L. Novotny et al., POLAROGRAPHIC-REDUCTION AND POTENTIAL CARCINOGENITY OF SYNTHETIC 1,3,5-TRIAZINE BASES AND NUCLEOSIDES, Collection of Czechoslovak Chemical Communications, 59(7), 1994, pp. 1691-1698
DC polarographic parameters were measured for a series of 15 synthetic
5-aza compounds derived from cytosine, cytidine, uracil and uridine i
n nonaqueous (dimethylformamide) solutions. The substances in aprotic
media are reduced in a single two-electron step at the mercury drop el
ectrode, except for 5,6-dihydro derivatives of 5-azauracil and 5-azaur
idine which are reduced in two steps. alpha-Lipoic acid was added to t
he solutions of the substances, and the slopes tg alpha of the plots o
f diffusion current of the substances versus alpha-lipoic acid concent
ration, which can serve as an index of potential carcinogenic activity
of the substances measured, were determined. The tg alpha values of a
ll the compounds studied are low as compared to related substances who
se carcinogenic activity has been proved. 5-Azacytidine and 5-azauraci
l are exceptions exhibiting tg alpha values of 0.295 and 0.400, respec
tively. For the former compound, this is consistent with the WHO class
ification as ''probably carcinogenic to humans''.