Conformationally restricted 2-substituted wyosine derivatives.: 1H, 13C, and 15N NMR study

被引:2
|
作者
Baranowski, D
Golankiewicz, B
Plavec, J
机构
[1] Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland
[2] NMR Ctr, Natl Inst Chem, Ljubljana, Slovenia
来源
关键词
wyosine derivatives; restricted conformation H-1; C-13; N-15 NMR study; North conformation preference;
D O I
10.1081/NCN-120023109
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
It was found by H-1, C-13 and N-15 NMR study that substitution of 4,9-dihydro-4, 6-dimethyl-9-oxo-3-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl) imidazo [1,2-a]purine (wyosine triacetate, 1) at C2 position with electronegative groups CH3O and C6H5CH2O results in a noticeable electron distribution disturbance in the "left-hand" imidazole ring and a significant increase in the North conformer population of the sugar moiety.
引用
收藏
页码:1669 / 1672
页数:4
相关论文
共 50 条
  • [1] 1H, 13C and 15N NMR assignments of phenazopyridine derivatives
    Burgueño-Tapia, E
    Mora-Pérez, Y
    Morales-Ríos, MS
    Joseph-Nathan, P
    MAGNETIC RESONANCE IN CHEMISTRY, 2005, 43 (03) : 256 - 260
  • [2] C6-substituted purine derivatives: an experimental and theoretical 1H, 13C and 15N NMR study
    Prochazkova, Eliska
    Sala, Michal
    Nencka, Radim
    Dracinsky, Martin
    MAGNETIC RESONANCE IN CHEMISTRY, 2012, 50 (03) : 181 - 186
  • [3] 1H, 13C, and 15N NMR spectra of some pyridazine derivatives
    Katritzky, Alan R.
    El-Gendy, Bahaa El-Dien M.
    Draghici, Bogdan
    Fedoseyenko, Dmytro
    Fadli, Aziz
    Metais, Eric
    MAGNETIC RESONANCE IN CHEMISTRY, 2010, 48 (05) : 397 - 402
  • [4] A 1H, 13C and 15N NMR investigation of three substituted DMAN derivatives and their monoprotonated salts
    Pietrzak, M
    Stefaniak, L
    Pozharskii, AF
    Ozeryanskii, VA
    Nowicka-Scheibe, J
    Grech, E
    Webb, GA
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2000, 13 (01) : 35 - 38
  • [5] Ring-chain tautomerism in 2-substituted 1,2,3,4-tetrahydroquinazolines A 1H, 13C and 15N NMR study
    Sinkkonen, J
    Zelenin, KN
    Potapov, AKA
    Lagoda, IV
    Alekseyev, VV
    Pihlaja, K
    TETRAHEDRON, 2003, 59 (11) : 1939 - 1950
  • [6] 1H, 13C and 15N NMR spectral assignments for new triazapentalene derivatives
    Palmas, Pascal
    Nyffenegger, Coralie
    Pasquinet, Eric
    Guillaumet, Gerald
    MAGNETIC RESONANCE IN CHEMISTRY, 2009, 47 (09) : 752 - 756
  • [7] Derivatives of pyrazinecarboxylic acid: 1H, 13C and 15N NMR spectroscopic investigations
    Holzer, Wolfgang
    Eller, Gernot A.
    Datterl, Barbara
    Habicht, Daniela
    MAGNETIC RESONANCE IN CHEMISTRY, 2009, 47 (07) : 617 - 624
  • [8] 1H and 13C NMR study of 2-substituted phenyl methyl sulphides
    Perumal, S
    Chandrasekaran, R
    Selvaraj, S
    Ganesan, M
    Wilson, DA
    MAGNETIC RESONANCE IN CHEMISTRY, 2000, 38 (01) : 55 - 57
  • [9] 1H, 13C and 15N NMR spectroscopy and tautomerism of nitrobenzotriazoles
    Larina, Lyudmila I.
    Milata, Viktor
    MAGNETIC RESONANCE IN CHEMISTRY, 2009, 47 (02) : 142 - 148
  • [10] A multinuclear NMR study (1H, 13C, 15N) OF 1-monosubstituted pyrazoles
    Claramunt, RM
    Sanz, D
    Santa Maria, MD
    Jimenez, JA
    Jimeno, ML
    Elguero, J
    HETEROCYCLES, 1998, 47 (01) : 301 - 314