Inhibitory Effects of Bark Proanthocyanidins on the Activities of Glucosyltransferases of Streptococcus Sobrinus

Mitsunaga, Tohru; Abe, Isao; Kontani, Masanori; Ono, Hiroyuki; Tanaka, Takaharu

doi:10.1080/02773819708003134

Cited by 24 publications

(20 citation statements)

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“…In our previous paper, condensed tannins from larch (Larix leptolepis) bark showed strong GTase-inhibitory activity [7]. In order to confirm the existence of condensed tannin, qualitative and quantitative analyses were carried out for each fraction separated by LH-20 column chromatography (KP-E, KP-M and KP-A).…”

Section: Resultsmentioning

confidence: 99%

“…For instance, monomeric and dimeric proanthocyanidins have no effectiveness, but those beyond trimer gradually begin to show the inhibitory effect [7]. In gallotannins as well, increasing the number of galloyl groups enhances the inhibitory effects.…”

Section: Resultsmentioning

confidence: 99%

“…Assay for GTase-inhibitory activity Preparation of GTase and assay for GTase-inhibitory activity followed the methods as previously described [7]: Streptococcus sobrinus 6715 was grown at 37°C for 24 h on Todd-Hewitt (TH) broth-agar. The S. sobrinus was transferred into TH broth (40 ml), and after incubation at 37°C for 24 h, it was transferred into 4 l of TH broth.…”

Section: Fractionation Of Kapur Heartwood Extractsmentioning

confidence: 99%

“…Total phenol and flavanol contents were obtained by FolinCiocalteau's method [13] and vanillin-HCl method [7]. Protein adsorption using bovine serum albumin (BSA) was determined by ninhydrin method as follows.…”

Section: Qualitative Analysis For Polyphenols and Tanninsmentioning

confidence: 99%

“…More than 90% of Japanese people are affected by dental caries [6]. Recently, condensed tannins of bark [7] and polyphenols of both Japanese green tea [8] and oolong tea [9] have been shown to have inhibitory activity for GTase, an enzyme that synthesizes glucans from sucrose and promotes the binding of cariogenic bacteria on the teeth. In this study, we elucidated that heartwood extractives of kapur (Dryobalanops sp.)…”

Section: Introductionmentioning

confidence: 99%

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Investigating glucosyltransferase inhibitory activities of polyphenols from kapur (Dryobalanops sp.) heartwood extracts

et al. 2007

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The inhibitory effects of 50% aqueous ethanol extracts obtained from 36 tropical woody plants species on glucosyltransferase (GTase) activity were studied. Out of the 36 species examined, those obtained from kapur (Dryobalanops sp.), a species growing in Kalimantan (Indonesia), showed the highest level of GTase inhibition. Kapur extracts were further subjected to fractionation using column chromatography (LH-20 gel, cellulose and C-18 silica gel column). LH-20 gel provided the most successful method of fractionation. The separated fractions showed positive with Folin-Ciocalteau's reagent and negative with vanillin-HCl reagent, indicating that the main constituents of the active fractions were polyphenols but not proanthocyanidin (condensed tannins). Results of the assay for protein precipitating ability with bovine serum albumin (BSA) solution suggested these polyphenols have strong protein-precipitating ability. The predominant compound produced after acid hydrolysis was ellagic acid, indicating that the GTase-inhibitory components were mainly ellagitannins. Two polyphenolic compounds referred to as compounds 1 and 2 were isolated from the water eluate fraction with LH-20 gel column, and these compounds showed comparatively strong GTaseinhibitory activities and relatively low molecular weight. Using a combination of two-dimensional, 1 H and 13 C nuclear magnetic resonance analysis, compound 1 was identified as 4-methoxy-2-[tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)pyran-2-yl]-a-resorcylic acid d-lactone (ber genin), and 2 was identified as 4-O-(a-rhamnopyranosyl) ellagic acid (eschweilenol C). Bergenin has been previously isolated from the roots of Bergenia crassifolia, and eschweilenol C has been isolated from the bark of Eschweilera coriacea. Both compounds were found in kapur for the first time.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Fractionation Of Kapur Heartwood Extractsmentioning

confidence: 99%

Section: Qualitative Analysis For Polyphenols and Tanninsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Investigating glucosyltransferase inhibitory activities of polyphenols from kapur (Dryobalanops sp.) heartwood extracts

et al. 2007

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Tyrosinase inhibitory activity of proanthocyanidins from woody plants

Takagi

Mitsunaga

2003

J Wood Sci

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Flavanol values, molecular weight distributions, polyphenolic patterns, and tyrosinase inhibitions of proanthocyanidins (PACs) from karamatsu (Larix sp.) bark, acacia Morishima (Acacia mearnsii) bark, and commercial quebracho (Schinopsis lorentzii) extracts were examined to investigate the relation between the structures of PACs from woody plants and tyrosinase inhibitory activities. Aqueous acetone (70%) extracts of acacia showed high flavanol contents and strong tyrosinase inhibition. On the other hand, the quebracho extracts inhibited tyrosinase activity slightly despite its high flavanol content. Phenyl nucleus analysis by the nucleus exchange reaction provided information that karamatsu, quebracho, and acacia extracts consist of procyanidin, profisetinidin, and prorobinetinidin, respectively. The relation between the phenolic hydroxylation pattern and tyrosinase inhibition suggested that the PACs with a 5,7-dihydroxyphenyl structure in the A-ring and a 3,4,5-trihydroxyphenyl structure in the B-ring have potent tyrosinase inhibitory activity.

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Antimicrobial activity against Streptococcus sobrinus and glucosyltransferase inhibitory activity of taxifolin and some flavanonol rhamnosides from kempas (Koompassia malaccensis) extracts

2009

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Inhibitory Effects of Bark Proanthocyanidins on the Activities of Glucosyltransferases of Streptococcus Sobrinus

Cited by 24 publications

References 0 publications

Investigating glucosyltransferase inhibitory activities of polyphenols from kapur (Dryobalanops sp.) heartwood extracts

Investigating glucosyltransferase inhibitory activities of polyphenols from kapur (Dryobalanops sp.) heartwood extracts

Tyrosinase inhibitory activity of proanthocyanidins from woody plants

Antimicrobial activity against Streptococcus sobrinus and glucosyltransferase inhibitory activity of taxifolin and some flavanonol rhamnosides from kempas (Koompassia malaccensis) extracts

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