Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis

被引:35
作者
Klein-Junior, Luiz C. [1 ,2 ]
Cretton, Sylvian [3 ]
Allard, Pierre-Marie [3 ]
Genta-Jouve, Gregory [4 ]
Passos, Carolina S. [3 ]
Salton, Juliana [1 ]
Bertelli, Pablo [1 ]
Pupier, Marion [5 ]
Jeannerat, Damien [5 ]
Vander Heyden, Yvan [2 ]
Gasper, Andre L. [6 ]
Wolfender, Jean-Luc [3 ]
Christen, Philippe [3 ]
Henriques, Amelia T. [1 ]
机构
[1] Univ Fed Rio Grande do Sul, Fac Pharm, Lab Pharmacognosy & Qual Control Phytomed, BR-90610000 Porto Alegre, RS, Brazil
[2] Vrije Univ Brussel, Ctr Pharmaceut Res CePhaR, Dept Analyt Chem Appl Chemometr & Mol Modelling, B-1090 Brussels, Belgium
[3] Univ Geneva, Univ Lausanne, Sch Pharmaceut Sci, CH-1211 Geneva 4, Switzerland
[4] Univ Paris 05, UMR CNRS 8638, Fac Sci Pharmaceut & Biol, Sorbonne Paris Cite,C TAC, F-75006 Paris, France
[5] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[6] Univ Reg Blumenau, Dept Nat Sci, BR-89012900 Blumenau, SC, Brazil
来源
JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 11期
关键词
TROPICAL MEDICINAL-PLANTS; MOLECULAR NETWORKING; IN-SILICO; MONOAMINE OXIDASES; PSYCHOTRIA; CONSTITUENTS; VALLESIACHOTAMINE; ISODOLICHANTOSIDE; CHOLINESTERASES; DOLICHANTOSIDE;
D O I
10.1021/acs.jnatprod.7b00681
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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), 4 beta-hydroxyisodolichantoside (6), and 4 alpha-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 mu M.
引用
收藏
页码:3032 / 3037
页数:6
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