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      Cytotoxic and Antimicrobial Constituents from the Essential Oil of Lippia alba (Verbenaceae)

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          Abstract

          Backgroud: Lippia alba (Verbenaceae) is a plant widely used in folk medicine to treat various diseases. The present work deals with the chemical composition of the crude essential oil extracted from leaves of L. alba and evaluation of its antimicrobial and cytotoxic activities. Methods: Leaves of L. alba were extracted by hydrodistillation and analyzed by gas chromatography/mass spectrometry (GC/MS) as well as by nuclear magnetic resonance (NMR) spectroscopy. Cytotoxic and antimicrobial activities of crude essential oil were evaluated in vitro using MTT and broth microdilution assays, respectively. Results: Chemical analysis afforded the identification of 39 substances corresponding to 99.45% of the total oil composition. Concerning the main compounds, monoterpenes nerol/geraniol and citral correspond to approximately 50% of crude oil. The cytotoxic activity of obtained essential oil against several tumor cell lines showed IC 50 values ranging from 45 to 64 µg/mL for B16F10Nex2 (murine melanoma) and A549 (human lung adenocarcinoma). In the antimicrobial assay, was observed that all tested yeast strains, except C. albicans, were sensitive to crude essential oil. MIC values were two to four-folds lower than those determined to bacterial strains. Conclusion: Analysis of chemical composition of essential oils from leaves of L. alba suggested a new chemotype nerol/geraniol and citral. Based in biological evidences, a possible application for studied oil as an antifungal in medicine, as well as in agriculture, is described.

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          Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry

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            Lippia: traditional uses, chemistry and pharmacology: a review

            Journal of Ethnopharmacology, 76(3), 201-214
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              Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity.

              Hydrodistillation (HD), simultaneous distillation solvent extraction (SDE), microwave-assisted hydrodistillation (MWHD), and supercritical fluid (CO2) extraction (SFE) were employed to isolate volatile secondary metabolites from fresh leaves and stems of Colombian Lippia alba (Mill.) N.E. Brown. Kovàts indices, mass spectra or standard compounds were used to identify around 40 components in the various volatile fractions. Carvone (40-57%) was the most abundant component, followed by limonene (24-37%), bicyclosesquiphellandrene (5-22%), piperitenone (1-2%), piperitone (ca. 1.0%), and beta-bourbonene (0.6-1.5%), in the HD, SDE, MWHD, and SFE volatile fractions. Static headspace (S-HS), simultaneous purge and trap in solvent (CH2Cl2) (P&T), and headspace solid-phase microextraction (HS-SPME) were used to sample volatiles from fresh L. alba stems and leaves. The main components isolated from the headspace of the fresh plant material were limonene (27-77%), carvone (14-30%), piperitone (0.3-0.5%), piperitenone (ca. 0.4%), and beta-bourbonene (0.5-6.5%). The in vitro antioxidant activity of L. alba essential oil, obtained by hydrodistillation was evaluated by determination of hexanal, the main carbonyl compound released by linoleic acid subjected to peroxidation (1 mm Fe2+, 37 degrees C, 12 h), and by quantification of this acid as its methyl ester. Under the same conditions, L. alba HD-essential oil and Vitamin E exhibited similar antioxidant effects.
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                Author and article information

                Contributors
                Role: Academic Editor
                Journal
                Medicines (Basel)
                Medicines (Basel)
                medicines
                Medicines
                MDPI
                2305-6320
                12 August 2016
                September 2016
                : 3
                : 3
                : 22
                Affiliations
                [1 ]Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, Diadema 09972-270, SP, Brazil; nara.oshiro@ 123456gmail.com (N.O.d.S.); renata.pascon@ 123456gmail.com (R.C.P.); marcelo.vallim@ 123456gmail.com (M.A.V.)
                [2 ]Disciplina de Biologia Celular, Departamento de Micro, Imuno e Parasitologia, Universidade Federal de São Paulo, Sao Paulo 04021-001, SP, Brazil; rogernty@ 123456hotmail.com
                [3 ]Instituto de Química, Universidade Federal de Alfenas, Alfenas 37130-000, MG, Brazil; marisigs@ 123456gmail.com
                [4 ]Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Santo Andre 09210-180, SP, Brazil
                Author notes
                [* ]Correspondence: joao.lago@ 123456unifesp.br (J.H.G.L.); psartorelli@ 123456unifesp.br (P.S.); Tel.: +55-11-3385-3473 (J.H.G.L. & P.S.); Fax: +55-11-3319-3400 (J.H.G.L. & P.S.)
                Article
                medicines-03-00022
                10.3390/medicines3030022
                5456251
                e5661cb9-c4f0-4c07-ab99-578525ce4bf5
                © 2016 by the authors.

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                : 30 June 2016
                : 09 August 2016
                Categories
                Article

                lippia alba,essential oil,cytotoxic activity,antimicrobial activity

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