Collect. Czech. Chem. Commun. 1983, 48, 2840-2843

Reexamination of the structure of veramarine

Ko Kanekoa, Mikako Tanakaa, Taeko Kuribayashia, Hiroshi Mitsuhashia and Jozef Tomkob

a Faculty of Pharmaceutical Sciences, Kokkaido University, Sapporo 060, Japan
b Faculty of Pharmacy, Comenius University, 832 32 Bratislava, Czechoslovakia


The previously proposed α-orientation for the C(16)-hydroxyl group of the alkaloid veramarine (Ia) has been revised; the 1H and 13C NMR data of Ia and the base-catalyzed solvolysis of its O-diacetate Id evidenced veramarine to be (25S)-cev-5-enine-3β,16β,20β-triol (Ib).