PTAQUILOSIDE, A POTENT CARCINOGEN ISOLATED FROM BRACKEN FERN PTERIDIUM AQUILINUM VAR. LATIUSCULUM: STRUCTURE ELUCIDATION BASED ON CHEMICAL AND SPECTRAL EVIDENCE, AND REACTIONS WITH AMINO ACIDS, NUCLEOSIDES, AND NUCLEOTIDES

Article abstract of DOI:10.1016/S0040-4020(01)87702-4

The structure of ptaquiloside (I), a potent carcinogenic compound isolated from bracken fern, Pteridium aquilinum var. latiusculum has been elucidated on the basis of chemical and spectral evidence.The dienone 3 generated from 1 under alkaline conditions was shown to be a strong alkylating agent.For the purpose of obtaining the preliminary information on chemical modification of biopolymers such as proteins and DNA with the dienone 3, reactions of 3 with amino acids, nucleosides, and nucleotides have been carried out and the alkylated products have been characterized.