Traditional uses, chemistry and pharmacology of Croton species (Euphorbiaceae)

Salatino, Antônio; Salatino, Maria Luiza Faria; Negri, Giuseppina

doi:10.1590/s0103-50532007000100002

Cited by 401 publications

(416 citation statements)

References 154 publications

(225 reference statements)

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Section: Introductionmentioning

confidence: 99%

“…10 Many pharmacological effects of Croton urucurana have been described in literature, which include wound and ulcer healing, antidiarrhoeic, anticancer, intestinal anti-inflammatory, antioxidant and antirheumatic properties. [11][12][13][14]28 Peres et al 15 reported the antibacterial activity against Staphylococcus aureus and Salmonella typhimurium of the aqueous-EtOH extract, some fractions of the methanolic extract, catechin and acetyl aleuritolic acid obtained from C. urucurana.Previous phytochemical analysis of Croton urucurana have identified the presence of acetyl aleuritolic acid, catechin, gallocatechin, sonderianin, β-sitosterol and its glucoside, stigmasterol, campesterol and two novel clerodane diterpenes. 13,15,16 Fucoarabinogalactan, a polysaccharide, has been isolated from the gum exudate of C. urucurana.…”

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confidence: 99%

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Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark

Simionatto¹,

Bonani²,

Morel³

et al. 2007

J. Braz. Chem. Soc.

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O óleo essencial obtido a partir das cascas do caule de Croton urucurana Baillon (Euphorbiaceae) foi analisado por CG e CG-EM. 83 compostos foram identificados, sendo borneol (14,7%), acetato de bornila (5,2%), 1-isopropil-7-metil-4-metileno-1,3,4,5,6,8-hexaidro-2H-naftalen-4a-ol (14,7%), sesquicineol (10,5%) e epóxido de γ-gurjuneno (5,4%) os principais componentes. Para o óleo essencial bruto, foi determinada em 3,21 mg mL -1 a EC 50 no ensaio de atividade antioxidante frente ao radical livre DPPH. A fração do óleo essencial bruto que apresentou atividade antioxidante foi purificada por CCD sobre sílica gel. Análises de CG e CG-EM revelaram que α-bisabolol (38,3%), α-eudesmol (9,3%) e guaiol (8,2%) são os principais componentes da fração antioxidante. A EC 50 medida no teste frente ao DPPH foi de 1,05 mg mL -1 para a fração bioativa. Foi determinada a atividade antimicrobiana do óleo essencial bruto frente a sete bactérias Gram-positivas e Gram-negativas e três fungos. Os valores de CIM medidos variaram de 1,25 a 10,00 mg mL -1 .The essential oil obtained from the stem bark of Croton urucurana Baillon (Euphorbiaceae) was analysed by GC and GC-MS. 83 compounds were identified and borneol (14.7%), bornyl acetate (5.2%), 1-isopropyl-7-methyl-4-methylene-1,3,4,5,6,8-hexahydro-2H-naphthalen-4a-ol (14.7%), sesquicineole (10.5%) and γ-gurjunene epoxide (5.4%) were the main components. The EC 50 value of the crude essential oil in the DPPH free radical scavenging assay was 3.21 mg mL -1 . The fraction of the crude essential oil that presented antioxidant activity was purified by prep-TLC on silica gel. GC and GC-MS analysis revealed that α-bisabolol (38.3%), α-eudesmol (9.3%) and guaiol (8.2%) were the main components of the antioxidant fraction. The EC 50 value measured for the bioactive oil fraction in the DPPH assay was 1.05 mg mL -1 . The antimicrobial activity of the crude essential oil was assayed against seven Gram-positive and Gram-negative bacteria and three yeasts. Measured MIC values ranged from 1.25 to 10.00 mg mL -1 . Keywords:Croton urucurana, essential oil, antioxidant, DPPH assay, antimicrobial acticity IntroductionCroton (Euphorbiaceae) is one of the largest genera of flowering plants, with nearly 1,300 species of herbs, shrubs, and trees that are ecologically prominent and often important elements of secondary vegetation in the tropics and subtropics worldwide. Previous works reported that the essential oils from northeastern Brazilian Croton species, C. zenhtneri, C. nepetaefolius and C. argyrophylloides, exhibited good antioxidant activities. 9 Croton urucurana Baillon (Euphorbiaceae) is a tree commonly found in Paraguay, northern Argentina, southern Brazil, and Uruguay. Three different products from this species are used primarily in folk medicine: the red sap, the stem bark, and the gum exudate. 10 Many pharmacological effects of Croton urucurana have been described in literature, which include wound and ulcer healing, antidiarrhoeic, anticancer, intestinal anti-inflammatory, antioxidant and an...

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark

Simionatto¹,

Bonani²,

Morel³

et al. 2007

J. Braz. Chem. Soc.

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“…The huge structural diversity of natural compounds and their bioactivity potential have meant that several products isolated from plants, marine flora and microorganisms can serve as "lead" compounds for improvement of their therapeutic potential by molecular modification. 2,3 Pterodon genus compromises four species native to Brazil: P. abruptus Benth., P. apparucuri Pedersoli, P. pubescens Benth. (P. emarginatus Vog.)…”

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confidence: 99%

Furanoditerpenes from Pterodon pubescens benth with selective in vitro anticancer activity for prostate cell line

Spindola¹,

Carvalho²,

Ruiz³

et al. 2009

J. Braz. Chem. Soc.

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O fracionamento biomonitorado do extrato diclorometânico das sementes de Pterodon pubescens Benth forneceu o 6α-acetóxi-7β-hidróxi-vouacapano 1 (inédito), além de quatro diterpenos furânicos (2, 3, 4 e 5). A atividade antiproliferativa dos compostos foi avaliada in vitro contra as linhagens de células tumorais humanas UACC-62 (melanoma), MCF-7 (mama), NCI-H460 (pulmão), OVCAR-03 (ovário), PC-3 (próstata), HT-29 (colon), 786-0 (rim), K562 (leucemia) e NCI-ADR/RES (ovário com fenótipo de resistência a múltiplos fármacos). Os resultados foram expressos em três concentrações efetivas GI 50 (concentração para que ocorra 50% de inibição de crescimento), TGI (concentração que resulta em inibição total de crescimento) e LC 50 (concentração que resulta em 50% de morte celular). A citotoxicidade in vitro foi avaliada também frente a uma linhagem de célula murina normal (3T3). Este é o primeiro relato de atividade anticâncer para os compostos 1, 4 e 5, que apresentaram grande seletividade, dependente da concentração, para PC-3. O composto 1 foi 26 vezes mais potente para inibir 50% do crescimento (GI 50 ) de PC-3, 15 vezes mais citostático (TGI) e 6 vezes menos tóxico (LC 50 ) quando comparado com Doxorrubicina (controle).Activity guided fractionation of Pterodon pubescens Benth. methylene chloride-soluble fraction afforded novel 6α-acetoxi 7β-hydroxy-vouacapan 1 and four known diterpene furans 2, 3, 4, 5. The compounds were evaluated for in vitro cytotoxic activities against human normal cells and tumour cell lines UACC-62 (melanoma), MCF-7 (breast), NCI-H460 (lung, non-small cells), OVCAR-03 (ovarian), PC-3 (prostate), HT-29 (colon), 786-0 (renal), K562 (leukemia) and NCI-ADR/RES (ovarian expressing phenotype multiple drugs resistance). Results were expressed by three concentration dependent parameters GI 50 (concentration that produces 50% growth inhibition), TGI (concentration that produces total growth inhibition or cytostatic effect) and LC 50 (concentration that produces −50% growth, a cytotoxicity parameter). Also, in vitro cytotoxicity was evaluated against 3T3 cell line (mouse embryonic fibroblasts). Antiproliferative properties of compounds 1, 4 and 5 are herein reported for the first time. These compounds showed selectivity in a concentration-dependent way against human PC-3. Compound 1 demonstrated selectivity 26 fold more potent than the positive control, doxorubicin, for PC-3 (prostrate) cell line based on GI 50 values, causing cytostatic effect (TGI value) at a concentration fifteen times less than positive control. Moreover comparison of 50% lethal concentration (LC 50 value) with positive control (doxorubicin) suggested that compound 1 was less toxic.Keywords: Pterodon pubescens, leguminosae, furanoditerpenes, in vitro assay, prostate cell line, cytotoxicity IntoductionThroughout history, natural products have afforded a rich source of compounds that have found many applications in the fields of medicine, pharmacy and biology. Within the sphere of cancer, a number of important new commercialized drugs hav...

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“…O teste Shinoda foi positivo para flavonoides em todos os extratos (Tabela 1). Todas as espécies do gênero Croton (Euphorbiaceae) têm apresentado flavonoides, em sua maioria agliconas de flavonois altamente metoxilados (31).…”

Section: Resultsunclassified

PERFIL FITOQUÍMICO, SUSCEPTIBILIDADE ANTIBACTERIANA E CAPACIDADE ANTIOXIDANTE DAS FOLHAS DE Croton urucurana Baillon (Euphorbiaceae)

Silva

Alves²,

Sousa³

et al. 2017

Infarma

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Croton urucurana Baillon, popularly known as "sangria d'água", belongs to the Euphorbiaceae family. The species has a great importance in folk medicine as antibacterial, anti-inflammatory, antiseptic, antiviral, antidiarrheal, intestinal antisecretory and cicatrizant remedies. The objective of this study was to verify the presence, in the aqueous, ethanolic and hydroalcoholic extracts, of secondary metabolites (alkaloids, anthraquinones, steroids/triterpenoids, flavonoids, glycosides, saponins and tannins), analyze the inhibition of bacteria Staphylococcus aureus ATCC 25923 and Salmonella thyphimurium ATCC 14028 growth, and evaluate the antioxidant activity by the DPPH method. Considering the phytochemical profile, the best extract was the aqueous; the bacteria susceptibility was inhibited with the ethanolic extract; and the extract with the highest antioxidant activity was the hydroalcoholic, presenting IC 50 1.3 μg/ mL. It was concluded that the extracts of Croton urucurana Baillon show interesting results and that further investigations must be carried out for the better elucidation of its benefits. Keywords:Croton urucurana Baillon; phytochemical; antioxidant; antibacterial; extract. RESUMOCroton urucurana Baillon, espécie conhecida popularmente como "sangria d'água", pertence à família Euphorbiaceae, possui grande importância na medicina popular, a qual lhe atribui propriedades antibacterianas, anti-inflamató-rias, antissépticas, antivirais, antidiarreicas, antissecretória intestinal e cicatrizante. Os objetivos deste estudo foram verificar a presença, nos extratos aquoso, etanólico e hidroalcoólico, de metabolitos secundários (alcaloides, antraquinonas, esteroides/triterpenoides, flavonoides, glicosídeos, saponinas e taninos), analisar a inibição do crescimento das bactérias Staphylococcus aureus ATCC 25923 e Salmonella thyphimurium ATCC 14028, e verificar a atividade antioxidante através do método DPPH. Para o perfil fitoquímico o melhor extrato foi o aquoso, quanto à susceptibilidade bacteriana, houve inibição com o extrato etanólico e o extrato com a maior atividade antioxidante foi o hidroalcóolico, apresentando IC 50 1,3 μg/mL. Considerando os resultados obtidos no estudo, foi possível concluir que os extratos da Croton urucurana Baillon apresentam resultados interessantes e que mais investigações devem ser realizadas para a elucidação aprimorada dos seus benefícios.

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Traditional uses, chemistry and pharmacology of Croton species (Euphorbiaceae)

Cited by 401 publications

References 154 publications

Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark

Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark

Furanoditerpenes from Pterodon pubescens benth with selective in vitro anticancer activity for prostate cell line

PERFIL FITOQUÍMICO, SUSCEPTIBILIDADE ANTIBACTERIANA E CAPACIDADE ANTIOXIDANTE DAS FOLHAS DE Croton urucurana Baillon (Euphorbiaceae)

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