• Title/Summary/Keyword: trans-Resveratrol

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A Comparative Study of the Anti-Platelet Effects of cis- and trans-Resveratrol

  • Kim, Hwa;Oh, Seok-Jeong;Liu, Yingqiu;Lee, Moo-Yeol
    • Biomolecules & Therapeutics
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    • 제19권2호
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    • pp.201-205
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    • 2011
  • Although various biological activities of resveratrol have been extensively studied, most reports have focused on trans-resveratrol and little attention has been paid to the cis-isomer. In this study, the effect of cis-resveratrol on platelet activity was examined and compared with that of the trans-isomer. Treatment with cis-resveratrol resulted in inhibition of platelet aggregation induced by thrombin, collagen or ADP, which are representative aggregation-inducing agents, and the trans-isomer elicited the same effects. These effects were concentration-dependent in the range of 1-100 ${\mu}M$. However, the potency of the cis-isomer was much lower than that of the trans-isomer; the $IC_{50}$ values for the cis-isomer versus the trans-isomer were $31{\pm}12$ vs $151{\pm}3$, $161{\pm}3$ vs $91{\pm}4$, and $601{\pm}15$ vs $251{\pm}6\;{\mu}M$ for thrombin-, collagen- and ADP-induced aggregation, respectively. These results indicate that cis-resveratrol has a less potent anti-platelet activity, compared with the trans-isomer, and raise the possibility that the biological activities of the cis-isomer may be different from those of the trans-isomer. It will be necessary to evaluate the activity of cis-resveratrol independently of the trans-isomer.

Trans-Resveratrol Contents of Peanut Seeds Depend on Varieties and Processing Methods

  • Doo, Hong-Soo
    • 한국자원식물학회지
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    • 제20권6호
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    • pp.558-562
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    • 2007
  • The high-performance liquid chromatography(HPLC) method for the determination of trans-resveratrol in 34 germplasms and processing methods of peanut seeds has been modified. Peanut germplasms contained trans-resveratrol contents of $0.14{\sim}4.96{\mu}g/g$, but findings for the testa color were not significant. However, two germplasms, 'KIGAN' and 'CS1', contained more trans-resveratrol contents than the other germplasms. The contents of their were $2.26{\mu}g/g\;and\;4.96{\mu}g/g$. The tested processing methods caused no significant changes in trans-resveratrol contents. The contents of fresh, boiled, and roasted peanuts were 0.36, 0.32, and $0.40{\mu}g/g$, respectively in cv. Palkwang, and 0.22, 0.22, and $0.26{\mu}g/g$, respectively, in cv. Jakwang. Differences were not significant among fresh, boiled, and roasted peanuts. The grains of 'Palkwang' and 'Jakwang' contained trans-resveratrol contents of $0.34{\mu}g/g\;and\;0.24{\mu}g/g$, and testa contained $1.12{\mu}g/g\;and\;1.00{\mu}g/g$, respectively. However, when comparing absolute quantity, the trans-resveratrol contents appears to be approximately $3{\sim}4$ times higher in the testa than in the grain of the peanut, although the total contents were not different because the ratio of testa was low in peanut seeds.

고체상 추출법과 LC/MS를 이용한 적포도주 중의 trans-Resveratrol 분석 (Quantitative Analysis of trans-Resveratrol in Red Wines by Solid Phase Extraction and LC/MS)

  • 박교범;문형실;이석근
    • 분석과학
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    • 제16권2호
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    • pp.125-133
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    • 2003
  • 적포도주에 들어 있는 trans-resveratrol을 분석하기 위하여 본 연구에서는 Sep-Pak $C_{18}$-cartridges를 이용한 고체상 추출법의 전처리 및 LC/MS-ESI 방법과 LC/MS-APCI 방법을 사용하여 국내에서 시판되고 있는 포도주에서 trans-resveratrol의 함량을 비교 분석하였다. LC/MS-ESI 방법에 의한 trans-resveratrol 함량은 $0.06-4.31{\mu}g/mL$로 검출되었고, 회수율은 88.4-97.9%, 상대 표준편차는 0.6-4.6%로 나타났으며, 검출한계는 $0.001{\mu}g/mL$이었다. LC/MS-APCI방법의 경우 trans-resveratrol 함량은 $0.09-4.02{\mu}g/mL$가 검출되었고, 검출한계는 $0.005{\mu}g/mL$로 나타났다.

High Level of Trans-Resveratrol, a Natural Anti-Cancer Agent, Found in Korean Noul Red Wine

  • KIM, KWANG-SEOK;SA-YOUL GHIM;YOUNG-BAE SEU;BANG-HO SONG
    • Journal of Microbiology and Biotechnology
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    • 제9권5호
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    • pp.691-693
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    • 1999
  • Resveratrol (trans-3,5,4'-trihydroxystilbene), a phenolic substance present in both grapes and wines, has been reported to have certain pharmacological effects. Using an ethylacetate-phase extraction followed by a high performance liquid chromatographic analysis, the concentration of trans-resveratrol was measured in 9 red wines commercially available in Korea, including the Korean red wine (Noul). Noul red wine with a 1998 vintage had a trans-resveratrol concentration of 3.3 ㎎/l, which was rather higher than the concentrations found in other wines (0.19-2.45 ㎎/l) with the exception of the French wine, J. P. Chenet (3.39 ㎎/l). In addition, the grapes of Vitis labrusca cv. Sheridan cultivated in the Kyungsan area showed a trans-resveratrol content of 6.4 ㎎/㎏.

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땅콩 품종 및 생육기별 trans-Resveratrol 함량 (tans-Resveratrol Content of Varieties and Growth Period in Peanut)

  • 이미자;정영근;김형순;박기훈;두홍수;서득용
    • 한국작물학회지
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    • 제48권6호
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    • pp.429-433
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    • 2003
  • 본 연구에서는 땅콩의 resveratrol에 대한 체계적인 연구를 위하여 고속액체크로마토그래피HPLC)를 이용한 땅콩의 trans-resveratrol 분석체계 확립과 품종 및 생육시기별 trans-resveratrol 함량 변화를 구명하여 금후 고부가가치 고함유 기능성 품종개발의 기초 자료로 활용하고자 수행한 결과를 요약하면 다음과 같다. 1. HPLC를 이용한 trans-resveratrol 분석조건은 컬럼은 Xterra $\textrm{C}_{18}$, 이동상 용매조성은 (A) glacial acetic acid DCW(52.6 : 900)과 (B) acetonitril solution A(80:20), 용매흐름속도는 1.1 ml/min, 검출기는 UV-Vis detector 308 nm 이었다. 2. 땅콩에서 trans-resveratrol 추출시 추출용매의 경우 80%EtOH과 80%MeOH이 유의차가 없었고, 추출온도의 경우에도 온도간 유의성이 인정되지 않았으며, ICH guideline에 따른 안전성과 경제성을 고려한 trans-resveratrol의 최적추출 조건은 80% EtOH, $25^{\circ}C$, 45분이었다. 3. 땅콩 품종별 trans-resveratrol 함량 분포범위는 0.018-1.125 $\mu\textrm{g}/\textrm{g}$으로 품종별 유의차가 있었으나, 초형과 립 크기에 따른 trans-resveratrol 함량은 일정한 경향을 보이지 않았다. 4. 종실과 종피를 포함한 종실의 trans-resverarol함량은 종실(0.152-0.305 $\mu\textrm{g}/\textrm{g}$) 보다 종피를 포함한 종실(0.188-0.345 $\mu\textrm{g}/\textrm{g}$)에서 더 높았다. 5. 생육시기별 trans-resveratrol 함량은 신남광땅콩(0.227$\mu\textrm{g}/\textrm{g}$ 대광땅콩(0.418 $\mu\textrm{g}/\textrm{g}$)은 파종 후 110일에 팔광땅콩(0.486 $\mu\textrm{g}/\textrm{g}$)과 밀양16호(0.441 $\mu\textrm{g}/\textrm{g}$)는 파종 후 130일에 가장 높았다.

포도와 포도 가공품에 함유되어 있는 trans-resveratrol의 함량 분석 (Analysis of trans-Resveratrol Contents of Grape and Grape Products Consumed in Korea)

  • 김대중;김상균;김명희;이희봉;이준수
    • 한국식품과학회지
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    • 제35권5호
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    • pp.764-768
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    • 2003
  • 본 연구는 생물학적, 비생물학적인 스트레스에 대한 방어물질중의 한가지인 trans-resveratrol를 포도와 포도가공품(포도주, 포도쥬스)으로부터 분석하는 방법을 확립하였다. trans-Resveratrol 기기분석 조건은 다음과 같다. 분석 column은 Nucleosil 100-5 C18을 사용하였으며 이동상은 acetonitrile: water(40:60, v/v)로서 UV검출기(306 nm)를 이용하여 0.3 mL/min의 유속으로 측정하였다. 분석한 결과, 재현성과 반복성의 CV%는 10%이하였으며, 회수율은 $90{\sim}110%$이었다. 또한, 포도, 포도주 그리고 포도쥬스의 최소검출한계는 14.5 ng/g, 3.62 ng/mL 그리고 4.02 ng/mL이고, 최소정량한계는 14.8 ng/g, 3.69 ng/mL 그리고 4.10 ng/mL이었다. 표준물질인 trans-resveratrol 농도가 $0.048{\sim}2.4\;{\mu}g/mL$일때 $R^2$ 값은 0.999이었다. 32품종의 포도, 9종류의 포도주 그리고 9종류의 포도쥬스 내의 trans-resveratrol 함량은 각각 $0.76{\sim}207.14\;{\mu}g/100\;g$, $5.41{\sim}275.66\;{\mu}g/L$ 그리고 $63.25{\sim}751.55\;{\mu}g/L$로 분석되었다.

Inhibition of Tyrosinase and Lipoxygenase Activities by Resveratrol and Its Derivatives from Seeds of Paeonia lactiflora

  • Kim, Hyo-Jin;Ha, Sang-Chul;Park, Sang-Won
    • Preventive Nutrition and Food Science
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    • 제7권4호
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    • pp.447-450
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    • 2002
  • Previously, a methanol extract from seeds of Paeonia lactiflora was shown to have a potent inhibitory activities against tyrosinase and soybean lipoxygenase (SLO). Seven stilbenes, trans-resveratrol-4-Ο-$\beta$-D-glucoside, trans resveratrol, trans-$\varepsilon$-viniferin, cis-$\varepsilon$-viniferin, gnetin H, suffruticosol A and B were isolated from the seeds as active principles for inhibition of the enzymatic activity. Among them, the resveratrol trimer, gnetin H exhibited the most potent inhibitory activities against tyrosinase and SLO, respectively. Additionally, the resveratrol dimers, trans-$\varepsilon$-viniferin and cis-$\varepsilon$-viniferin exhibited significant inhibitory activity against the two oxidative enzymes. Meanwhile, three other stilbene derivatives, such as trans-resveratrol, suffruticosol A and suffruticosol B had also weak inhibition activity. The least inhibitory activity was observed in transresveratrol-4-Ο-$\beta$-D-glucoside. These results suggest that resveratrol dimers and trimer in the seeds of Paeonia lactiflora are potentially useful therapeutic agents against pathological disorders such as hyperpigmentation and inflammation.

Effects of Resveratrol and trans-3,5,4'-Trimethoxystilbene on Glutamate-Induced Cytotoxicity, Heme Oxygenase-1, and Sirtuin 1 in HT22 Neuronal Cells

  • Kim, Dae-Won;Kim, Young-Mi;Kang, Sung-Don;Han, Young-Min;Pae, Hyun-Ock
    • Biomolecules & Therapeutics
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    • 제20권3호
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    • pp.306-312
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    • 2012
  • Resveratrol (trans-3,5,4'-trihydroxystilbene) has received considerable attention recently for the potential neuroprotective effects in neurodegenerative disorders where heme oxygenase-1 (HO-1) and sirtuin 1 (SIRT1) represent promising therapeutic targets. Resveratrol has been known to increase HO-1 expression and SIRT1 activity. In this study, the effects of resveratrol and trans-3,5,4'-trimethoxystilbene (TMS), a resveratrol derivative, on cytotoxicity caused by glutamate-induced oxidative stress, HO-1 expression, and SIRT1 activation have been investigated by using murine hippocampal HT22 cells, which have been widely used as an in vitro model for investigating glutamate-induced neurotoxicity. Resveratrol protected HT22 neuronal cells from glutamate-induced cytotoxicity and increased HO-1 expression as well as SIRT1 activity in a concentration-dependent manner. Cytoprotection afforded by resveratrol was partially reversed by the specific inhibition of HO-1 expression by HO-1 small interfering RNA and the nonspecific blockage of HO-1 activity by tin protoporphyrin IX, but not by SIRT1 inhibitors. Surprisingly, TMS, a resveratrol derivative with methoxyl groups in lieu of the hydroxyl groups, and trans-stilbene, a non-hydroxylated analog, failed to protect HT22 cells from glutamate-induced cytotoxicity and to increase HO-1 expression and SIRT1 activity. Taken together, our findings suggest that the cytoprotective effect of resveratrol was at least in part associated with HO-1 expression but not with SIRT1 activation and, importantly, that the presence of hydroxyl groups on the benzene rings of resveratrol appears to be necessary for cytoprotection against glutamate-induced oxidative stress, HO-1 expression, and SIRT1 activation in HT22 neuronal cells.

청국장의 발효기간에 따른 trans-Resveratrol과 비소화성 올리고당의 변화 및 항산화활성 (Antioxidant Activities and Changes in trans-Resveratrol and Indigestible Oligosaccharides according to Fermentation Periods in Cheonggukjang)

  • 최명효;조계만;남상해
    • 한국식품영양과학회지
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    • 제43권2호
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    • pp.243-249
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    • 2014
  • 몇 가지 식물에서 발견되는 항독성 물질(phytoalexin)인 trans-resveratrol(3,5,4'-trihydroxy-trans-stilbene)은 항암, 항산화효과 및 심혈관질환 등에 효과가 큰 물질로 알려져 있으며, 포도, 땅콩 및 오디 등의 발효 시에 증가되어 그 효과가 커지는 것으로 알려져 있다. 한편 stachyose 및 raffinose 등의 기능성 올리고당은 장내 미생물의 생육을 도와 정장작용을 하는 것으로 알려져 있다. 따라서 본 연구에서는 3품종의 대두를 이용하여 제조한 청국장의 발효 중 trans-resveratrol과 기능성 올리고당의 함량 변화를 조사하였으며, 이에 따른 항산화효과를 알아보려고 하였다. trans-Resveratrol 함량은 원료 콩보다는 발효되었을 때 대체로 발효기간이 길어질수록 그 함량이 높게 나타났다. 특히 48시간 발효 후에는 3품종의 콩에서 늘찬, 대원 및 태광의 순으로 각각 $50.06{\pm}0.82$, $39.04{\pm}0.49$, $34.00{\pm}0.54{\mu}g/g$이었으며, 원료 콩에 비하여 4배 이상 증가하였다. Stachyose 함량은 원료 콩에서 $10.84{\pm}0.42{\sim}13.05{\pm}0.13mg/g$, 증자 직후에는 $11.37{\pm}0.03{\sim}12.05{\pm}0.52mg/g$이었으나, 발효 12시간 후에는 $0.16{\pm}0.01{\sim}0.33{\pm}0.02mg/g$으로 원료 콩에 비하여 97% 이상이 줄어들었으며 발효 24시간 후부터는 전혀 검출되지 않았다. 한편 raffinose의 함량은 원료 콩에서 $2.66{\pm}0.09{\sim}3.54{\pm}0.05mg/g$으로 가장 낮았고, 증자 직후부터 발효 24시간 후에는 $10.61{\pm}0.16{\sim}12.66{\pm}0.17mg/g$으로 약 3~4배가량 증가하였으나 48시간에서는 오히려 $8.28{\pm}0.17{\sim}11.83{\pm}0.44mg/g$으로 감소하는 경향을 보였다. 청국장의 발효기간에 따른 항산화효과는 FRAP, DPPH, ABTS assay 모두에서 증자 직후에는 원료 콩에서보다 다소 낮게 나타났으나 대체로 발효기간이 길어짐에 따라 활성이 높아지는 경향이었다. 이와 같은 경향은 trans-resveratrol의 항산화활성이 DPPH, ABTS와 FRAP assay 등에서 $RC_{50}$ 값이 $4.71{\pm}0.36{\sim}8.46{\pm}0.05{\mu}g/mL$인 것을 미루어 볼 때, 발효기간에 따라 유의적으로 증가한 trans-resveratrol의 영향이 일부 있었을 것으로 생각되었다. 그러나 발효 중 기능성 올리고당(stachyose 및 raffinose)의 변화는 청국장의 항산화효과와는 관련이 없는 것으로 나타났다.

Role of TGF-β1/SMADs signalling pathway in resveratrol-induced reduction of extracellular matrix deposition by dexamethasone-treated human trabecular meshwork cells

  • Amy Suzana Abu Bakar;Norhafiza Razali;Renu Agarwal;Igor Iezhitsa;Maxim A. Perfilev;Pavel M. Vassiliev
    • The Korean Journal of Physiology and Pharmacology
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    • 제28권4호
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    • pp.345-359
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    • 2024
  • Deposition of extracellular matrix (ECM) in the trabecular meshwork (TM) increases aqueous humour outflow resistance leading to elevation of intraocular pressure (IOP) in primary open-angle glaucoma, which remains the only modifiable risk factor. Resveratrol has been shown to counteract the steroid-induced increase in IOP and increase the TM expression of ECM proteolytic enzymes; however, its effects on the deposition of ECM components by TM and its associated pathways, such as TGF-β-SMAD signalling remain uncertain. This study, therefore, explored the effects of trans-resveratrol on the expression of ECM components, SMAD signalling molecules, plasminogen activator inhibitor-1 and tissue plasminogen activator in dexamethasone-treated human TM cells (HTMCs). We also studied the nature of molecular interaction of trans-resveratrol with SMAD4 domains using ensemble docking. Treatment of HTMCs with 12.5 µM trans-resveratrol downregulated the dexamethasone-induced increase in collagen, fibronectin and α-smooth muscle actin at gene and protein levels through downregulation of TGF-β1, SMAD4, and upregulation of SMAD7. Downregulation of TGF-β1 signalling by trans-resveratrol could be attributed to its effect on the transcriptional activity due to high affinity for the MH2 domain of SMAD4. These effects may contribute to resveratrol's IOP-lowering properties by reducing ECM deposition and enhancing aqueous humour outflow in the TM.