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Componential profile and amylase inhibiting activity of phenolic compounds from Calendula officinalis L. leaves.

Olennikov DN, Kashchenko NI - ScientificWorldJournal (2014)

Bottom Line: An ethanolic extract and its ethyl acetate-soluble fraction from leaves of Calendula officinalis L. (Asteraceae) were found to show an inhibitory effect on amylase.Their structures were elucidated based on chemical and spectral data.The main components, isoquercitrin, isorhamnetin-3-O-β-D-glucopyranoside, 3,5-di-O-caffeoylquinic acid, and quercetin-3-O-(6''-acetyl)-β-D-glucopyranoside, exhibited potent inhibitory effects on amylase.

View Article: PubMed Central - PubMed

Affiliation: Laboratory of Medical and Biological Research, Institute of General and Experimental Biology, Siberian Division, Russian Academy of Science, Sakh'yanovoy Street, 6, Ulan-Ude 670047, Russia.

ABSTRACT
An ethanolic extract and its ethyl acetate-soluble fraction from leaves of Calendula officinalis L. (Asteraceae) were found to show an inhibitory effect on amylase. From the crude extract fractions, one new phenolic acid glucoside, 6'-O-vanilloyl-β-D-glucopyranose, was isolated, together with twenty-four known compounds including five phenolic acid glucosides, five phenylpropanoids, five coumarins, and nine flavonoids. Their structures were elucidated based on chemical and spectral data. The main components, isoquercitrin, isorhamnetin-3-O-β-D-glucopyranoside, 3,5-di-O-caffeoylquinic acid, and quercetin-3-O-(6''-acetyl)-β-D-glucopyranoside, exhibited potent inhibitory effects on amylase.

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Selected 1H-1H COSY (—)correlations in HMBC spectrum (H→C) of 6.
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fig3: Selected 1H-1H COSY (—)correlations in HMBC spectrum (H→C) of 6.

Mentions: Its 13C-NMR spectrum exhibited a carbonyl group at δ 166.7 and a methoxyl group at δ 56.3. In its HMBC spectrum, the carbonyl group (δ 166.7) showed a correlation with the aromatic proton of H-6 at δ 7.63 and the aromatic carbon at δ 147.5 (C-3) correlated with methoxyl protons at δ 3.97 (Figure 3).


Componential profile and amylase inhibiting activity of phenolic compounds from Calendula officinalis L. leaves.

Olennikov DN, Kashchenko NI - ScientificWorldJournal (2014)

Selected 1H-1H COSY (—)correlations in HMBC spectrum (H→C) of 6.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3934385&req=5

fig3: Selected 1H-1H COSY (—)correlations in HMBC spectrum (H→C) of 6.
Mentions: Its 13C-NMR spectrum exhibited a carbonyl group at δ 166.7 and a methoxyl group at δ 56.3. In its HMBC spectrum, the carbonyl group (δ 166.7) showed a correlation with the aromatic proton of H-6 at δ 7.63 and the aromatic carbon at δ 147.5 (C-3) correlated with methoxyl protons at δ 3.97 (Figure 3).

Bottom Line: An ethanolic extract and its ethyl acetate-soluble fraction from leaves of Calendula officinalis L. (Asteraceae) were found to show an inhibitory effect on amylase.Their structures were elucidated based on chemical and spectral data.The main components, isoquercitrin, isorhamnetin-3-O-β-D-glucopyranoside, 3,5-di-O-caffeoylquinic acid, and quercetin-3-O-(6''-acetyl)-β-D-glucopyranoside, exhibited potent inhibitory effects on amylase.

View Article: PubMed Central - PubMed

Affiliation: Laboratory of Medical and Biological Research, Institute of General and Experimental Biology, Siberian Division, Russian Academy of Science, Sakh'yanovoy Street, 6, Ulan-Ude 670047, Russia.

ABSTRACT
An ethanolic extract and its ethyl acetate-soluble fraction from leaves of Calendula officinalis L. (Asteraceae) were found to show an inhibitory effect on amylase. From the crude extract fractions, one new phenolic acid glucoside, 6'-O-vanilloyl-β-D-glucopyranose, was isolated, together with twenty-four known compounds including five phenolic acid glucosides, five phenylpropanoids, five coumarins, and nine flavonoids. Their structures were elucidated based on chemical and spectral data. The main components, isoquercitrin, isorhamnetin-3-O-β-D-glucopyranoside, 3,5-di-O-caffeoylquinic acid, and quercetin-3-O-(6''-acetyl)-β-D-glucopyranoside, exhibited potent inhibitory effects on amylase.

Show MeSH