Ctr Sci Excellence Influenza Virus, Cairo 12311, Egypt
关键词
triazolo derivatives; monosaccharides; sugar hydrazones; C-nucleosides; antiviral activity; BIOLOGICAL EVALUATION; DERIVATIVES; ANTICANCER; THIENOPYRIMIDINES;
D O I
10.1134/S1070363219080267
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A hydrazinylthienopyrimidine derivative reacted with a number of monosaccharides in the presence of a catalytic amount of acetic acid giving the corresponding sugar hydrazones, that undergo oxidative cyclization under the action of ferric chloride with formation of triazolo derivatives. Structures of the products have been elucidated from IR, H-1, and C-13 NMR data. Antiviral activity of the newly synthesized compounds is tested against influenza virus H5N1.
引用
收藏
页码:1707 / 1717
页数:11
相关论文
共 50 条
  • [31] SYNTHESIS, ANTIPROLIFERATIVE, AND ANTIVIRAL ACTIVITY OF CERTAIN PYRROLO[2,3-D]PYRIDAZINE NUCLEOSIDES
    TOWNSEND, LB
    MEADE, EA
    WOTRING, LL
    DRACH, JC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 204 : 406 - ORGN
  • [32] HETEROCYCLIC SYNTHESIS WITH NITRILES - SYNTHESIS OF SOME NOVEL THIOPHENE AND THIENO[2,3-D]PYRIMIDINE DERIVATIVES
    ABDELRAZEK, FM
    SALAH, AM
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1992, 71 (1-4): : 93 - 97
  • [33] Synthesis, antitumor and anti-HIV-1 testing of certain thieno [2,3-d]pyrimidine, thieno[2,3-d]imidazo[1,2-c]pyrimidine and thieno[2,3-d][1,3] thiazine derivatives
    Shehata, IA
    ElSubbagh, HI
    Abdelal, AM
    ElSherbeny, MA
    AlObaid, AA
    MEDICINAL CHEMISTRY RESEARCH, 1996, 6 (03) : 148 - 163
  • [34] Synthesis, reactions, and antimicrobial activity of some fused thieno[2,3-d]pyrimidine derivatives
    Hegab, Mohamed I.
    Hassan, Nasser A.
    Rashad, Aymn E.
    Fahmy, Afaf A.
    Abdel-Megeid, Farouk M. E.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (07) : 1535 - 1556
  • [35] Synthesis of New Bithiophene and Thieno [2,3-d] Pyrimidine Derivatives with Potent Antimicrobial Activity
    Hosni, Hanaa
    Ali, K.
    Mustafa, E.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2010, 53 (03): : 385 - 401
  • [36] Enantioselective syntheses and antiviral activity of purine and pyrimidine cyclopentenyl carbocyclic C-nucleosides
    Rao, Jagadeeshwar R.
    Chu, C. K.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [37] Synthesis and antibacterial activity of some novel thiourea, naphtho[2,3-d]thiazole, quinazoline and thieno[2,3-d]pyrimidine derivatives containing sulfonamido moieties
    El-Gaby, MSA
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2000, 156 : 157 - 171
  • [38] Novel and Efficient Synthesis of 6-Bromofuro[2,3-d]pyrimidine Bicyclic Nucleosides
    Fan, Xuesen
    Li, Peiyuan
    Li, Kun
    Zhang, Xinying
    Zhao, Wan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2014, 34 (05) : 999 - 1005
  • [39] Synthesis of thieno[2,3-d]pyrimidine and quinazoline derivatives from monothiooxamides
    I. V. Zavarzin
    N. G. Smirnova
    E. I. Chernoburova
    V. N. Yarovenko
    M. M. Krayushkin
    Russian Chemical Bulletin, 2004, 53 : 1257 - 1260
  • [40] Synthesis of thieno[2,3-d] pyrimidine and quinazoline derivatives from monothiooxamides
    Zavarzin, IV
    Smirnova, NG
    Chernoburova, EI
    Yarovenko, VN
    Krayushkin, MM
    RUSSIAN CHEMICAL BULLETIN, 2004, 53 (06) : 1257 - 1260