Chemistry |
|
 |
1999, No. 4
N.A. Belyakova, C.V. Pankov, V.V. Vishnyakov, P.P. Purygin, Y.P. Zarubin
STUDY OF REACTIONS OF N-CYANAZOLES WITH O-NUCLEOFILYCS
The reactions 1-cyanoimidazole, 1-cyano-2-methylimidazole and 1-cyanobenzimidazole with a number of aromatic alcohols were investigated. Is established, that the aromatic alcohols with ðÊa≥ 7 provide 1-(O-aryl(geteryl)carbimido)azoles; with ðÊa≤ 1 provide salts of 1-cyanoazole and aromatic alcohol.
P.P. Purygin, V.V. Vishnyakov, N.A. Belyakova, S.V. Pankov
SYNTHESIS OF 1-(TETRAZOL-5'-YL)-DERIVATIVES OF PYRIMIDINE BASES
Interaction appropriate 1-cyano derivatives with sodium azide, are synthesized 1-(tetrazol-51-yl)-derivatives of pyrimidine bases. The structure of the synthesized compounds is confirmed by methods infrared and nuclear magnetic resonance spectroscopy.
P.P. Purygin, Y.P. Zarubin, I.A. Ilicheva, V.L. Florentev
The previous conformational investigations of adenosine molecule, its 2-, 8-aza- and 1-, 3-, 9-deazaanalogues, as well as their 1H-cationes (except 1-deazaadenosine) were provided by means of semi-empirical AM1 method. Comparison of the electrostatic charge distribution in this adenosine derivatives obtained for the active region of their conformations with the known experimental data concerning their binding affinity at the active site of adenosine deaminase leads to the number of conclusions: 1) the importance of protonation of the nitrogen atom Nl for running the reaction of enzymatic deamination; 2) the urgency of the negative electrostatic potential in the positions 1, 3 and 7 of the heterocycle as well as in the position C3' and C5' of 3'-OH- and 5'-OH-groups oxygen atoms of fi-D-ribofuranose for binding nucleoside at the active site of the adenosine deaminase. The mechanism of binding of heterocycle residue in substrate and of its aza- and deazaanalogues at the active site of the enzyme was suggested on the basis of calculations and experimental data.