Title
Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis
Author
Luiz C. Klein-Júnior, Sylvian Cretton, Pierre-Marie Allard, Grégory Genta-Jouve, Carolina S. Passos, Juliana Salton, Pablo Bertelli, Marion Pupier, Damien Jeannerat, Yvan Vander Heyden, André L. Gasper, Jean-Luc Wolfender, Philippe Christen, Amélia T. Henriques
Year
2017
Journal
Journal of Natural Products
Abstract
Phytochemical investigation of the alkaloid extract of Palicourea sessilis by LC-HRMS/MS using molecular networking and an in silico MS/MS fragmentation approach suggested the presence of several new monoterpene indole alkaloids. These compounds were isolated by semipreparative HPLC, and their structures confirmed by means of HRMS, NMR, and ECD measurements as 4-N-methyllyaloside (3), 4-N-methyl-3,4-dehydrostrictosidine (4), 4β-hydroxyisodolichantoside (6), and 4α-hydroxyisodolichantoside (7), as well as the known alkaloids alline (1), N-methyltryptamine (2), isodolichantoside (5), and 5-oxodolichantoside (8). In addition, the acetylcholinesterase inhibitory activity of the compounds was evaluated up to 50 μM.
Instrument
J-815
Keywords
Circular dichroism, Absolute configuration, Natural products, Pharmaceutical