Chemical Composition of the Bark of Tetrapterys mucronata and Identification of Acetylcholinesterase Inhibitory Constituents

Autor(es)

Ferreira Queiroz, Marcos Marcal ^[1] ; Queiroz, Emerson Ferreira ^[2] ; Zeraik, Maria Luiza ^[1] ; Ebrahimi, Samad Nejad ^[3] ; Marcourt, Laurence ^[2] ; Cuendet, Muriel ^[2] ; Castro-Gamboa, Ian ^[1] ; Hamburger, Matthias ^[3] ; Bolzani, Vanderlan da Silva ^[1] ; Wolfender, Jean-Luc ^[2]

Afiliação do(s) autor(es)

^[1] Univ Estadual Paulista, UNESP, Nucleo Bioensaios Biossintese & Ecofisiol Prod Na, NuBBE, Inst Quim, Sao Paulo - Brazil

^[2] Univ Lausanne, Univ Geneva, Sch Pharmaceut Sci, CH-1211 Geneva 4 - Switzerland

^[3] Univ Basel, Div Pharmaceut Biol, CH-4056 Basel - Switzerland

• Tipo de documento: Artigo Científico
• Fonte: Journal of Natural Products; v. 77, n. 3, p. 650-656, MAR 2014.
• Citações Web of Science: 20

Resumo

The secondary metabolite content of Tetrapterys mucronata, a poorly studied plant that is used occasionally in Brazil for the preparation of a psychotropic plant decoction called ``Ayahuasca{''}, was determined to establish its chemical composition and to search for acetylcholinesterase (AChE) inhibitors. The ethanolic extract of the bark of T. mucronata exhibited in vitro AChE inhibition in a TLC bioautography assay. To localize the active compounds, biological profiling for AChE inhibition was performed using at-line HPLC-microfractionation in 96-well plates and subsequent AChE inhibition bioautography. The analytical HPLC-PDA conditions were transferred geometrically to a preparative medium-pressure liquid chromatography column using chromatographic calculations for the efficient isolation of the active compounds at the milligram scale. Twenty-two compounds were isolated, of which six are new natural products. The structures of the new compounds (9, 10, 16-18, and 20) were elucidated by spectroscopic data interpretation. Compounds 1, 5, 6, 9, and 10 inhibited AChE with IC50 values below 15 mu M. (AU)

• Processo FAPESP: 10/09780-0 - Uso da espectrometria de massas e da ressonância magnética nuclear para avaliação metabolômica & Identificação de protótipos inibidores de AChE em Banisteriopsis variabilis(B. Gates)- Malpighiaceae
• Beneficiário: Marcos Marçal Ferreira Queiroz
• Modalidade de apoio: Bolsas no Brasil - Doutorado