Sweetclover-weevil feeding deterrent B: isolation and identification

Deterrent B, a compound apparently involved in the resistance of Melilotus infesta to the sweetclover weevil Sitona cylindricollis, has been isolated from leaves by a combination of preparative paper chromatography, sublimation, and crystallization. The compound has been identified as ammonium nitrate. Isolated deterrent B and ammonium nitrate have identical feeding deterrent activities. Although the deterrent principle was isolated as the ammonium salt, nitrate ion is probably responsible for the deterrent activity in vivo.