Antifungals and acetylcholinesterase inhibitors from the stem bark of Croton heliotropiifolius

Author(s):Show less -

Queiroz, M. M. F. ^{[1, 2]} ; Queiroz, E. F. ^[2] ; Zeraik, M. L. ^[1] ; Marti, G. ^[1] ; Favre-Godal, Q. ^[2] ; Simoes-Pires, C. ^[2] ; Marcourt, L. ^[2] ; Carrupt, P. A. ^[2] ; Cuendet, M. ^[2] ; Paulo, M. Q. ^[3] ; Bolzani, V. S. ^[1] ; Wolfender, J. L. ^[2]

Affiliation

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

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

^[3] Univ Fed Paraiba, Lab Quim Prod Nat, UFPB, BR-58000 Joao Pessoa, Paraiba - Brazil

• Document type: Journal article
• Source: PHYTOCHEMISTRY LETTERS; v. 10, p. LXXXVIII-xciii, DEC 2014.
• Web of Science Citations: 10

Abstract

The ethanolic extract of the stem bark of Croton heliotropiifolius Kunth (Euphorbiaceae) showed significant in vitro inhibition of acetylcholinesterase using a dilution spectrophotometric assay and antifungal activity against Candida albicans with a thin layer chromatography (TLC) bioautographic assay. In order to isolate the active compounds, bioassay-guided fractionation was undertaken using HPLC to localize the active compounds. Different zones of the HPLC-UV chromatogram were linked to acetylcholinesterase inhibition or to antifungal activities. In parallel to this HPLC-based activity profiling, HPLC-PDA-ESI-MS and HPLC-TOF-HRMS were used for the early identification of some of the compounds present. The targeted isolation of the active compounds was performed by medium pressure liquid chromatography (MPLC-UV) and further semi-preparative HPLC. Using this approach, nine compounds were isolated, one of them being a new indole alkaloid derivative. The structures of the isolated compounds were elucidated by spectroscopic methods including UV, NMR, MS and HRMS. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 10/09780-0 - mass spectrometry and nuclear magnetic resonance in metabolomic assessment & identification of prototypes of AChE inhibitors in Banisteriopsis variabilis (B. Gates) - Malpighiaceae
• Grantee: Marcos Marçal Ferreira Queiroz
• Support Opportunities: Scholarships in Brazil - Doctorate