4429-63-4Relevant articles and documents
Alkaloids and other compounds from seeds of Tabernaemontana cymosa
Achenbach, Hans,Benirschke, Monika,Torrenegra, Ruben
, p. 325 - 335 (1997)
From the seeds of Tabernaemontana cymosa (= T. psychotrifolia) 17 indole alkaloids and six lignan glacosides were isolated, besides triacylglycerols, 9,12-octadecadienoic acid, lupeol, (+)-lyoniresinol, obtusifoliol, sweroside and a glucoside of 3-O-methylgallic acid. 9-(β-D-Glucopyranosyloxy)- tetrahydroalstonine, (+)-5,5'-dimethoxy-9-O-(β-D- glucopyranosyl)lariciresinol, (-)-2α-O-(β-D-glucopyranosyl)-lyoniresinol and 3-O-(β-D-glucopyranosyl)-5-O-methylgallic acid are described for the first time. Structural determination is based on spectroscopic studies and/or on comparison with authentic compounds. Some of the isolated substances exhibited significant antifungal and/or cytotoxic effects.
METHOD AND MEANS FOR MANUFACTURING TERPENE INDOLE ALKALOIDS
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Page/Page column 11; 31, (2019/10/04)
The complex chemistry underlying the extensive transformations involved in terpene indole alkaloid synthesis makes identification of the biosynthetic genes challenging. The present invention relates to methods for producing a terpene indole alkaloid derivative, comprising the steps of: (1) providing a terpene indole alkaloid; and (2) providing a first enzyme termed "Precondylocarpine Acetate Synthase" (PAS) or a functional variant or homologue thereof; and/or a second enzyme termed "Dehydroprecondylocarpine Acetate Synthase" (DPAS) or a functional variant or homologue thereof, and optionally providing further identified enzymes involved in this pathway. The invention also encompasses related kits, enzymes, expression vectors, host cells and plants.
Development and Scope of the Arene-Fused Domino Michael/Mannich Reaction: Application to the Total Syntheses of Aspidosperma Alkaloids (-)-Aspidospermidine, (-)-Tabersonine, and (-)-Vincadifformine
Zhao, Senzhi,Andrade, Rodrigo B.
, p. 521 - 531 (2017/04/26)
The development and application of the arene-fused domino Michael/Mannich route to the tetrahydrocarbazole (ABE) core of Aspidosperma alkaloids is described. The scope of this novel transformation was studied in terms of the nucleophilic component (i.e., N-sulfinyl metallodienamine) and the electrophilic component (i.e., Michael acceptor). The successful application of this methodology toward the concise total syntheses of classical indole alkaloids (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine in 10-11 steps, respectively, is also discussed.