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
  • [1] Synthesis and Antiviral Activity of Novel Thieno[2,3-d]pyrimidine Hydrazones and Their C-Nucleosides
    R. R. Khattab
    A. A. Hassan
    O. M. Kutkat
    K. M. Abuzeid
    N. A. Hassan
    Russian Journal of General Chemistry, 2019, 89 : 1707 - 1717
  • [2] Synthesis and antiviral screening of some thieno[2,3-d]pyrimidine nucleosides
    Rashad, AE
    Ali, MA
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2006, 25 (01): : 17 - 28
  • [3] SYNTHESIS OF THIENO [2,3-D] PYRIMIDINE NUCLEOSIDES RELATED TO NUCLEOSIDES CYTIDINE AND URIDINE
    PATIL, VD
    WISE, DS
    TOWNSEND, LB
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1977, 174 (SEP): : 19 - 19
  • [4] Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
    Rao, Jagadeeshwar R.
    Schinazi, Raymond F.
    Chu, Chung K.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (02) : 839 - 846
  • [5] Synthesis, biological activity, and in silico studies of thieno[2,3-d]pyrimidine and thieno[2,3-d]triazine derivatives
    El-Hag, Fatma A. A.
    Elrashedy, Ahmed A.
    Sweed, Ayman M. K.
    Ewies, Ewies F.
    Abd-El-Maksoud, Mansoura A.
    Aly, Magdy S.
    Atta, Sanaa M. Sh.
    EGYPTIAN PHARMACEUTICAL JOURNAL, 2022, 21 (03) : 360 - 375
  • [6] Synthesis of pyrido[2,3-d]pyrimidine (5-deazapteridine) C-nucleosides from a glycosyl enaminone
    Maeba, I
    Nishiyama, Y
    Wakimura, M
    Tabata, T
    CARBOHYDRATE RESEARCH, 1996, 290 (01) : 71 - 77
  • [7] THE SYNTHESIS OF THIENO[2,3-D]PYRIMIDINE NUCLEOSIDES RELATED TO THE NATURALLY-OCCURRING NUCLEOSIDES CYTIDINE AND URIDINE
    PATIL, VD
    WISE, DS
    TOWNSEND, LB
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (09): : 1853 - 1858
  • [8] Synthesis and antifolate activity of new pyrrolo[2,3-d]pyrimidine and thieno[2,3-d]pyrimidine inhibitors of dihydrofolate reductase
    Vaidya, C
    Wright, JE
    Rosowsky, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 41 (05) : 787 - 793
  • [9] SYNTHESIS AND ANTIVIRAL EVALUATION OF 2 NEW CARBOCYCLIC PYRROLO[2,3-D]-PYRIMIDINE NUCLEOSIDES
    LEGRAVEREND, M
    HUEL, C
    ZERIAL, A
    LEMAITRE, M
    BISAGNI, E
    NUCLEOSIDES & NUCLEOTIDES, 1990, 9 (05): : 639 - 647
  • [10] SYNTHESIS OF PYRIDO-[2,3-D]PYRIMIDINE AND PYRROLO-[2,3-D]PYRIMIDINE NUCLEOSIDES
    ITOH, T
    MELIKOHANJANIAN, RG
    ISHIKAWA, I
    KAWAHARA, N
    MIZUNO, Y
    OGURA, H
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1987, 76 (11) : S220 - S220