Interaction of aflatoxin B1 with electron-donating organic molecules,including aromatic amino acids

The interaction of the carcinogenic mycotoxin, aflatoxin B₁, with some electrondonating organic compounds including aromatic hydrocarbons, dimethylaniline, and aromatic amino acids, was studied. Spectrophotometric analysis of aflatoxin B₁ revealed that hypochromicity in the absorption around 360 nm and hyperchromicity around 385 nm were induced by dimethylaniline, hexamethylbenzene, tryptophan, and imidazole. A similar shifting of aflatoxin B₁ absorption was observed in benzene, toluene, and xylene in the presence of ZnCl₂. The interaction of aflatoxin B₁ with polystyrene was observed in a biphasic system. The association constants of aflatoxin B₁: DMA⁴ (1:1) and of aflatoxin B₁: tryptophan (1:1) were found to be 0.64 and 22.6 liters per mole, respectively. The results suggest that charge-transfer interaction occurs between aflatoxin B₁ and these π-electron donors. Since the spectral changes on aflatoxin B₁ absorption induced by these π-electron donors are similar to those induced by nucleic acids and proteins, it is postulated that charge-transfer interaction also occurs between aflatoxin B₁ and these macromolecules. The role of such interaction in the biological activity of aflatoxin B₁ is discussed.