• 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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    • v.19 no.2
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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
    • Korean Journal of Plant Resources
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    • v.20 no.6
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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.

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

  • Park, Gyo-Beom;Moon, Hyoung-Sil;Lee, Sueg-Geun
    • Analytical Science and Technology
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    • v.16 no.2
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    • pp.125-133
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    • 2003
  • In order to determine the contents of trans-resveratrol in red wine, which was mainly consumed in Korea, both LC/MS-ESI and LC/MS-APCI methods were used after solid-phase (Sep-Pak $C_{18}$-cartridges) extraction. The contents of trans-resveratrol obtained by LC/MS-ESI were detected in the range of $0.06-4.31{\mu}g/mL$. The recoveries were ranged from 88.4 to 97.9%. The values of relative standard deviation were ranged from 0.6 to 4.6% and the detection limit was $0.001{\mu}g/mL$. The contents of trans-resveratrol obtained by LC/MS-APCI were detected in the range of $0.09-4.02{\mu}g/mL$ and the detection limit was $0.005{\mu}g/mL$.

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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    • v.9 no.5
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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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tans-Resveratrol Content of Varieties and Growth Period in Peanut (땅콩 품종 및 생육기별 trans-Resveratrol 함량)

  • Lee, Mi-Ja;Cheong, Young-Keun;Kim, Hyung-Soon;Park, Ki-Hun;Doo, Hong-Soo;Suh, Duck-Yong
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.48 no.6
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    • pp.429-433
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    • 2003
  • trans-Resveratrol(3,5,4'-trihydroxystilbene) is phenolic compound present in grapes, wines, and peanuts, has been reported to have health benefits including anticarcinogenic effects, protection against cardiovascular diseases and reduced cancer risk. A simple method for the quantitative extraction of trans-resveratrol from peanut has been developed. Optimal conditions for extraction were investigated. Type of solvent, time, and temperature assayed influenced trans-resveratrol yield. Adequate extraction condition was decided to ethanol/water (80:20v/v) maintained at $25^{\circ}C$ for 45 min. After extraction, the protocol consists of sample preparation using a $\textrm{C}_{18}$ solid-phase extraction (SPE) cartridge after concentrate with rotary evaporator and quantified by reversed phase HPLC using a $\textrm{C}_{18}$ column at 308 nm. Analytical methods for measuring trans-resveratrol in peanut were adapted to isolate, identify, and quantify trans-resveratrol in 11 peanut varieties by HPLC (high-performance liquid chromatography) with UV detector, The 11 peanut varieties content ranged from 0.018 to 1.125 $\mu\textrm{g}/\textrm{g}$ with an average of 0.289 $\mu\textrm{g}/\textrm{g}$. The contents were higher in the seeds with than without testa, regardless of varieties. The trans-resveratrol content was Higher in 110, 130 days after sowing than that of other period.

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

  • Kim, Dae-Jung;Kim, Sang-Kyun;Kim, Myung-Hee;Lee, Hee-Bong;Lee, Jun-Soo
    • Korean Journal of Food Science and Technology
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    • v.35 no.5
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    • pp.764-768
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    • 2003
  • Resveratrol is natually occurring phytoalexin compounds produced by grape berries, peanuts, and their products in response to stress such as fungal infection, heavy metal ions or UV irradiation. The objective of this study was to develop a reliable high-performance liquid chromatographic method for the quantitative determination of trans-resveratrol in grape and its products. The trans-resveratrol was separated isocratically on Nucleosil 100-5 C18 column, using a mobile phase containing acetonitrile : water (40 : 60, v/v), detected by UV detector at 306 nm and the flow rate was 0.3 mL/min. Under this analytical condition, the recoveries of trans-resveratrol in grape, wine, and grape juice were 92.35, 104.72, and 91.08, respectively. Limit of detection in grape, wine, and grape juice were 14.5 ng/g, 3.62 ng/mL, and 4.02 ng/mL. Also, limit of quantitation in grape, wine, and grape juice were 14.8 ng/g, 3.69 ng/mL, and 4.10 ng/mL. Assay values of 32 grape varieties, 9 wines, and 9 grape juices were ranged from trace amount to $207.1\;{\mu}g/100\;g$, from 5.4 to $275.7\;{\mu}g/L$, and from 63.3 to $751.6\;{\mu}g/L$, respectively.

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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    • v.7 no.4
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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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    • v.20 no.3
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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.

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

  • Choi, Myounghyo;Cho, Kyeman;Nam, Sanghae
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.43 no.2
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    • pp.243-249
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    • 2014
  • Cheonggukjang was manufactured using three different kinds of soybeans, after which changes in the content of phytoalexins such as trans-resveratrol (3,5,4'-trihydroxy-trans-stilbene) were measured. Along with phytoalexins, changes in the content of functional oligosaccharides such as stachyose and raffinose were also measured, and the corresponding antioxidant activities were studied. The content of trans-resveratrol was found to be higher in fermented beans than in raw beans. Generally, the content was higher as the fermentation period increased. After 48 hours of fermentation, the contents of trans-resveratrol were $50.06{\pm}0.82$, $39.04{\pm}0.49$, and $34.00{\pm}0.54{\mu}g/g$ (Nulchan, Daewon, and Taekwang), respectively, which is 4 times higher than the contents of raw beans. The contents of stachyose were $10.84{\pm}0.42{\sim}13.05{\pm}0.13mg/g$ in raw beans, $11.37{\pm}0.03{\sim}12.05{\pm}0.52mg/g$ immediately after boiling, and $0.16{\pm}0.01{\sim}0.33{\pm}0.02mg/g$ after 12 hours of fermentation, which is a 97% decrease from those of raw beans. After 24 hours of fermentation, no amount of stachyose was detected. The contents of raffinose were the lowest in raw beans at $2.66{\pm}0.09{\sim}3.54{\pm}0.05mg/g$, but they increased 3~4 times between boiling and 24 hours of fermentation to $10.61{\pm}0.16{\sim}12.66{\pm}0.17mg/g$. However, raffinose content tended to decrease to $8.28{\pm}0.17{\sim}11.83{\pm}0.44mg/g$ after 48 hours of fermentation. From FRAP, DPPH, and ABTS assays, antioxidant activities according to fermentation period of Cheonggukjang were rather low in boiled soybeans compare to raw soybeans. However, the activities were higher as the fermentation period increased. The antioxidant activity of trans-resveratrol showed an $RC_{50}$ value of $4.71{\pm}0.36{\sim}8.46{\pm}0.05{\mu}g/mL$ from the DPPH, ABTS, and FRAP assays. This could be partly due to the significant increase in trans-resveratrol according to fermentation periods. However, changes in functional oligosaccharides (stachyose and raffinose) during fermentation appear to not be related to the antioxidant effects of Cheonggukjang.

Comparative Depigmentation Effects of Resveratrol and Its Two Methyl Analogues in α-Melanocyte Stimulating Hormone-Triggered B16/F10 Murine Melanoma Cells

  • Yoon, Hoon-Seok;Hyun, Chang-Gu;Lee, Nam-Ho;Park, Sung-Soo;Shin, Dong-Bum
    • Preventive Nutrition and Food Science
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    • v.21 no.2
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    • pp.155-159
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    • 2016
  • Previous research showed that resveratrol (trans-3,4',5-trihydroxystilbene) and pinostilbene (trans-3-methoxy-4',5-dihydroxystilbene) were able to inhibit tyrosinase directly; however, anti-melanogenic effects of pterostilbene (trans-3,5-dimethoxy-4'-hydroxystilbene) and resveratrol trimethyl ether (RTE) have not been compared. To investigate the hypopigmentation effects of pterostilbene and RTE, melanin contents and intracellular tyrosinase activity were determined by western blot analysis. Firstly, pterostilbene showed the inhibitory effects on ${\alpha}$-melanocyte stimulating hormone (MSH)-induced melanin synthesis stronger than RTE, resveratrol, and arbutin. Pterostilbene inhibited melanin biosynthesis in a dose-dependent manner in ${\alpha}$-MSH-stimulated B16/F10 murine melanoma cells. Specifically, melanin content and intracellular tyrosinase activity were inhibited by 63% and 58%, respectively, in response to treatment with $10{\mu}m$ of pterostilbene. The results of western blot analysis indicated that pterostilbene induced downregulation of tyrosinase protein expression and suppression of ${\alpha}$-MSH-stimulated melan-A protein expression stronger than RTE or resveratrol. Based on these results, our study suggests that pterostilbene can induce hypopigmentation effects more effectively than resveratrol and RTE, and it functions via downregulation of protein expression associated with hyperpigmentation in ${\alpha}$-MSH-triggered B16/F10 murine melanoma cells.