Studies on Monoterpene Glucosides and Related Natural Products. XLVII. Synthesis of ³H-and ²H-labeled Iridodial Derivatives for Studies on the Biosynthesis of Iridoid Glucosides

Abstract

For studies on the biosynthesis of iridoid glucosides, four labeled compounds, i.e., [10-³H]-iridotrial (4), [10-³H]-7, 8-dehydroiridodial (6), [10-³H]-7, 8-dehydroiridotrial (7) and [10-²H₃]-iridodial (3), along with the known [10-³H]-iridodial glucoside (10) and [10-³H]-iridodial (3) were prepared from geniposide (11). Furthermore, [11-²H₃]-7, 8-dehydroiridodial (6) was derived from mussaenoside (14).