title: Evaluation of the antiproliferative activity of the leaves from Arctium lappa by a bioassay-guided fractionation.
abstract: Arctium lappa L. (Asteraceae) is used in folk medicine around the World, and shows several kinds of biological activity, particularly in vitro antitumor activity in different cell lines. This study evaluated the antiproliferative activity of the crude extract, semipurified fractions, and isolated compounds from the leaves of A. lappa, through bioassay-guided testing in Caco-2 cells. The crude extract was obtained with a 50% hydroethanolic extract and then partitioned with hexane, ethyl acetate, and n-butanol. The ethyl-acetate fraction (EAF) showed antiproliferative activity. This fraction was subjected to sequential column chromatography over silica gel to afford onopordopicrin (1), mixtures of 1 with dehydromelitensin-8-(4'-hydroxymethacrylate) (2), a mixture of 2 with dehydromelitensin (3), mixture of 1 with melitensin (4), dehydrovomifoliol (5), and loliolide (6). The compounds were identified by spectroscopic methods (NMR, MS) and comparison with literature data. This is the first description of compounds 2-5 from this species. The compounds tested in Caco-2 cells showed the following CC(50) (µg/mL) values: 1: 19.7 ± 3.4, 1 with 2: 24.6 ± 1.5, 2 with 3: 27 ± 11.7, 1 with 4: 42 ± 13.1, 6 30 ± 6.2; compound 5 showed no activity.
authors.affiliation: Post-Graduate Program in Pharmaceutical Sciences, State University of Maringá, Av. Colombo, 5790, BR-87020-900, Maringá, PR, Brazil. famafarm@yahoo.com.br
authors.forename: Fabio Bahls
authors.initials: FB
authors.lastname: Machado
authors.forename: Rafael Eidi
authors.initials: RE
authors.lastname: Yamamoto
authors.forename: Karine
authors.initials: K
authors.lastname: Zanoli
authors.forename: Samara Requena
authors.initials: SR
authors.lastname: Nocchi
authors.forename: Cláudio Roberto
authors.initials: CR
authors.lastname: Novello
authors.forename: Ivânia Teresinha Albrecht
authors.initials: IT
authors.lastname: Schuquel
authors.forename: Cássia Mônica
authors.initials: CM
authors.lastname: Sakuragui
authors.forename: Heinrich
authors.initials: H
authors.lastname: Luftmann
authors.forename: Tânia
authors.initials: T
authors.lastname: Ueda-Nakamura
authors.forename: Celso Vataru
authors.initials: CV
authors.lastname: Nakamura
authors.forename: João Carlos Palazzo
authors.initials: JC
authors.lastname: de Mello
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology*; D031170:Arctium / Q000737:chemistry*; D001681:Biological Assay; D018938:Caco-2 Cells; D049109:Cell Proliferation / Q000187:drug effects*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D018515:Plant Leaves / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000972:Antineoplastic Agents, Phytogenic