2,3-Dihydro-2,3-dihydroxy-aflatoxin B1: an acid hydrolysis product of an RNA-aflatoxin B1 adduct formed by hamster and rat liver microsomes in vitro

Fortified hamster and rat liver microsomes bind the carcinogen aflatoxin B₁ (AFB₁), but not its much less carcinogenic 2,3-dihydro derivative (aflatoxin B₂), to RNA in vitro. Mild acid hydrolysis of the RNA-AFB₁ adduct yields a product indistinguishable from synthetic 2,3-dihydro-2,3-dihydroxy-AFB₁ in (a) its UV absorption spectra in neutral and alkaline solution, (b) its thin layer chromatography in several solvent systems, and (c) the mass spectra of the acetonide and diacetyl derivatives. AFB₁-2,3-oxide is the probable reactive precursor of the RNA-AFB₁ adduct. This epoxide merits consideration as a candidate ultimate carcinogenic metabolite of AFB₁.