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Secondary Plant Substances: Monoterpenoid Indole Alkaloids

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Progress in Botany

Part of the book series: Progress in Botany/Fortschritte der Botanik ((BOTANY,volume 48))

Abstract

Tryptophan-derived alkaloids, which are found in higher plants and microorganisms, are the largest group (about one quarter) of known alkaloids. Most of them have been isolated and structurally determined during the last two decades. This was done with the aid of classic chemical degradation and modern analytical techniques (mass spectrometry, nuclear magnetic resonance, X-ray crystallography). Many indole alkaloids are biologically active and some are extremely useful therapeutic agents in human medicine, e.g., Catharanthus, Curare, ergot, Rauwolfia, Vinca alkaloids. Approximately 1100 indole alkaloids of this type are known. The overwhelming majority of monoterpenoid indole alkaloids are restricted to three plant families: Loganiaceae, Apocynaceae, and Rubiaceae, which belong to the order Gentianales (Contortae) (PHILLIPSON and ZENK 1980; KISAKUREK et al. 1983; KOSKINEN and LOUNASMAA 1983). The iridoid indole alkaloids were classified in eight different skeleton types: corynanthean (C)-(I), vincosan (D)-(II), vallesiachotaman (V)-(III), strychnan (S)-(IV), aspidospermatan (A)-(V), eburan (E)-(VI), plumeran (P)-(VII), and ibogan (I)-(VIII) types (Fig. 1). The C-, D-, V-, S-, and A-types possess a non-rearranged secologanin moiety and the E-, P-, and I-types a rearranged secologanin unit. The latter three more “complex” types occur exclusively in Plumerioideae, a subfamily of Apocynaceae.

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Schütte, HR. (1986). Secondary Plant Substances: Monoterpenoid Indole Alkaloids. In: Behnke, HD., Esser, K., Kubitzki, K., Runge, M., Ziegler, H. (eds) Progress in Botany. Progress in Botany/Fortschritte der Botanik, vol 48. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-71668-3_9

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  • DOI: https://doi.org/10.1007/978-3-642-71668-3_9

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