Flavonoids and triterpenes from leaves of Erythroxylum nummularia

Barreiros, Marizeth L.; David, Jorge; Queiroz, Luciano Paganucci de; David, Juceni P.

doi:10.1016/j.bse.2004.10.007

Cited by 9 publications

(11 citation statements)

References 19 publications

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“…Such effects may be related to the presence of triterpenoids [ 11 ]. The presence of triterpenes esterified by fatty acids has been a common characteristic in plant species from Brazilian Restinga [ 12 ] mainly in the Erythroxylaceae [ 13 ].…”

Section: Introductionmentioning

confidence: 99%

Triterpene Esters: Natural Products from Dorstenia arifolia (Moraceae)

et al. 2013

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The phytochemical study of Dorstenia arifolia Lam. (Moraceae) has led to the identification of 18 triterpenes esterified by fatty acids, five triterpenes without esterification, 12 triterpenes esterified by acetic acid, together with a known furanocoumarin: α-amyrin (1), β-amyrin (2) α-amyrin acetate (3) β-amyrin acetate (4), α-amyrin octanoate (5), β-amyrin octanoate (6), α-amyrin decanoate (7), β-amyrin decanoate (8), α-amyrin dodecanoate (9), β-amyrin dodecanoate (10), α-amyrin tetradecanoate (11), β-amyrin tetradecanoate (12), α-amyrin hexadecanoate (13), β-amyrin hexadecanoate (14), glutinol (15), glutinyl acetate (16), 11-oxo-α-amyrin (17), 11-oxo-β-amyrin (18), 11-oxo-α-amyrin acetate (19), 11-oxo-β-amyrin acetate (20) 11-oxo-α-amyrin octanoate (21) 11-oxo-β-amyrin octanoate (22), 11-oxo-α-amyrin decanoate (23), 11-oxo-β-amyrin decanoate (24) 11-oxo-α-amyrin dodecanoate (25) 11-oxo-β-amyrin dodecanoate (26), ursa-9(11),12-dien-3-yl acetate (27), oleana-9(11),12-dien-3-yl acetate (28), ursa-9(11),12-dien-3-yl decanoate (29), oleana-9(11),12-dien-3-yl decanoate (30), 12,13-epoxyolean-3-yl acetate (31), 12,13-epoxyolean-9(11)en-3-yl acetate (32), taraxeryl acetate (33), lupenyl acetate (34), lanosta-8,24-dien-3-yl acetate (35) and psoralen (36). The identification of the triterpene compounds isolated as isomeric mixtures obtained from the hexane extract was based mainly in mass spectra and 13C-NMR data. The long-chain alkanoic acid esters of the triterpenes α- and β-amyrin; 11-oxo-α- and 11-oxo-β-amyrin; ursa- and olean-9(11),12-dien-3-yl; have not been reported before in the literature as constituents of the Dorstenia genus.

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Section: Introductionmentioning

confidence: 99%

Triterpene Esters: Natural Products from Dorstenia arifolia (Moraceae)

et al. 2013

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“…The plants of the genus Erythroxylum contain alkaloids, flavonoids, terpenes, and other metabolites with several biological and pharmacological activities [14,16,18]. The flavonoids quercetin and kaemperol are considered as chemotaxonomic markers of the Erythroxylum genus, as well as their 3-glycoside derivatives [20]. Phytochemical analyses of the extracts and partitions were carried out by thin-layer chromatography (TLC), nuclear magnetic resonance (NMR), gas chromatography-mass spectrometry (GC-MS), and liquid chromatography-mass spectrometry (LC-MS) in order to identify the main classes of bioactive natural products.…”

Section: Resultsmentioning

confidence: 99%

“…Our NMR findings are in agreement with previous works performed for different species of Erythroxylum . Barreiros et al [20] demonstrated the presence of fatty acid and triterpenes as well as lupeol and β-sitosterol in the hexane partition of E. nummularia , and quercetin was found in the extracts of the chloroform and ethyl acetate fractions. Moreover, lupeol and β-sitosterol were detected in the hexane extract of E. passerinum , as well as other compounds, such as β-amyrin and erythrodiol [26].…”

Section: Resultsmentioning

confidence: 99%

Protective Effect of the Plant Extracts of Erythroxylum sp. against Toxic Effects Induced by the Venom of Lachesis muta Snake

et al. 2016

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Snake venoms are composed of a complex mixture of active proteins that induce toxic effects, such as edema, hemorrhage, and death. Lachesis muta has the highest lethality indices in Brazil. In most cases, antivenom fails to neutralize local effects, leading to disabilities in victims. Thus, alternative treatments are under investigation, and plant extracts are promising candidates. The objective of this work was to investigate the ability of crude extracts, fractions, or isolated products of Erythroxylum ovalifolium and Erythroxylum subsessile to neutralize some toxic effects of L. muta venom. All samples were mixed with L. muta venom, then in vivo (hemorrhage and edema) and in vitro (proteolysis, coagulation, and hemolysis) assays were performed. Overall, crude extracts or fractions of Erythroxylum spp. inhibited (20%-100%) toxic effects of the venom, but products achieved an inhibition of 4%-30%. However, when venom was injected into mice before the plant extracts, hemorrhage and edema were not inhibited by the samples. On the other hand, an inhibition of 5%-40% was obtained when extracts or products were given before venom injection. These results indicate that the extracts or products of Erythroxylum spp. could be a promising source of molecules able to treat local toxic effects of envenomation by L. muta venom, aiding in the development of new strategies for antivenom treatment.

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“…The Erythroxylaceae family comprises approximately 250 species distributed across four genera, Aneulophus Benth, Nectaropetalum Engl., Pinacopodium Exell and Mendonça and Erythroxylum P. Browne [ 11 , 12 ]. The genus Erythroxylum consists of approximately 200 species, diversely distributed over South America, Africa and the island of Madagascar [ 13 , 14 ].…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial, Antiproliferative and Proapoptotic Activities of Extract, Fractions and Isolated Compounds from the Stem of Erythroxylum caatingae Plowman

Aguiar

Araújo

Rodrigues

et al. 2012

IJMS

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In the study, we have examined the antitumor and antimicrobial activities of the methanol extract, the fractions, a fraction of total alkaloids and two alkaloids isolated from the stem of Erythroxylum caatingae Plowman. All test fractions, except the hexane fractions, showed antimicrobial activity on gram-positive bacteria and fungi. The acetate: methanol (95:5), acetate, chloroform and hexane fractions show the highest cytotoxicity activity against the NCI-H292, HEp-2 and K562 cell lines using MTT. The absence of hemolysis in the erythrocytes of mice was observed in these fractions and 6β-Benzoyloxy-3α-(3,4,5- trimethoxybenzoyloxy) tropane (catuabine B). Staining with Annexin V-FITC and JC-1 was used to verify the mechanism of action of the compounds of E. caatingae that showed cytotoxicity less than 30 μg/mL in leukemic cells. After 48 h of incubation, we observed that the acetate: methanol (95:5), acetate, and chloroform fractions, as well as the catuabine B, increased in the number of cells in early apoptosis, from 53.0 to 74.8%. An analysis of the potential of the mitochondrial membrane by incorporation of JC-1 showed that most cells during incubation of the acetate: methanol (95:5) and acetate fractions (63.85 and 59.2%) were stained, suggesting the involvement of an intrinsic pathway of apoptosis.

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Flavonoids and triterpenes from leaves of Erythroxylum nummularia

Cited by 9 publications

References 19 publications

Triterpene Esters: Natural Products from Dorstenia arifolia (Moraceae)

Triterpene Esters: Natural Products from Dorstenia arifolia (Moraceae)

Protective Effect of the Plant Extracts of Erythroxylum sp. against Toxic Effects Induced by the Venom of Lachesis muta Snake

Antimicrobial, Antiproliferative and Proapoptotic Activities of Extract, Fractions and Isolated Compounds from the Stem of Erythroxylum caatingae Plowman

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