4-Alkylated 2-(2,3,5-Tri-O-acyl-β-D-ribofuranosyl)- and 2-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-1,2,4-triazine-3,5-diones

被引:2
|
作者
Harutyunyan, A. A. [1 ,2 ]
Panosyan, H. A. [1 ]
Tamazyan, R. A. [1 ]
Aivazyan, A. G. [1 ]
Danagulyan, G. G. [1 ,2 ]
机构
[1] Natl Acad Sci Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, Mndzhoyan Inst Fine Organ Chem, Pr Azatutyan 26, Yerevan 0014, Armenia
[2] Russian Armenian Slav Univ, Ul Ovsela Emina 123, Yerevan 0051, Armenia
关键词
6-AZAURACIL;
D O I
10.1134/S1070428017040121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alkylation of 2-(2,3,5-tri-O-acyl-beta-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)- 1,2,4-triazine-3,5-diones with benzyl halides afforded the corresponding 4-benzyl derivatives whose structure was determined by spectral methods, including X-ray analysis. Some of the synthesized compounds were tested for antibacterial and antitumor activity.
引用
收藏
页码:573 / 576
页数:4
相关论文
共 50 条
  • [41] NEW SYNTHESIS OF 2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL AZIDE
    GALMARINI, OL
    MASTRONARDI, IO
    CARBOHYDRATE RESEARCH, 1972, 21 (03) : 476 - +
  • [42] Single-crystal and powder X-ray diffraction, 13C CP/MAS NMR, and DFT-GIAO calculations of methyl 3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside and methyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside
    Gubica, Tomasz
    Stepien, Dorota K.
    Pisklak, Dariusz M.
    Ostrowski, Andrzej
    Cyranski, Michal K.
    JOURNAL OF MOLECULAR STRUCTURE, 2013, 1036 : 407 - 413
  • [43] Molecular structure of two 1-O-acylglycosyl esters of diclofenac:: 1-O-{2-[(2,6-dichlorophenyl)amino]phenylacetyl}-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose and 1-O-{2-[(2,6-dichlorophenyl)amino]phenylacetyl}-2,3,4-tri-O-acetyl-β-D-xylopyranose
    Kolodziejczyk, E
    Suwinska, K
    Koziol, AE
    Enright, G
    Borowiecka, J
    POLISH JOURNAL OF CHEMISTRY, 1999, 73 (02) : 367 - 376
  • [44] Reversed-phase high performance liquid chromatographic separation of the enantiomers of terbutaline by derivatization with 2,3,4,6-tetra-o-acetyl-β-D-glucopyranosyl isothiocyanate
    Kyeong Ho Kim
    Dong Sig Kim
    Seon-Pyo Hong
    Oh Seung Keon
    Archives of Pharmacal Research, 2000, 23 : 26 - 30
  • [45] 2,3,4,6-Tetra-O-acetyl-2-phthalimido-β-D-glucopyranoside
    Gervasio, Giuliana
    Marabello, Domenica
    Bertolotti, Federica
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O3299 - U1815
  • [46] 2,3,4,6-Tetra-O-acetyl-2-chloroethyl-β-D-galactopyranoside
    Zhang, Xiao-Ru
    Yang, Xiao-Hui
    Li, Xue-Mei
    Zhang, Shu-Sheng
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O3657 - O3659
  • [47] Study on the synthesis of 2,3,4,6-O-tetraacetyl-α-D-glucopyranosyl bromide
    Huang, G. L.
    Gao, H.
    Yi, C.
    Huang, D.
    Han, J.
    BULGARIAN CHEMICAL COMMUNICATIONS, 2017, 49 (01): : 17 - 19
  • [48] SYNTHESIS OF BIS(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL AND (2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL) SULFIDE USING PHASE-TRANSFER CATALYSIS
    BOGUSIAK, J
    SZEJA, W
    CARBOHYDRATE RESEARCH, 1985, 141 (01) : 165 - 167
  • [49] CRYSTAL AND MOLECULAR-STRUCTURE OF METHYL 2,4,6-TRI-O-ACETYL-3-O-(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE (METHYL 2,3,4,6,2',4',6',-HEPTA-O-ACETYL-BETA-D-LAMINARABIOSIDE)
    TAKEDA, H
    KAIYA, T
    YASUOKA, N
    KASAI, N
    CARBOHYDRATE RESEARCH, 1978, 62 (01) : 27 - 37
  • [50] (2R,3S)-2-Benzyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)butanolide
    Zhang, Feng
    Zhong, Jialiang
    Han, Bei
    Yin, Dali
    Huang, Haihong
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O704 - U5748