4.7 Article

Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 80, Issue 11, Pages 3032-3037

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.7b00681

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Funding

  1. National Council for Scientific and Technological Development (CNPq)
  2. Fundacao de Amparo a Pesquisa do Estado do Rio Grande do Sul (FAPERGS), Brazil
  3. Fund for Scientific Research (FWO), Vlaanderen, Belgium
  4. CNPq

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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.

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