The structure-activity relationships in coronatine analogs and amino compounds derived from (+)-coronafacic acid.

Abstract

In order to investigate the active site of coronatine, the coronatine stereoisomers and analogs were synthesized by replacing the coronamic acid moiety with other amino compounds. The hypertrophy response of potato tubers was used for the bioassay of the compounds. A carboxyl group in coronamic acid was indispensable for the induction of activity. More-over, the configuration at α-carbon atom in the amino acid was closely related to increase in activity. Some alkyl groups of the amino acid also concerned with the activity.