Strictosidine, the common precursor for monoterpenoid indole alkaloids with 3α and 3β configuration. Tetrahedron Lett

Recently we reported that strictosidine (l> is the key intermediate in the formation of the three classes (ASDidOf3DeIm5, Iboga, Corynanthe) of monoterpenoid indole alkaloids In Catharanthus roseus and a variety of other plant species in cell culture using in vivo and in vitro techniques"2. These results were independently confirmed In Manchester 394 and subsequently also Scott et a1.5 were able to confirm the precursor role of (1) using Catharanthus material. All these results are in accord with reports on the biosynthesis of an alkaloid of taxonomically distant origin, camptothecln, for which strictosidine la&am6 was previously found to be a precursor, and recently7 also (1). The key intermediate in the biosynthesis of the majority of mono-terpenoid alkaloids is therefore (1) with 3 a (2) configuration, rather than vincoside (2) with 3 13 (lX> configuration as had previously been assumeda. However, a generalization of this precursor function of (1