Flavonoids of Baccharis incarum

Faini, Francesca; Castillo, M.; Torres, Mariana

doi:10.1021/np50022a027

Cited by 21 publications

(12 citation statements)

References 4 publications

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“…The compounds 3 and 4 have been previously found in other plant species 37,38 but its biological activity was not reported. The compound 5 (3-methoxycalipterin) was previously isolated from a Chilean collection of B. incarum 7 . In a study on the free radical scavenging effect of B. grisebachii 38 , a strong free radical/antioxidant effect was observed for several flavonoids of this plant.…”

Section: Resultsmentioning

confidence: 99%

“…Previous phytochemical studies on the leaves and top parts (aerial parts) of B. incarum described the isolation of diterpenes and flavonoids [7][8][9] . In a screening of medicinal plants from the San Juan Province, Argentine, the antimicrobial effect of B. incarum extract on Gram positive and Gram negative bacteria by agar well diffusion method was reported 10 .…”

Section: Introductionmentioning

confidence: 99%

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ANTIMICROBIAL AND ANTIOXIDANT COMPOUNDS FROM THE INFUSION AND METHANOLIC EXTRACT OF Baccharis incarum (WEDD.) PERKINS

Zampini

Isla

Schmeda‐Hirschmann

2009

J. Chil. Chem. Soc.

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In the traditional medicine of the South American highlands, the infusion and decoction of aerial parts of "tola", Baccharis incarum (Wedd.) Perkins (Asteraceae) is orally taken as an antiseptic, antipyretic and digestive or externally applied to relieve pain and inflammation.A plant infusion and methanolic (MeOH) extract of the aerial parts were compared for main constituents by HPLC-MS as well as assessed for antimicrobial and free radical scavenging activities. Assay-guided fractionation of the polar extracts was carried out using the ABTS•+ autographic as well as methicillin-resistant Staphylococcus aureus and Enterococcus faecalis bioautographic test. Seven compounds were isolated from the polar extracts and identified as chlorogenic acid, 3',4',5,7-tetrahydroxyflavone; dicaffeoyl quinic acid; 3',4',5,7-tetrahydroxy-3,6-dimethoxyflavone; 3',4 ',5,7-tetrahydroxy-3,6,8-trimethoxy flavone, 4',5,7-trihydroxy-3',3,6,8-tetramethoxyflavone and 4',5-dihydroxy-3',3,6,7,8-pentamethoxyflavone. The main constituents from the methanol extract and infusion were caffeic acid derivatives. This is the first report on the constituents of B. incarum infusion and show clear differences with previous phytochemical studies on the same plant. All isolated compounds showed antioxidant activity with SC 50 values of 1 to 10 µg/ml. The isolated flavones were active against methicillin-resistant Staphylococcus aureus and Enterococcus faecalis with MICs in the range 100 and >200 µg/ml.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

ANTIMICROBIAL AND ANTIOXIDANT COMPOUNDS FROM THE INFUSION AND METHANOLIC EXTRACT OF Baccharis incarum (WEDD.) PERKINS

Zampini

Isla

Schmeda‐Hirschmann

2009

J. Chil. Chem. Soc.

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“…Nos países da América do Sul, a morte de bovinos e ovinos ao se alimentarem com folhas de Baccharis 11-13 levou à avaliação da atividade citotóxica [14][15][16][17][18] destas espécies. Do ponto de vista fitoquímico, apesar de não mais que 15% das espécies terem sido estudadas, quanto à sua composição micromolecular, pode-se observar que o gênero é caracterizado pelo acúmulo de sesquiterpenos, diterpenos, triterpenos e flavonóides [19][20][21][22][23] . No presente trabalho realizamos a investigação fitoquímica de B. pseudotenuifolia, juntamente com a avaliação do efeito citotóxico dos extratos, utilizando ensaios com A. salina 24 .…”

Section: Introductionunclassified

Flavonóides e triterpenos de Baccharis pseudotenuifolia: bioatividade sobre Artemia salina

Moreira¹,

Coutinho²,

Montanher³

et al. 2003

Quím. Nova

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Recebido em 14/3/02; aceito em 5/12/02 FLAVONOIDS AND TRITERPENES FROM Baccharis pseudotenuifolia -BIOACTIVITY ON Artemia salina. The phytochemical investigation of the chloroformic and methanolic extracts of the Baccharis pseudotenuifolia led to the isolation of triterpenes, steroids and flavonoids. From chloroformic extract were isolated oleanolic acid and α-spinasterol while from methanolic extract were isolated the flavonoids: hispidulin, naringenin, 3'-methoxy-luteolin, apigenin, kaempferol, eriodyctiol, aromadendrin, quercetin, 3'-methoxy-quercetin, quercetin-3-O-rhamnoside and quercetin-3-O-glucoside. The structure of these compounds were identified by IR, CG/MS, 1 H and 13 C NMR spectral analysis and comparison with literature. In addition, the extracts were evaluated by means of Brine Shrimp Lethality test and the highier activity was observed in the chloroformic extract.Keywords: Baccharis pseudotenuifolia; Artemia salina; flavonoids. INTRODUÇÃO Plantas do gênero Isolamento dos triterpenos e esteróisO extrato em clorofórmio da espécie B. pseudotenuifolia foi submetido a um pré-fracionamento por filtração em leito de CaCO 3 -Na 2 CO 3 -Celite, utilizando-se como eluentes clorofórmio e metanol. Desta forma obteve-se duas frações: uma fração lipofílica eluída com clorofórmio, constituída essencialmente de ceras e uma fração metanólica. A fração metanólica foi submetida ao fracionamento por cromatografia em coluna de sílica gel, utilizando-se como eluente hexano/acetato de etila em gradiente de polaridade. Com este procedimento obteve-se o isolamento do ácido oleanólico (1) 25 . O fracionamento da fração lipofílica em coluna de sílica, eluída com gradiente hexano/acetato de etila, resultou no isolamento de α-espinasterol (2) 26,27 . Isolamento dos flavonóidesO extrato metanólico de B. pseudotenuifolia foi cromatografado em coluna de sílica gel eluída com mistura hexano/acetato de etila/ metanol no modo gradiente de polaridade. As frações que deram reação positiva com o regente FeCl 3 em cromatografia em camada delgada (ccd) foram reunidas em dois grupos. O grupo de menor polaridade foi recromatografado em coluna de sílica gel (gradiente: hexano-acetato de etila) e as frações contendo flavonóides (ccd-FeCl 3 ) foram submetidas a sucessivas cromatografias em coluna de sílica flash 28 sob pressão e purificações por recristalizações, resultando no isolamento dos flavonóides 3 a 10. O grupo mais polar foi submetido a uma gel filtração em Sephadex LH-20 resultando em duas frações flavonoídicas, segundo ccd-FeCl 3 . A recromatografia destas frações em coluna de sílica eluída com clorofórmio/metanol no modo gradiente de polaridade resultou no isolamento de quercetina 11 e na obtenção da mistura quercetina-3-O-ramnosídeo 12 e quercetina-3-O-glicosídeo 13. Bioensaio com Artemia salinaUtilizou-se a metodologia de Meyer 29 adaptada. Cerca de 10 lar-

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“…Some studies of the biological activity and phytochemistry of these plant species have been published (3)(4)(5)(6)(7)(8), but a survey of the literature revealed that there are no studies on the validation of the anti-inflammatory capacity of polar extracts from these plants.…”

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confidence: 99%

“…MI-3-3800 mainly contains flavanones and dihydroflavonols (0.15 mg/mL). The presence of terpenoids and flavonoids has been described in B. incarum, B. boliviensis, and C. atacamensis (3,(15)(16)(17)(18)(19). There are no bibliographical data about chemical studies on P. lucida.…”

mentioning

confidence: 99%

Inhibition of cyclooxygenase activity by standardized hydroalcoholic extracts of four Asteraceae species from the Argentine Puna

Arena

Zampini

Isla

2009

Braz J Med Biol Res

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Flavonoids of Baccharis incarum

Cited by 21 publications

References 4 publications

ANTIMICROBIAL AND ANTIOXIDANT COMPOUNDS FROM THE INFUSION AND METHANOLIC EXTRACT OF Baccharis incarum (WEDD.) PERKINS

ANTIMICROBIAL AND ANTIOXIDANT COMPOUNDS FROM THE INFUSION AND METHANOLIC EXTRACT OF Baccharis incarum (WEDD.) PERKINS

Flavonóides e triterpenos de Baccharis pseudotenuifolia: bioatividade sobre Artemia salina

Inhibition of cyclooxygenase activity by standardized hydroalcoholic extracts of four Asteraceae species from the Argentine Puna

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