Molecular evolutionary lines in the formation of indole alkaloids derived from secologanin

Abstract

Generation of the strictosidine → stemmadenine → ellipticine/olivacine and the strictosidine → vincadifformine→ rhazinilam/rhazinal molecular evolutionary lines indicated the multistep bioorganic interactions in the frame of indole alkaloids derived from secologanin. Narrow structural elements, detailed chemotaxonomic data and standard organic reaction mechanisms, together with computer search of the DNP databases contributed considerably to the knowledge of the chemical background of this important class of natural products and detected several long-range electronic connections between the nitrogen atoms in these molecules. ©ARKAT USA, Inc.