Isolation and evaluation of the antioxidant activity of phenolic constituents of the Garcinia brasiliensis epicarp

Gontijo, Vanessa Silva; Souza, Thiago Corrêa de; Rosa, Isael Aparecido; Soares, Marisi G.; Silva, Marcelo Aparecido da; Vilegas, Wagner; Viegas, Cláudio; Santos, Marcelo H. dos

doi:10.1016/j.foodchem.2011.10.110

Cited by 61 publications

(35 citation statements)

References 28 publications

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“…Vegetable as dietary sources contains significant amount of polyphenols that are responsible for multiple biological responses including antioxidant activity [37, 38]. In the present investigation extract showed dose dependent DPPH radical scavenging activity with the IC 50 value of 158.52 μg/mL.…”

Section: Discussionmentioning

confidence: 50%

Chemical composition and pharmacological activities of Pisum sativum

Zilani

Sultana

Rahman

et al. 2017

BMC Complement Altern Med

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BackgroundConsumption of vegetables has been proven to be effective in the prevention of different diseases. Traditionally edible aerial part of Pisum sativum L. subsp. sativum (Fabaceae) is used to treat diabetes, heart diseases and as blood purifier. Present study was aimed to explore the traditional use of aerial parts of P. sativum as a source of antidiabetic agent. In addition, antioxidant activity and chemical composition was carried out.MethodsTotal polyphenol content was spectrophotometrically determined using Folin Chiocalteu’s reagent while the flavonoids by aluminum chloride colorimetric assay. Identification of compounds of the extract was made through HPLC and LCMS. Antihyperglycemic activity was assessed by oral glucose tolerance test in mice. Antioxidant activity was determined by DPPH free radical scavenging and reducing power assay.ResultsTotal polyphenol and total flavonoids content were found to be 51.23 mg gallic acid equivalent and 30.88 mg quercetin equivalent per gram of dried plant extract respectively. Ellagic acid and p-coumeric acid were detected through HPLC. A total of eight compounds including naringenin, β-sitosterol were indentified through LCMS. In OGTT, extract (200 mg/kg bw) showed a 30.24% decrease (P< 0.05) in blood glucose levels at 30 min compared to the normal control. The extract showed IC50 value of 158.52 μg/mL in DPPH scavenging assay and also showed comparable reducing power.ConclusionAlong with other compounds ellagic acid and β-sitosterol present in the extract may be responsible for its antioxidant as well as antihyperglycemic activities. Altogether these results rationalize the use of this vegetable in traditional medicine.

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Section: Discussionmentioning

confidence: 50%

Chemical composition and pharmacological activities of Pisum sativum

Zilani

Sultana

Rahman

et al. 2017

BMC Complement Altern Med

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“…In this context, G. brasiliensis has been extensively studied as a source of these compounds. It is emphasized that Santa-Cecília et al (2011) and Gontijo et al (2012) identified the phenolic derivatives Gutipherone-A, 7-epyclusianone and the bioflavonoids moreloflavone (fukugetin), moreloflavone-7"O-β-D glycol (fukugeside) and moreloflavone-4"O-β-D glycol in extracts from fruit and leaf of G. brasiliensis. They also evaluated antioxidant, antinociceptive and anti-inflammatory activities of extracts and isolated compounds showing the pharmacological potential of these substances.…”

Section: Discussionmentioning

confidence: 99%

Proteic and phenolics compounds contents in Bacupari callus cultured with glutamine and nitrogen sources

et al. 2017

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In this study was evaluated the influence of glutamine supplementation on the endogenous content of amino acids, proteins, total phenolics, flavonoids and proanthocyanidins in Bacupari callus. The explants were inoculated in MS medium, MS with half concentration of the nitrogen salts (MS½) and nitrogen-free MS, supplemented with glutamine (5, 10, 30 and 60mM) named as Gln5, Gln10, Gln30 and Gln60. Amino acids and proteins were analyzed after 20, 80 and 140 days and the secondary metabolites on the 140 th day. There was no difference in the amino acids on the 20 th day. On the 80 th day the treatments MS and MS½ presented the lowest levels. On the 140 th day MS and MS½ presented the lowest amino acid concentration and Gln10 the highest. Concerning proteins, there was difference only on the 140 th day, being the highest concentrations observed in Gln5, and the lowest in MS½ treatment. Total phenolics content was higher in the treatment Gln60 and lowest in MS. Treatments Gln5, Gln10, Gln30 and MS½ were statistically equal. For flavonoids, the highest values occurred in the treatments Gln30, Gln60 and MS½ and the lowest in Gln5, Gln10 and MS. Similarly, for the proanthocyanidins the highest concentrations were observed in treatment Gln60 and the lowest in Gln5 and MS. In conclusion, the treatment with 60mM of glutamine favors the protein accumulation and production of secondary metabolites in Bacupari callus.Keywords: glutamine, phenols, flavonoids, proanthocyanidins, amino acids. Conteúdo de proteínas e compostos fenólicos em calos de Bacupari cultivados com glutamina e fontes de nitrogênio ResumoNesse estudo foi avaliado o efeito da suplementação com glutamina no conteúdo endógeno de aminoácidos, proteínas, fenólicos totais, flavonoides e proantocianidinas em calos de Bacupari. Os explantes foram inoculados em meio MS, meio MS com metade da concentração de dos sais de nitrogênio (MS½) e meio MS sem nitrogênio suplementado com glutamina (5, 10, 30 e 60mM) denominados como Gln5, Gln10, Gln30 e Gln60. Os aminoácidos e as proteínas foram analisados após 20, 80 e 140 dias e os metabólitos secundários no 140° dia. Não houve diferença nos aminoácidos no 20° dia. No 80° dia os tratamentos MS e MS½ apresentaram os menores níveis. No 140° dia, MS e MS½ apresentaram as menores concentrações de aminoácidos e o Gln10 as maiores. A respeito das proteínas, houve diferença apenas no 140° dia, sendo as maiores concentrações observadas nos tratamentos Gln, e as menores no MS½. O conteúdo de fenólicos totais foi maior no tratamento Gln60 e menor no MS. Os tratamentos Gln5, Gln10, Gln30 e MS½ foram estatisticamente iguais. Para os flavonóides, os maiores valores ocorreram nos tratamentos Gln30, Gln60 e MS½ e os menores no Gln5, Gln10 e MS. Da mesma forma, para as proantocianidinas, as maiores concentrações foram observadas no tratamento Gln60 os menores no Gln5 e MS. Em conclusão, o tratamento com 60 mM de glutamina favorece o acúmulo de proteínas e a produção de metabólitos secundários em calos de Bacupari.

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“…NMR spectra were measured on a multinuclear FT-NMR spectrometer (Bruker AVANCE DRX-400 or Bruker AVANCE DPX-200 MHz and DRX-500 MHz). (Gontijo et al, 2012a), (±)-Fukugiside (compound 2) (Elfita et al, 2009) and morelloflavone (compound 3) (Li et al, 2002).…”

Section: General Considerationsmentioning

confidence: 99%

Morelloflavone and its semisynthetic derivatives as potential novel inhibitors of cysteine and serine proteases

Gontijo¹,

Januário²,

Júdice³

et al. 2015

J. Med. Plants Res.

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This article reports the three biflavonoids isolated from the fruit pericarp of Garcinia brasiliensis Mart. (Clusiaceae): Morelloflavone-4```-glycoside (compound 1), (±)-Fukugiside (compound 2), and Morelloflavone (compound 3). Structural modifications by acylation and alkylation reactions were performed on the natural biflavonoid (±) morelloflavone to obtain three semisynthetic compounds: Morelloflavone-7,4`,7``,3```,4```-penta-O-acetyl (compound 4), Morelloflavone-7,4`,7``,3```,4```-penta-Omethyl (compound 5), and Morelloflavone-7,4`,7``,3```,4```-penta-O-butanoyl (compound 6). The inhibitory effects of these naturally isolated biflavonoid-type compounds and three semisynthetic derivatives on the activity of the cysteine proteases papain and cruzain, and on the serine protease trypsin were investigated. The potential inhibitory IC 50 of natural bioflavonoids compounds 1, 2, and 3 were 11.0 ± 3.0, 23.0 ± 4.0, and 10.5 ± 0.3 µM, respectively, for papain; 0.86 ± 0.12, 106 ± 7, and 3.8 ± 0.1, 50 ± 2, 119.5 ± 5, and 9.6 ± 1.0 µM, respectively, for cruzain. On the other hand, the semisynthetic biflavonoids compounds 4, 5, and 6 were more efficient in the inhibition of enzyme activity with IC 50 values 0.60 ± 0.02 µM (papain) for biflavonoids compound 4, 1.64 ± 0.11 µM (trypsin) for biflavonoids compound 5, and 8.1 ± 0.6 µM (cruzain) for biflavonoids compound 6. Compound 4 is more active owing to the carbonyl group in the structure; perhaps, this modification could favor a higher nucleophilic attack by serine and cysteine proteases. However, the semisynthetic compound 5 (IC 50 = 15.4 ± 0.7 µM for papain), which has no carbonyl group in structure, was less active in the inhibition. Interestingly, structure-activity relationships (SARs) were confirmed by flexible docking simulations. Likewise, the potential usefulness of natural compound 1 as an antioxidant compound was strengthened by our results concerning the antiproteolytic activity.

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Isolation and evaluation of the antioxidant activity of phenolic constituents of the Garcinia brasiliensis epicarp

Cited by 61 publications

References 28 publications

Chemical composition and pharmacological activities of Pisum sativum

Chemical composition and pharmacological activities of Pisum sativum

Proteic and phenolics compounds contents in Bacupari callus cultured with glutamine and nitrogen sources

Morelloflavone and its semisynthetic derivatives as potential novel inhibitors of cysteine and serine proteases

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