A new flavonol from leaves of Eugenia jambolana

Timbola, Ana Karina; Szpoganicz, Bruno; Branco, Alexsandro; Monachè, Franco Delle; Pizzolatti, Moacir Geraldo

doi:10.1016/s0367-326x(02)00009-6

Cited by 61 publications

(41 citation statements)

References 5 publications

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“…We extended the previous observation that SC leaf extracts contain flavonoids (23,27). Ramirez and Roa Jr. (28) showed a correlation between the anti-inflammatory activity and the content of total phenolic compounds in the extracts of SC.…”

Section: Discussionsupporting

confidence: 62%

“…The presence of polyphenol, gallic acid, ellagic acid derivatives (22,23), tannins (24,25), and glycosylated flavonoids (23,26,27) has been reported in Syzygium species. We extended the previous observation that SC leaf extracts contain flavonoids (23,27).…”

Section: Discussionmentioning

confidence: 99%

“…Some isolated flavonoids possess anti-inflammatory (37), antiallergic (38) and analgesic (39) activities; however, few flavonoids from SC leaves (23,27) and flowers have been isolated or identified (40).…”

Section: Discussionmentioning

confidence: 99%

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Pharmacological study of anti-allergic activity of Syzygium cumini (L.) Skeels

Brito

Lima

Ramos

et al. 2007

Braz J Med Biol Res

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Myrtaceae is a plant family widely used in folk medicine and Syzygium and Eugenia are among the most important genera. We investigated the anti-allergic properties of an aqueous leaf extract of Syzygium cumini (L.) Skeels (SC). HPLC analysis revealed that hydrolyzable tannins and flavonoids are the major components of the extract. Oral administration of SC (25-100 mg/kg) in Swiss mice (20-25 g; N = 7/group) inhibited paw edema induced by compound 48/80 (50% inhibition, 100 mg/kg; P ≤ 0.05) and, to a lesser extent, the allergic paw edema (23% inhibition, 100 mg/kg; P ≤ 0.05). SC treatment also inhibited the edema induced by histamine (58% inhibition; P ≤ 0.05) and 5-HT (52% inhibition; P ≤ 0.05) but had no effect on plateletaggregating factor-induced paw edema. SC prevented mast cell degranulation and the consequent histamine release in Wistar rat (180-200 g; N = 7/group) peritoneal mast cells (50% inhibition, 1 µg/mL; P ≤ 0.05) induced by compound 48/80. Pre-treatment of BALB/c mice (18-20 g; N = 7/group) with 100 mg/kg of the extract significantly inhibited eosinophil accumulation in allergic pleurisy (from 7.662 ± 1.524 to 1.89 ± 0.336 x 10 6 /cavity; P ≤ 0.001). This effect was related to the inhibition of IL-5 (from 70.9 ± 25.2 to 12.05 ± 7.165 pg/mL) and CCL11/eotaxin levels (from 60.4 ± 8.54 to 32.8 ± 8.4 ng/mL) in pleural lavage fluid, using ELISA. These findings demonstrate an anti-allergic effect of SC, and indicate that its anti-edematogenic effect is due to the inhibition of mast cell degranulation and of histamine and serotonin effects, whereas the inhibition of eosinophil accumulation in the allergic pleurisy model is probably due to an impairment of CCL11/eotaxin and IL-5 production.

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Section: Discussionsupporting

confidence: 62%

Section: Discussionmentioning

confidence: 99%

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Pharmacological study of anti-allergic activity of Syzygium cumini (L.) Skeels

Brito

Lima

Ramos

et al. 2007

Braz J Med Biol Res

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“…The compounds were identified by IR, GC/MS, 1 H and 13 C NMR one and two-dimensional techniques, and their structural propose were confirmed by literature data. From stem bark were isolated two pentacyclic triterpenes acyl lupeols (1 and 2, 25 mg, Brum et al, 1998); two coumarins, coumarin (3, 6.5 mg, Tonin & Tavares, 2002) and scopoletin (4, 4.0 mg, Silva et al, 2002); four flavonoids, naringenin (5, 2.5 mg, Almeida et al, 2005), kaempferol (6, 6 mg, Oliveira et al, 1999), quercetin (7, 4.5 mg, Barberá, 1986;Agrawal & Bansal, 1989) and myricitrin (9, 155.0 mg, Timbola et al, 2002), besides 2-methoxy-4-hydroxy-benzoic acid (11, 12 mg, Scott, 1972). From the leaves were isolated the flavonoid rutin (8, 7 mg, Buszewski et al, 1993;Agrawal & Bansal, 1989) and a pentacyclic triterpene ursolic acid (10, 20 mg, Tkachev et al, 2004).…”

Section: Resultsmentioning

confidence: 99%

Chemotaxonomic significance of flavonoids, coumarins and triterpenes of Augusta longifolia (Spreng.) Rehder, Rubiaceae-Ixoroideae, with new insights about its systematic position within the family

Choze¹,

Delprete²,

Lião³

2010

Rev. bras. farmacogn.

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RESUMO: "Significância quimiotaxômica de flavonoides, cumarinas e triterpenos de Augusta longifolia (Spreng.) Rehder, Rubiaceae-Ixoroideae, com novos entendimentos sobre a posição sistemática dentro da família". Augusta tem sido tradicionalmente colocada na tribo Rondeletieae, Cinchonoideae subfamília. No entanto, recentes filogenias moleculares posicionou-a perto de Wendlandia, porém localizando A. longifolia perto do clado Ixoroidinae II. O estudo de A. longifolia resultou em duas cumarinas, cinco flavonoides, três triterpenoides e um derivado do ácido benzóico. Estes metabolitos reforçam a separação da Augusta como um gênero monoespecífico, e Lindenia como um gênero de três espécies, intimamente relacionada com Wendlandia.Unitermos: Rubiaceae, Augusta, Wendlandia, Lindenia, quimiotaxonomia.ABSTRACT: Augusta has traditionally been placed in the tribe Rondeletieae, subfamily Cinchonoideae. However, recent molecular phylogenies positioned it near to Wendlandia (Ixoroideae), but locate A. longifolia near to the clade Ixoroidinae II. The study of A. longifolia afforded two coumarins, five flavonoids, three triterpenoids and one benzoic acid derivative. These metabolites reinforce the separation of Augusta as a monospecific genus, and Lindenia as a genus of three species, closely related to Wendlandia.

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“…Extracts of S. cumini are well known as hypoglycemic and antidiabetic agents, although results of pre-clinical or clinical studies have been controversial [3][4][5][6][7][8] , and they are also described for their diuretic 9 , bactericidal 10,11 and anti-inflammatory [12][13][14] , and for treatment of dysentery 15 . The leaves are rich in tannins 3,16 , flavonoids 17,18 , and essential oils 11,19 . Phenolic contents of leaves, bark and fruits are correlated with antioxidant activity 20,21 .…”

Section: Introductionmentioning

confidence: 99%

Correlation of anti-inflammatory activity with phenolic content in the leaves of syzygium cumini (l.) skeels (myrtaceae)

Lima¹,

Siani²,

Brito³

et al. 2007

Quím. Nova

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Recebido em 2/5/06; aceito em 6/10/06; publicado na web em 28/5/07Phenolic contents of extracts of Syzygium cumini leaves, collected monthly over a one-year period, were quantitatively determined by the modified Folin-Ciocalteau method. Extracts and tannin-free fractions were assayed by their potential to inhibit mouse paw edema induced by C48/80. HPLC showed high molecular weight phenolic species and flavonoids in the active extracts and fractions. The highest total phenolic content corresponded to the most potent degree of inhibition and the flavonoids were supposed to be the main species responsible for the activity, given that the flavonoid-enriched ethyl-acetate fraction maintained its effect down to a dose of 0.01 µg/kg in a dose-response manner.

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A new flavonol from leaves of Eugenia jambolana

Cited by 61 publications

References 5 publications

Pharmacological study of anti-allergic activity of Syzygium cumini (L.) Skeels

Pharmacological study of anti-allergic activity of Syzygium cumini (L.) Skeels

Chemotaxonomic significance of flavonoids, coumarins and triterpenes of Augusta longifolia (Spreng.) Rehder, Rubiaceae-Ixoroideae, with new insights about its systematic position within the family

Correlation of anti-inflammatory activity with phenolic content in the leaves of syzygium cumini (l.) skeels (myrtaceae)

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