V. Miskiniene et al., NITROAROMATIC BETULIN DERIVATIVES AS REDOX CYCLING AGENTS, Biochemistry and molecular biology international, 42(2), 1997, pp. 391-397
We have synthesized nitroaromatic derivatives of triterpenoid betulin
(lup-20(29)-ene-3 beta,28-diol), ulin-(28)-5'-(aziridin-1-yl)-2',4'-di
nitrobenzoate and betulin-(28)-5'-nitro-2'-furoate. These compounds we
re reduced in single-electron way by ferredoxin: NADP(+) reductase and
flavocytochrome b(2) at rates comparable with their simple structure
analogs. Besides, these compounds were substrates for DT-diaphorase. T
heir toxicity to bovine leukemia virus-transformed lamb fibroblast cul
ture was partly prevented by antioxidant N,N'-diphenyl-p-phenylene dia
mine and desferrioxamine, indicating an involvement of oxidative stres
s in their cytotoxicity.