Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis.
Luiz Carlos Klein-JúniorSylvian CrettonPierre-Marie AllardGrégory Genta-JouveCarolina S PassosJuliana SaltonPablo BertelliMarion PupierDamien JeanneratYvan Vander HeydenAndré L GasperJean-Luc WolfenderPhilippe ChristenAmélia T HenriquesPublished in: Journal of natural products (2017)
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.
Keyphrases
- ms ms
- mass spectrometry
- high resolution mass spectrometry
- simultaneous determination
- high resolution
- liquid chromatography tandem mass spectrometry
- magnetic resonance
- liquid chromatography
- high performance liquid chromatography
- oxidative stress
- multiple sclerosis
- molecular docking
- ultra high performance liquid chromatography
- cancer therapy
- solid phase extraction
- anti inflammatory