Two Highly Populated Conformations at Room Temperature of Monterine and Granjine, Antitumor Bisbenzylisoquinoline Alkaloids: Origin and Tridimensional Structures.

Monterine 1 as well as granjine 3, 1R,1'S configured biphenylic bisbenzylisoquinoline alkaloids, generate two highly populated conformers. The interconversion of two forms was detected by saturation tranfer in (1)H NMR NOEs experiments. Tridimensional structure of the conformers was determined on the basis of (1)H NMR analysis of anisotropic shielding protons, by NOEs measurements and vicinal proton coupling constants of CH1-CH(2)alpha and CH1'-CH(2)alpha'.

Cinnamrutinoses A and B, glycosides of Populus tremula.

The cinnamylrutinosides, cinnamrutinoses A and B, were isolated along with known phenolic glucosides, from the stem bark of Populus tremula infected with the pathogenic fungus Hypoxylon mammatum. The structures were determined from spectroscopic and chemical evidence.