Reference

Detection and identification of mutagens and carcinogens as their adducts with guanosine derivatives

Detection and identification of mutagens and carcinogens as their adducts with guanosine derivatives. Kasai, Hiroshi; Hayami, Hisako; Yamaizumi, Ziro; Saito, Hazime; Nishimura, Susumu (Biol. Div., Natl. Cancer Cent.Chemicals with cas numbers 56-57-5 and 3688-53-7 also play role. Res. Inst., Tokyo 104, Japan). Nucleic Acids Res., 12(4), 2127-36 (English) 1984. CODEN: NARHAD. ISSN: 0305-1048. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) For use in screening for environmental mutagens and carcinogens, a high fluorescent deriv. of guanosine, 2'-deoxy-2'-(2,3-dihydro-2,4-diphenyl-2-hydroxy-3-oxo-1-pyrrolyl)gua nosine (FG)(I) [89780-73-4], was synthesized. When incubated with FG in aq. soln., mutagens form adducts that can be analyzed with an high-performance liq. chromatog.-fluorescence detector-system. By this method, mutagens such as glyoxal [107-22-2], methylglyoxal [78-98-8], 2-(2-furyl)-3-(5-nitrofuryl)acrylamide [3688-53-7], and 4-nitroquinoline N-oxide [56-57-5], used as model compds., were detected rapidly with high sensitivity. Reaction with isopropylideneguanosine (IPG)(II) [362-76-5], followed by isolation and characterization of the mutagen-IPG-adduct was a useful method for identifying unknown mutagens in crude samples. This method was successfully applied in identification of the mutagens in heated glucose (200°, 20 min); glyoxal-IPG [89780-74-5] and 8-hydroxy-IPG [13565-77-0] were identified in the reaction mixt. .

Covalent binding of mitomycin C to nucleosides under reductive conditions

Covalent binding of mitomycin C to nucleosides under reductive conditions. Zein, Nada; Kohn, Harold (Dep. Chem., Univ. Houston, Houston, TX 77004, USA). J. Am. Chem. Soc.Several reagents with their cas registry numbers 302-01-2 and 362-76-5 are used here., 109(5), 1576-7 (English) 1987. CODEN: JACSAT. ISSN: 0002-7863. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 26, 33 Hydrazine [302-01-2]-mediated redn. of mitomycin C [50-07-7] in the presence of 2',3'-O-isopropylideneguanosine [362-76-5] furnished 2 mitomycin C-nucleoside adducts in addn. to trans- [99745-88-7] and cis-1-hydroxy-2,7-diaminomitosene [98462-75-0]. The structure of 1 of the mitomycin C-nucleoside products was assigned as 1,2-cis-[O6-(2',3'-isopropylideneguanosyl)]-2,7-diaminomitosene (I) [106800-45-7]. Preliminary studies indicated that under the conditions employed, the reactor demonstrates high guanine-specificity. No detectable amts. of nucleoside-mitomycin C products were detected when mitomycin C was treated with the 2', 3'-O-isopropylidene derivs. of adenosine, cytidine, and uridine in the presence of hydrazine. .