Studies using radioisotopes. II. Hydroxylation-induced migration of tritium during the biosynthesis of furoquinoline alkaloids

Abstract

[4-T]Anthranilic acid has been synthesized and administered to Acronychia baueri. The furoquinoline alkaloids skimmianine (I) and acronidine (II) have considerable residual radioactivity, but acronycidine (IV) is only feebly radioactive. A partly specific ?N.I.H. shift? is postulated and its implication to the order of introduction of hydroxyl groups in vivo is discussed.