Polarographic Reduction and Potential Carcinogenity of Substituted 1,3,5-Triazine Nucleosides

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Title:Polarographic Reduction and Potential Carcinogenity of Substituted 1,3,5-Triazine Nucleosides
Creators:
Novotný, Ladislav
Vachálková, Anna
Pískala, Alois
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 9, pp. 1469-1475

Abstract

<p>The DC polarographic reduction of 11 new 5-azacytidine (5-azaCyd) and 5-azauridine (5-azaUrd) derivatives in strictly anhydrous dimethylformamide (DMF) was investigated. The reduction occurred within one two-electron step for all of the substances except 6-amino-3-(β-D-ribofuranosyl)-1,3,5-triazine-2,4(1<I >H</i>,3<i>H</i>)-dione, which was reduced in two one-electron steps. The 5-azaCyd monomethyl derivatives (6-methyl-5-azaCyd and <i>N</i><sup>4</sup>-methyl-5-azaCyd) gave polarographic maxima of the 1st kind. Substitution in position 6 poses a marked hindrance to the reducibility of the nucleoside analogues. The α-lipoic acid test was applied to all the compounds to obtain the potential carcinogenity index (tg α). The highest tg α value, viz. 0.372, was found for 6-methyl-5-azaCyd; this value even exceeds that of 5-azaCyd (0.295), a compound which has been included in the category of substances probably carcinogenic to humans in the WHO classification. For the majority of the remaining compounds, the tg a values do not suggest any significant carcinogenic activity.

Title:Polarographic Reduction and Potential Carcinogenity of Substituted 1,3,5-Triazine Nucleosides
Creators:
Novotný, Ladislav
Vachálková, Anna
Pískala, Alois
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:9
Page Range:pp. 1469-1475
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19951469UNSPECIFIED
ID Code:844
Item Type:Article
Deposited On:06 Feb 2009 17:04
Last Modified:06 Feb 2009 16:04

Citation

Novotný, Ladislav; Vachálková, Anna; Pískala, Alois (1995) Polarographic Reduction and Potential Carcinogenity of Substituted 1,3,5-Triazine Nucleosides. Collection of Czechoslovak Chemical Communications, 60 (9). pp. 1469-1475. ISSN 0010-0765

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