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Rigorous Biogenetic Network for a Group of Indole Alkaloids Derived from Strictosidine
Department of Organic Chemistry, Semmelweis University, Hőgyes utca 7, H-1092 Budapest, Hungary
Received: 5 August 2008; in revised form: 24 August 2008 / Accepted: 26 August 2008 / Published: 27 August 2008
(This article belongs to the Special Issue Alkaloids
Abstract: Strictosidine, the precursor of more than 2,500 indole alkaloids, was isolated from four species of three plant families. By searching the Dictionary of Natural Products on DVD it was found that about 150 indole alkaloids were obtained from the same species (coalkaloids), which is a direct proof of their common origin. On the base of their threedimensional structure, taxonomic properties and standard reaction mechanisms an extended network was established which involved the four fundamental skeletons, the three types of carbon framework in the secologanin subunit and all major groups of indole alkaloids derived from secologanin and tryptamine (except a few minor groups, in which only less then 10 alkaloids were known). The system was extended to the heterodimer indole alkaloids and the quinoindole alkaloids as well.
Keywords: Secologanin; coalkaloid; dimer alkaloid; reaction mechanism; computer searching; chemotaxonomy
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Szabó, L.F. Rigorous Biogenetic Network for a Group of Indole Alkaloids Derived from Strictosidine. Molecules 2008, 13, 1875-1896.
Szabó LF. Rigorous Biogenetic Network for a Group of Indole Alkaloids Derived from Strictosidine. Molecules. 2008; 13(8):1875-1896.
Szabó, László F. 2008. "Rigorous Biogenetic Network for a Group of Indole Alkaloids Derived from Strictosidine." Molecules 13, no. 8: 1875-1896.