3 TETRAHYDROISOQUINOLINE-MONOTERPENE GLUCOSIDES FROM ALANGIUM-LAMARCKII - THE FIRST OCCURRENCE OF GLUCOSIDES WITH THE SAME ABSOLUTE-CONFIGURATIONS AS DEACETYLISOIPECOSIDE, A KEY INTERMEDIATE IN THE BIOSYNTHESIS OF IPECAC ALKALOIDS

From the fruits of Alangium lamarckii, three new tetrahydroisoquinolin e-monoterpene glucosides, isoalangiside, 3-O-demethyl-2-O-methylisoala ngiside and methylisoalangiside, were isolated. Their structures were determined by spectroscopic and chemical methods. This is the first in stance of the isolation of glucosides with the same absolute configura tions as deacetylisoipecoside, and strongly supports the intermediacy of the latter compound in ipecac alkaloid biosynthesis.