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Three new monoterpene indole alkaloids from Psychotria umbellata Thonn.
Authors:Vitor A. Kerber,Carolina S. Passos,Luiz C. Klein-Jú  nior,Jean-Charles Quirion,Xavier Pannecoucke,Isabelle Salliot-Maire,Amé  lia T. Henriques
Affiliation:1. Programa de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, UFRGS, Av. Ipiranga 2752, 90610-000 Porto Alegre, RS, Brazil;2. Laboratoire d’Hétérochimie Organique, IRCOF-INSA de Rouen, Pl. E. Blondel, BP 08, 76131 Mont-Saint-Aignan cedex, France
Abstract:Three new psychollatine-derived monoterpene indole alkaloids were obtained from Psychotria umbellata Thonn.: 3,4-Dehydro-18,19-β-epoxy-psychollatine (2), N4-[1-((R)-2-hydroxypropyl)]-psychollatine (3), and N4-[1-((S)-2-hydroxypropyl)]-psychollatine (4). Their structures were determined by 1H and 13C NMR spectra, 2D correlations (COSY, HMQC, and HMBC), and mass and UV spectra. Compounds 3 and 4 were synthesized for structural confirmation and for the determination of the stereochemistry of the hydroxyl group.
Keywords:Psychotria umbellata   Monoterpene indole alkaloid   Heteropsychotria   Psychollatine
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