title: Polarographic properties and potential carcinogenicity of some natural nucleosides and their synthetic analogues.
abstract: The polarographic reduction and the index of potential carcinogenicity tg alpha determined polarographically in aprotic conditions and in the presence of alpha-lipoic acid of nine naturally occurring and synthetic pyrimidine and six synthetic 1,3,5-triazine (5-aza) nucleosides was compared to the reduction of eight synthetic 1,3,6-triazine (6-aza) nucleosides. Nucleosides are of interest because of their key role in the nucleic acid structure and because of the antimetabolite and cytotoxic/antileukemia properties of their synthetic analogues. It was shown that polarographic reduction of the studied compounds is achieved at gradually increased potentials in the order of 6-aza < 5-aza < pyrimidine nucleosides. On other hand, the potential carcinogenicity of studied compounds increases usually in the order of pyrimidine < 6-aza << 5-aza nucleoside. The only compounds with remarkable potential carcinogenicity identified at this study were those ones from the 5-aza (1,3,5-triazine) antimetabolite series-arabinosyl-5-azacytosine (0.275), 5-aza-cytidine (0.295) and 5-aza-uracil (0.400)-and 2,2'-anhydrouridine (0.260). The relation of the data obtained to biological activity of nucleosides included in the study is discussed.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Kuwait University, Kuwait.
authors.forename: L
authors.initials: L
authors.lastname: Novotny
authors.forename: A
authors.initials: A
authors.lastname: Vachalkova
authors.forename: A
authors.initials: A
authors.lastname: Piskala
mesh_terms: D002273:Carcinogens / Q000737:chemistry*; D009705:Nucleosides / Q000737:chemistry*; D010084:Oxidation-Reduction; D011048:Polarography; D011743:Pyrimidines / Q000737:chemistry; D013329:Structure-Activity Relationship; D008063:Thioctic Acid / Q000737:chemistry; D014227:Triazines / Q000737:chemistry
chemical_list: D002273:Carcinogens; D009705:Nucleosides; D011743:Pyrimidines; D014227:Triazines; D008063:Thioctic Acid