• Nutrition Research and Practice
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• 제6권1호
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• pp.68-77
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• 2012

Flavan-3-ols are a subclass of flavonoids found in a variety of foods including teas. The effects of flavan-3-ols on the risk of metabolic syndrome (MetS) have been investigated, generally focusing on tea catechins or individual flavan-3-ol rich foods, but there is little information on dietary flavan-3-ols intake and risk of MetS in population-based studies. In this cross-sectional study, we examined the association between dietary flavan-3-ols intake and the risk of MetS in Korean adults. Subjects comprised 1,827 men and 2,918 women aged 20-69 years whose data was included in the 2008 Korean National Health and Nutrition Examination Survey. This survey was conducted between January 2008 and December 2008. Total flavan-3-ols intakes were calculated from 24-hour dietary recalls using a flavonoids database. Thirty percent of the male subjects and 24% of the female subjects were reported as having MetS. In the female subjects, flavan3-ols intake was inversely associated with the risk of MetS after adjusting for potential confounders (5th vs. 1st quintile, OR=0.64, 95% CI=0.45-0.91, P for trend=0.384). The main food source of flavan-3-ols was green tea followed by apples and grapes. Among MetS components, flavan-3-ols intake was inversely associated with the risk of high blood pressure after adjusting for potential confounders (5th vs. 1st quintile, OR=0.64, 95% CI=0.45-0.90, P for trend=0.005). No significant association between flavan-3-ols intake and risk of MetS was found in the male subjects. After stratified analysis by obesity (BMI ${\geq}$ 25 or BMI < 25), however, flavan3-ols intake was inversely related to the risk of hypertension in non-obese men. These results suggest that dietary flavan-3-ols intake may have beneficial effects on MetS risk by reducing the risk of hypertension. The effects of flavan-3-ols intake dependent on obesity need further investigation.

• 생약학회지
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• 제29권2호
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• pp.142-145
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• 1998

Two phenylpropanoids and one flavan 3-ol were isolated from Lepisorus thunbergianus (Polypodiaceae, fern), which is used as folkmedicine. Phenylpropanoids were identified as caffeic acid and chlorogenic acid, and flavan 3-ol was elucidated as (-)-epicatechin 7-O-${\beta}$-D-glucoside by physico-chemical and spectral evidences (HMQC, NOESY).

• Journal of the Korean Wood Science and Technology
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• 제28권4호
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• pp.25-28
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• 2000

Two flavan 3,4-diol derivatives were isolated from the heartwood of Robinia pseudoacacia and characterized by spectroscopic methods including $^1H$ and $^{13}C$ NMR and positive FAB-MS. The structures were identified as 2,3-trans-3,4-cis-3,4,7,3',4',5'-hexahydroxy flavan, one of isomeric leucorobinetinidins, and 4'-methoxy-2,3-trans-3,4-cis-3,4,7,3',5'-pentahydroxy flavan.

• 한국식품과학회지
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• 제28권6호
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• pp.1084-1088
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• 1996

통풍 예방물질에 관한 지속적 연구로서, 우리는 우롱차로부터 두 종류의 flavan-3-ol 화합물을 분리하게 되었다. 이 화합물은 TLC상에서 $anisaldehyde-H_2SO_4$용액 및 $FeCl_3$에 정색 반응을 하는 것으로 보아 dimeric flavan-3-ol 화합물로 확신하게 하였다. NMR 등 기기분석에 의해procyanidinB-2, procyanidim B-2-O-3, 3'-digallate로 동정되었다. Xanthin oxidin에 대한 분리물질의 저해영향이 조사되었는데 procyani-din B-2-O-3, 3'-digallate는 $50\;{\mu}mole$에서 60.6%의 저해를 보여주었고, 경쟁적으로 저해한다는 것이 확인되었다. 또한 gallate을 함유한 dimeric flaven-3-ol 화합물이 높은 활성을 나타내었다.

• Applied Biological Chemistry
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• 제37권6호
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• pp.498-502
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• 1994

Cacao bean husk로부터 2종류의 2당체 flavan-3-ol을 분리하였고 $anisaldehyde-H_2SO_4$ 용액, $FeCl_3$ 및 TLC상에서 축합형 탄닌으로 확인되었다. 이들 2종류의 flavan-3-ol 화합물은 procyanidin B-1[epicatechin-$(4{\beta}{\rightarrow}8)$-catechin], procyanidin B-3[catechin-$(4{\alpha}{\rightarrow}8)$-catechin]로 기기분석에 의해 분자구조가 결정되었다. Procyanidin B-1은 0.3 mM에서 50% glucosyltransferase 저해효과가 관찰되었고 비경쟁적 저해작용기작을 보였으며 epicatechin을 함유한 화합물이 저해 효과가 높은 것으로 확인되었다.

• 한국식품과학회지
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• 제27권1호
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• pp.92-96
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• 1995

Theobroma cacao L. bean husk에서 새로운 flavan-3-ol 화합물을 분리하여 이 화합물의 화학구조를 thiolysis, 탈유황반응 및 기기분석에 의해 결정하였다. 이 화합물은 FAB-MS에서 [1153] 으로 epicatechin 4분자가 결합된 cinnamtannin A-2였다. GTase 저해는 0.03 mM에서 완벽한 저해효과를 보였고 비경쟁적 저해제로 이 화합물의 수산기가 GTase를 저해하는 중요한 요인으로 추정된다.

• Journal of the Korean Wood Science and Technology
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• 제29권3호
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• pp.99-103
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• 2001

Three flavan-3,4-diol derivatives were isolated from the heartwood of Robinia pseudoacacia and characterized by spectroscopic methods including $^1H$ and $^{13}C$ NMR and positive FAB-MS. The structures were identified as 4,4'-dimethoxy-, 4-ethoxy- and 4-ethoxy-4'-methoxy-2,3-trans-3,4-cis-(+)-leucorobinetinidin.

• Journal of the Korean Wood Science and Technology
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• 제48권6호
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• pp.888-895
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• 2020

Ulmus genus has excellent various physiological activities, including anti-ulcer, antioxidant, antibacterial, anti-cancer, immunity, and homeostasis maintenance effects, and it is known to have many additional drug effects And one of reasons for these excellentbiological activities is a flavan-3-ol chemical group in Ulmus genus. In this study a new flavan-3-ol compound was identified in Ulmus davidiana var. japonica. A flavan-3-ol,(2R,3S)-7-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5-diol, named as catechin 7-O-beta-D apiofuranoside, was isolated from the stems and barks of Ulmus davidiana var. japonica for. suberosa, which is a species belonging to the genus Ulmus, growing throughout the Korea peninsula. The structure was elucidated by various spectroscopic methods including high-resolution TOF mass spectrometry, ¹H-NMR and ¹³C-NMR spectrometry and comparison with chemical structures of defined compounds.

• Journal of the Korean Wood Science and Technology
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• 제29권4호
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• pp.53-59
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• 2001

비자나무 잎을 아세톤-물의 혼합용액으로 추출하고 n-hexane, chloroform, ethylacetate 및 물 분획으로 분류하여 동결건조하고 분말상 화합물로 조제하였다. 그 중에서 ethylacetate 용성 추출물을 메탄올-물 및 에탄올-헥산(n-hexane)의 혼합용액을 사용하여 Sephadex LH-20 칼럼상에서 크로마토그래피를 수행하였다. 비자나무 잎의 추출성분은 대부분 (+)-catechin, (-)-epicatechin, (+)-gallocatechin 및 (-)-epigallocatechin과 같은 flavan 화합물과 3'-O-methyl-(+)-catechin 및 3'-O-methyl-(-)-epicatechin과 같은 flavan의 methyl ether 화합물로 구성되어 있었으며 그 이외에 benzoic acid계 화합물인 protocatechuic acid도 단리 되었다. 단리된 화합물은 $^1H$- 및 $^{13}C$-NMR, NOE와 CI-MS 분석에 의해 화학구조를 구명하였다.

• 한국식품과학회지
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• 제24권6호
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• pp.558-562
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• 1992

Xanthine oxidase는 퓨린 대사에 관여하여 xanthine 혹은 hypoxanthine을 산화하여 요산을 생성하게 하는 효소이다. 이상 퓨린 대사로 인해 형성된 요산은 관절에 축적되어 통풍을 동반하는 통증을 유발한다. 본 연구는 천연물로부터 통풍치료제의 개발을 목적으로 우롱차로 부터 6종의 flavan-3-ol 화합물을 분리하였고 기기분석에 의해 화학구조를 밝혔다. 각 화합물은 (-)-epicatechin, (-)-epicatechin-3-O-gallate, procyanidan B-1, B-3, procyanidin B-3-3'-O-rhamnose procyanidin B-1-3-O-gallate 였다. Xanthine oxidase 저해 영향을 관찰한 결과 gallte가 결함된 flavan-3-ol 화합물이 저해활성이 강하였고 procyanidin B-1-3-O-gallate는 $50\;{\mu}M$에 완전한 저해효과를 나타내었고 xanthine oxidase에 경쟁적으로 저해한다는 것이 밝혀졌다.