Application of an Ionic Liquid in the Microwave Assisted Extraction of Cytotoxic Metabolites from Fruits of Schinus terebinthifolius Raddi (Anacardiaceae)

Application of an Ionic Liquid in the Microwave Assisted Extraction of Cytotoxic Metabolites from Fruits of Schinus terebinthifolius Raddi (Anacardiaceae)

Author Morais, Thiago R. Autor UNIFESP Google Scholar
Coutinho, Ana Paula R. Autor UNIFESP Google Scholar
Camilo, Fernanda F. Autor UNIFESP Google Scholar
Martins, Tereza S. Autor UNIFESP Google Scholar
Sartorelli, Patricia Autor UNIFESP Google Scholar
Massaoka, Mariana H. Autor UNIFESP Google Scholar
Figueiredo, Carlos R. Autor UNIFESP Google Scholar
Lago, Joao Henrique G. Autor UNIFESP Google Scholar
Abstract This work reports the application of an ionic liquid (1-butyl-3-methylimidazolium bromide, BMImBr) in the microwave assisted extraction (MAE) of metabolites from fruits of Schinus terebinthifolius. Dried fruits were individually extracted using BMImBr: H2O 1: 1, v/v (experiment 1) and pure H2O (experiment 2) by MAE (10 min at 60 degrees C). After partition using EtOAc, the yield to experiment 1 was about 23% while to experiment 2 was 0.1%. The EtOAc fraction obtained from experiment 1 was purified by chromatographic methods to afford 3-oxotirucalla-7,24Z-dien27- oic acid, 3a-hydroxytirucalla-7,24Z-dien-27-oic acid, 3 alpha-acetoxytirucalla-7,24Z-dien-27-oic acid, gallic acid, and ethyl gallate, being the first occurrence of the third compound as natural product. Cytotoxic activity was evaluated in vitro against cancer cell lines (A2058, HeLa, SiHa, HCT, SKBR-3, U87, and B16F2Nex2), being 3 alpha-acetoxytirucalla-7,24Z-dien-27-oic acid the more active metabolite with IC50 ranging from 10.9 +/- 1.3 to 17.3 +/- 1.4 mu g mL(-1), lower than that determined to positive control cisplatin.
Keywords Schinus terebinthifolius
tirucallane triterpenoids
gallic acid derivatives
ionic liquid
MAE
cytotoxic activity
xmlui.dri2xhtml.METS-1.0.item-coverage Sao Paulo
Language English
Sponsor FAPESP
CAPES
CNPq
Grant number FAPESP: BIOTA 2011/51739-6
FAPESP: 2015/11936-2
Date 2017
Published in Journal Of The Brazilian Chemical Society. Sao Paulo, v. 28, n. 3, p. 492-497, 2017.
ISSN 0103-5053 (Sherpa/Romeo, impact factor)
Publisher Soc Brasileira Quimica
Extent 492-497
Origin http://dx.doi.org/10.21577/0103-5053.20160215
Access rights Open access Open Access
Type Article
Web of Science ID WOS:000394165800012
URI https://repositorio.unifesp.br/handle/11600/55086

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