6-Azacytidine - Compound With Wide Spectrum of Antiviral Activity

Abstract

6-azacytidine demonstrates activity against adenoviruses types 1, 2, 5. It inhibit synthesis of viral DNA and proteins. 6-AC shows antiherpetic and antiinfluenza action during experimental infection in mice. 6-AC is prospective for drug development as an antiviral substance with a wide spectrum of activity.

Adsorption of Cytosine and AZA Derivatives of Cytidine on Au Single Crystal Surfaces

“…However the spectra at normal incidence on both surfaces show substantial differences, indicating that the chemical state of the dominant species is different for the two preparations. This is what we expect for a change of chemical state centered on one of the three nitrogen atoms, in particular N (3) .…”

“…Peak A, due to transitions from N (3) 1s to antibonding states V 1 , is however shifted to higher energy, indicating chemical interaction with the surface. The shift in photon energy of this transition is qualitatively consistent with a model for cytosine in an electrochemical cell 22 which predicts that cytosine interacts with Au via the N (3) nitrogen; resonances due to other nitrogen atoms are less perturbed.…”

“…The models include: flat lying molecules interacting weakly with the surface via dispersion forces, and with one another via hydrogen bonding 18,21 ; chemisorption in the case of the closely related compound deoxycytidine on Au(111) 14 ; chemisorbed molecules interacting via the N (3) atom, with the pyrimidine ring tilted at an angle of 50°, in one phase in an electrochemical cell 22,28 ; tilted molecules interacting via the oxygen, N (3) and amino N atoms 29 ; adsorption with a molecular orientation perpendicular to the surface, and along the [1 1 0] direction 26 ; on rough gold surfaces, adsorption either via N (3) or via the oxygen and NH 2 moiety [23][24] .…”

“…In its isomer 5-azacytidine (5-azaC) the C (5) -H group is exchanged with the N (5) atom in the pyrimidine ring. Both 6-azaC and 5-azaC nucleosides have a wide spectrum of biological properties that result in pharmacological activity, primarily antitumor and antiviral effects [1][2][3][4][5][6][7] . There have been extensive experimental [8][9][10][11][12][13][14][15][16][17] and theoretical [18][19][20] studies of biomolecules on gold and other Group 11 metal surfaces, to a large extent focused on amino acids, nucleobases, and their polymers -oligonucleotides, peptides, proteins, etc.…”

“…For deposition from solution, this second state dominates, and the molecular plane is no longer parallel to the surface. This state also bonds through the N (3) atom, but in addition interacts with the surface via the amino group. Two tautomers of 6-azacytosine were observed, and they and 6-azacytidine adsorb with similar geometries and chemical bonding via the azacytosine ring.…”