Acetylenic 2-phenylethylamides and new isobutylamides from Acmella oleracea (L.) R. K. Jansen, a Brazilian spice with larvicidal activity on Aedes aegypti
Autor(es): Simas, Naomi Kato; Lima Dellamora, Elisangela da Costa; Schripsema, Jan; Salgueiro Lage, Celso Luiz; de Oliveira Filho, Alfredo Martins; Wessjohann, Ludger; Porzel, Andrea; Kuster, Ricardo Machado
Resumo: Ethanol extract obtained from dried leaves of Acmella oleracea afforded after a liquid/liquid partition procedure a larvicidal hexane fraction (LC50 = 145.6 ppm) and a non larvicidal dichloromethane one. From the inactive fraction, three amides were identified, two new structures, named deca-6,9-dihydroxy-(2E,7E)-dienoic acid isobutylamide (1), deca-8,9-dihydroxy-(2E, 6Z)-dienoic acid isobutylamide (2) and the known nona-2,3-dihydroxy-6,8-diynoic acid 2-phenylethylamide (3). Bioassay-guided chromatographic fractionation of the hexane partition led to the identification of an amide mixture, nona-(2Z)-en-6,8-diynoic acid 2-phenylethylamide (4) and deca-(2Z)-en-6,8-diynoic acid 2-phenylethlylamide (5). This mixture was active against Aedes aegypti larvae at LC50 = 7.6 ppm. Low toxicity of crude extracts and derived fractions on Artemia salina nauplies showed the possibility of using them to control the A. aegypti mosquito larvae. This is the first report on larvicidal activity of acetylenic 2-phenylethylamides and their identification in A. oleracea leaves. (C) 2012 Phytochemical Society of Europe. Published by Elsevier B. V. All rights reserved.
Palavras-Chave: Acmella oleracea; Acetylenic 2-phenylethylamides; Isobutylamides; Aedes aegypti; Larvicidal activity
Imprenta: Phytochemistry Letters, v. 6, n. 1, p. 67-72, 2013
Identificador do objeto digital: 10.1016/j.phytol.2012.10.016
Descritores: Aedes aegypti - Larvicide ; Aedes aegypti - Public health
Data de publicação: 2013
