• Title/Summary/Keyword: trifolin

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Biosynthesis of trifolin, a bioactive flavonoid by biotransformation (생물전환으로 생리활성물질인 trifolin의 생합성)

  • Noh, Hye-Ryeong;Kang, Ju-Yeong;Kim, Bong-Gyu
    • Journal of Applied Biological Chemistry
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    • v.64 no.3
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    • pp.309-316
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    • 2021
  • Kaempferol 3-O-galactoside (Trifolin), a member of the flavonol group, has been reported to have anticancer effects against promyelocytic leukemia, histocytic lymphoma, skin melanoma and lung cancer. Trifolin has been extracted and used from several plants, but the extraction process is complicated and the final yield is low. Biotransformation is an alternative tool to produce high value-added chemicals from inexpensive compounds. To synthesis trifolin from naringenin, three genes (PeFLS and OsUGE-PhUGT) were introduced into Escherichia coli, respectively. In order to synthesis trifolin from naringenin, a co-culture fermentation system was established by optimizing the cell concentration, biotransformation temperature and medium, isopropyl-β-D-thiogalactoside (IPTG) concentration, substrate supply concentration, and recombinant protein induction time. The established optimal conditions for trifolin production were a 3:1 ratio of BL-UGTE to BL-FLS, induction of recombinant protein at 25 ℃ for 4 h after addition of 2.0 mM IPTG, biotransformation at 30 ℃, and supply of 300 μM naringenin. Through the optimized co-culture fermentation system, trifolin was biosynthesized up to 67.3 mg/L.

Antioxidative Properties of Ginseng Leaf Flavonoids on Cellular Membranes

  • Park, Soo-Nam;San
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.16 no.1
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    • pp.1-17
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    • 1990
  • The major flavonoid component of Ginseng leaf is trifolin, a glycoside of kaempferol. To evaluate the antioxidative properties of trifolin and kaempferol on cellular membranes, we compared them with the other flavonoids through the 102-Induced photohemolysis of rabbit erythrocytes. All the flavonoid aglycones including kaempferol, quercetin and baicalein protected effectively the cells from the 102-caused damage in a dose- dependent manner, by scavenging 102 and free radicals in the cellular membranes. The solubilization of the flavonoid aglycones into micelles or erythrocyte membranes was deduced from spectro-photometric and microscopic observations. The flavonoid glycosides were not protective or less protective than their corresponding aglycones, and trifolin was the only glycoside that exhibited a solubilization into the membranes and a significant protection against the photohemolysis. We also tested some phenolic compounds contained in Ginseng, and found that they did not prevent the photohemolysis so effectively as kaempferol or trifolin.

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Isolation of Flavonoids from the Leaves of Aralia continentalis (땃두릅으로부터 Flavonoid 성분의 분리)

  • Kim, Ju-Sun;Kang, Sam-Sik;Lee, Myung-Whan;Kim, Ok-Kyung
    • Korean Journal of Pharmacognosy
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    • v.26 no.3
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    • pp.239-243
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    • 1995
  • Six flavonoids were isolated from the leaves of Aralia continentalis. Their structures were characterized as kaempferol, quercetin, 6'-O-acetyl astragalin, astragalin, trifolin and hyperoside by chemical and spectroscopic evidences. This is the first isolation from this plant.

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Biological Activities of the Water Soluble Fraction from the Overground Part of Panax ginseng (인삼잎의 수용성 분획의 생리활성)

  • Hahn Dug Ryong
    • Proceedings of the Ginseng society Conference
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    • 1988.08a
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    • pp.139-140
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    • 1988
  • In the screening of those components with comparatively strong xanthine oxidase inhibition activities from Panax ginseng folium. trifolin. panasenoside. kaempferol and so far unconfirmed phenol whose chemical structure still without elucidation have been discovered as such components. Specific inhibitors of xanthine oxidase are thought to be therapeutically useful for the treatment of gout. Such opinion is considered to be useful to support the thought that ginseng folium is effective for the adjustment of gout. Although trifolin. panasenoside. and kaempferol are well known flavonoids. further studies on unidentified new phenols should be continued.

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Antioxident components from Aralia continentalis

  • Kim, Ju-Sun;Kang, Sam-Sik;Park, Jae-Sue
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.182-182
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    • 1998
  • The root of Aralia continentalis Kitagawa(Araliaceae) have been used as an analgesic and fever remedy, and for treatment of rheumatism in Chinese medicine, whereas the young leaves are used for salad. An antioxidant activity of the young leaves of A continentalis was determined by measuring lipid peroxide produced when a mouse liver homogenate was exposed to the air at 37$^{\circ}C$, using 2-thiobarbituric acid(TBA) and by evaluation the radical scavenging activity on 1,l-diphenyl-2 picrylhydrazyl (DPPH) radical. Bioassay guided fractionation of MeOH extract isolated six flavonoid compounds as active components from EtOAc fraction. Adenosine and two saponins were isolated from the weak active BuOH fraction. The antioxidant effect by DPPH radical scavenging activity showed that quercetin was the most active among these compounds. Hyperoside and kaempferol were also active, while 6"-O-acetyl astragalin, astragalin, trifolin, adenosine, oleanolic acid 28-O-glucosyl ester and salsoloside C methyl ester were almost inactive. All the compounds were identified by spectroscopic methods.

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Analysis of Useful Materials of Resource Plant, Lespedeza cuneata. G. don and Utilization as Functional Food (자원식물인 비수리의 유용물질 분석 및 기능성 식품으로써의 활용)

  • Ahn, C.H.
    • Journal of Practical Agriculture & Fisheries Research
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    • v.19 no.1
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    • pp.99-108
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    • 2017
  • It is Lespedeza cuneata. G. don used as a remedy for cough, asthma, premature ejaculation and so on, though it has been used for a long time. In order to investigate the possibility of using Lespedeza cuneata. G. don as a raw material for functional food, we examined useful substances through analysis. In the study, 124 useful substances were analyzed and 84 of them were found to be functional. In 6 species, 6 of them were found to be functional and 5 of them were functional. In the present study, the other useful substance, D-pinitol, also confirmed its functionality. Potassium isolespedezate and Potassium lespedezate act as antibiotics, Trifolin acts as an antibiotic and hepatoprotectant, and Vitexin acts as a hepatoprotectant. D-pinitol has shown excellent efficacy in patients with prediabetic and insulin-resistant diabetes. As it contains a large amount of useful substances, it can be utilized as a highly functional food.

Effects of Flavonoids of Ginseng Leaves on Erythrocyte Membranes against Singlet Oxygen Caused Damage (일중항 산소($^1$O$_2$)에 의한 적헐구막 손상에 미치는 인삼잎 플라보노이드의 영향)

  • Soo-Nam Park;San
    • Journal of Ginseng Research
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    • v.14 no.2
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    • pp.191-199
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    • 1990
  • It has been well known that extended exposure to reactive oxygens causes severe damage to susceptible biomolecules. In this study, the effects of flavonoids including trifolin and kaempferol from Ginseng leaves on singlet oxygen induced photohemolysis of erythrocytes and free radical scavenging activities were investigated. Each flavonoid aglycone (5-50$\mu$M) such as kaempferol, quercetin or baicalein exhibited a high protective effect against the photohemolysis. They protected the cells by scavenging $^1O_2$ and free radicals Although the free radical scavenging activities of the flavonoid glycosides were not much lower than those of their corresponding aglycones, their insolubility into lipid bilayers of membrane made them less effective in preventing the photohemolysis induced by $^1O_2$. The $^1O_2$ and free radical scavenging activities of flavonoids were estimated by the decomposition of the flavonoid by $^1O_2$ and the bleaching of free radicals by the flavonoid, respectively. The solubilization of the flavonoid into micells or erythrocytes was deduced from spectrophotometric and microscopic observations. The cooperation of L-ascorbic acid and a flavonoid, and a possible involvement of lipoxygenase or cyclooxygenase in the photohemolysis mechanism were discussed.

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The Phenolic Components of Sapium japonicum (사람주나무잎의 페놀성 성부)

  • Ahn, Yeong-Jin;Lee, Seung-Ho;Kang, Shin-Jung;Hwang, Bang-Yeon;Park, Woong-Yang;Ahn, Byung-Tae;Ro, Jai-Seup;Lee, Kyong-Soon
    • YAKHAK HOEJI
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    • v.40 no.2
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    • pp.183-192
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    • 1996
  • A chemical examination of the phenolic compounds in the leaves of Sapium japonicum(Euphorbiacesae) has led to the isolation of eleven phenolic compounds, containing five hydrolysable tannins and six flavonoids. On the basis of chemical and spectroscopic evidences, the structures of these compounds were confirmed to be gallic acid(1), 5-O-caffeoyl quinic acid(2), 1-O-galloyl-3,6-(R)-HHDP-${\beta}-_D$-glucose(corilagin)(3), 1-O-galloyl-2,4(R)-DHHDP-${\beta}-_D$-glucose(furosin)(4), 1-O-galloyl-2,4-(R)-DHHDP-3,6-(R)-HHDP-${\beta}-_D$-glucose(geraniin )(5), astragalin(6), trifolin(7), afzelin(8), quercetin(9), isoquercitrin(10) and rutin(11). Among them geraniin was the main component.

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Antioxidant Components from Aralia continentalis (땃두릅(Aralia continentails)의 항산화 성분)

  • Kang, Sam-Sik;Choi, Jae-Sue;Lee, Myung-Whan;Lee, Taik-Soo;Kim, Ju-Sun
    • Korean Journal of Pharmacognosy
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    • v.29 no.1
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    • pp.13-17
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    • 1998
  • The root of Aralia continentalis Kitagawa (Araliaceae) have been used as an analgesic and fever remedy, and for treatment of rheumatism in Chinese medicine, whereas the young leaves are used for ingredient of salad. Antioxidant activity of the young leaves of A. continentails was determined by measuring lipid peroxide produced when a mouse liver homogenate was exposed to the air at $37^{\circ}C$, using 2-thiobarbituric acid (TBA) and by evaluation the radical scavenging activity on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. Chromatographic separation of active fraction led to the isolation of six flavonoids, among which quercetin, hyperoside and kaempferol showed strong antioxidant activities, while 6"-O-acetyl astragalin, astragalin and trifolin were inactive. Adenosine, oleanolic acid 28-O-glucosyl ester and salsoloside C methyl ester isolated from the somewhat active BuOH fraction exhibited no antioxidant activities.

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