High‐speed countercurrent chromatography as a valuable tool to isolate C‐glycosylflavones from Cecropia lyratiloba Miquel.

Oliveira, Rodrigo Rodrigues de; Moraes, Michelle C. C.; Castilho, Rachel Oliveira; Valente, Ana Paula; Carauta, Jorge Pedro Pereira; Lopes, Daniel Simões; Kaplan, Maria Auxiliadora Coelho

doi:10.1002/pca.688

Cited by 29 publications

(20 citation statements)

References 7 publications

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“…9) However, the isolation studies on saponin constituents from the leaves of C. sinensis were reported unsatisfactorily. [10][11][12][13][14][15] As a continuing study on the saponin constituents from C. sinensis, we have isolated new acylated triterpene oligoglycosides named foliatheasaponins I (1), II (2), III (3), IV (4), and V (5) from the methanolic extract of Tencha together with two saponins, theasaponin B 1 10,16) (6) and floratheasaponin A 9) (7), seven flavonoids, kaempferol 3-O-b-D-galactopyranoside 9,17) (8), isovitexin 18) (9), vitexin 19) (10), vicetin-2 19,20) (11), isoschaftoside 20) (12) (14), five catechins, (Ϫ)-epicatechin 9,23,24) (15), (Ϫ)-epicatechin 3-O-gallate 9,23,24) (16), (Ϫ)-epigallocatechin 23,24) (17), (ϩ)-gallocatechin 25) (18), and (Ϫ)-epigallocatechin 3-O-gallate 9,23,24) (19), and benzyl b-D-glucopyranoside 26) (20), benzylalcohol b-D-xylopyranosyl(1→6)-b-Dglucopyranoside 27) (21), icariside 28) (22), phenetylalcohol b-D-xylopyranosyl(1→6)-b -D-glucopyranoside 27) (23), methylgallate, 29) caffeine, …”

mentioning

confidence: 99%

Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of Camellia sinensis)

Morikawa

Nakamura

Kato

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

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confidence: 99%

Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of Camellia sinensis)

Morikawa

Nakamura

Kato

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Analysis of both crude aqueous extract and its phenolic compounds enriched fraction by TLC and HPLC-DAD showed different profiles between C. glaziovii and C. pachystachya, based on their flavonoid fingerprint (Figure 1 and 2). Although previous phytochemical analyses report the presence of flavonoids in these species, 9,10,16 there are no comparative studies Both extracts were fractionated, and three flavonoids were isolated from C. pachystachya, codified as 2 (36.4 mg), 3 (40.8 mg), 4 (3.3 mg). 2 was identified as isoorientin, 3 as orientin and 4 as isovitexin, by co-chromatographic analysis with standard C-glycosylflavonoids and UV spectra/shift reagents.…”

Section: Resultsmentioning

confidence: 99%

An HPLC-DAD method to quantification of main phenolic compounds from leaves of Cecropia Species

Costa¹,

Ortmann²,

Schenkel³

et al. 2011

J. Braz. Chem. Soc.

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Um método eficiente e reprodutível por CLAE-DAD foi desenvolvido e validado para quantificação simultânea dos compostos fenólicos majoritários (ácido clorogênico, isoorientina, orientina e isovitexina) presentes nas folhas de duas espécies de Cecropia, C. glaziovii e C. pachystachya. Das folhas de C. glaziovii e C. pachystachya foram isolados os flavonoides C-glicosídeos isoorientina e isovitexina e identificados em ambas as espécies o ácido clorogênico (ácido 3-O-cafeoilquínico) e o flavonoide O-glicosídeo isoquercitrina. O flavonoide C-glicosídeo orientina foi isolado apenas da espécie C. pachystachya. O ácido clorogênico mostrou-se como composto majoritário em ambas as espécies analisadas (11,1 mg g -1 de extrato de C. glaziovii e 27,2 mg g -1 de extrato de C. pachystachya), e em relação aos flavonoides quantificados, isovitexina se apresentou como o flavonoide C-glicosídeo majoritário para C. glaziovii (4,6 mg g -1 extrato) e isoorientina majoritário para C. pachystachya (17,3 mg g -1 de extrato).An efficient and reproducible HPLC-DAD method was developed and validated for the simultaneous quantification of major compounds (chlorogenic acid, isoorientin, orientin and isovitexin) present in the leaves of two Cecropia species, C. glaziovii and C. pachystachya. From the leaves of C. glaziovii and C. pachystachya were isolated the C-glycosylflavones isoorientin and isovitexin and identified on both species chlorogenic acid (3-O-caffeoylquinic acid) and the O-glycosylflavonol isoquercitrin. The C-glycosylflavone orientin was isolated only from C. pachystachya. Chlorogenic acid was the major compound in both species (11.1 mg g -1 of extract of C. glaziovii and 27.2 mg g -1 of extract of C. pachystachya) and for the flavonoids quantified, isovitexin was the main C-glycosylflavonoid for C. glaziovii (4.6 mg g -1 of extract) and isoorientin the main one for C. pachystachya (17.3 mg g -1 of extract).

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“…The flavonoidic mixture was further submitted to another counter‐current chromatographic procedure using AcOEt : BuOH : MeOH : H 2 O (35 : 10 : 11 : 44) as the solvent system; the lower phase was used with mobile phase. These chromatographic procedures resulted in the separation of isoorientin (54 mg) and a mixture of orientin and isovitexin (74 mg) 10 …”

Section: Methodsmentioning

confidence: 99%

ACTIVITY OF CECROPIA LYRATILOBA EXTRACT ON CONTRACTILITY OF CARDIAC AND SMOOTH MUSCLES IN WISTAR RATS

Almeida

Raimundo²,

Oliveira

et al. 2006

Clin Exp Pharma Physio

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1. Brazilian forests show high diversity of medicinal plants and several are used in folk medicine for the treatment of hypertension and asthma. The aim of the present study was to investigate the effects of a methanol extract (ME) of Cecropia lyratiloba and its flavonoid fraction (FF) on the contractility of cardiac, vascular and tracheal smooth muscles. 2. Twitches of rat papillary muscles were obtained with electrical stimulation and were recorded before and after exposure to increasing concentrations of ME and FF. 3. Cardiac depression was induced by FF. At 500 microg/mL FF, the amplitude of twitches was reduced to 56.7 +/- 5.1% of control values (P < 0.05). 4. The contractile response to a single concentration of adrenaline (10 micromol/L) was measured before and after exposure to ME and FF in rat aorta rings with intact endothelium. Both ME and FF inhibited adrenaline-induced contractions of the aorta in a concentration-dependent manner. Adrenaline-induced contractions were reduced to 46.4 +/- 9.9 and 34.2 +/- 6.9% (P < 0.05) of control in the presence of 500 microg/mL ME and FF, respectively. 5. The flavonoids isolated from FF, namely isoorientin and a mixture of orientin and isovitexin, were also tested in the aorta. These flavonoid do not seem to be responsible for the vasorelaxant effects of ME and FF. 6. No changes were observed in acetylcholine-precontracted trachea when exposed to ME or FF. 7. Endothelium-dependent vasodilation induced by FF is likely to be mediated by the release of nitric oxide because vascular relaxation was abolished in the presence of N(omega)-nitro-L-arginine methyl ester, an inhibitor of nitric oxide synthase. 8. In conclusion, vascular relaxation induced by ME and FF could explain the traditional use of the extract of C. lyratiloba for treatment of arterial hypertension.

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High‐speed countercurrent chromatography as a valuable tool to isolate C‐glycosylflavones from Cecropia lyratiloba Miquel.

Cited by 29 publications

References 7 publications

Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of <i>Camellia sinensis</i>)

Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of <i>Camellia sinensis</i>)

An HPLC-DAD method to quantification of main phenolic compounds from leaves of Cecropia Species

ACTIVITY OF CECROPIA LYRATILOBA EXTRACT ON CONTRACTILITY OF CARDIAC AND SMOOTH MUSCLES IN WISTAR RATS

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