• 제목/요약/키워드: phenolic compounds.

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구척의 항산화 활성 및 지표성분 동정 (Anti-oxidant Activities and Identification of Standard Compounds from Cibotii Rhizoma)

  • 김소화;김은영;황완균
    • 약학회지
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    • 제58권5호
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    • pp.314-321
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    • 2014
  • Cibotii Rhizoma, the dried rhizome of Cibotium barometz J. Smith (C. barometz), has long been used to treat bone or nervous system disorders. In this regard, we isolated three main phenolic compounds, onitin-4-O-${\beta}$-D-glucopyranoside (1), irisdichototins E & F epimeric mixture (2), and protocatechuic acid (3) from C. barometz methanol extract. In addition, we screened their antioxidative activities by DPPH, ABTS radical, and superoxide scavenging assays. Among these three compounds, irisdichototins E & F and protocatechuic acid showed strong antioxidant activities. Also, the antioxidant activities of the C. barometz extracts were proportional to the contents of irisdichototins E & F and protocatechuic acid, thus these two phenolic compounds could be main active compounds of C. barometz. In addition, onitin-4-O-${\beta}$-D-glucopyranoside is considered as a marker compound of C. barometz because this compound is specifically contained in C. barometz which belongs to Pteridophyta order. A rapid analysis method for the simultaneous determination of phenolic compounds was also developed by UPLC (Ultra Performance Liquid Chromatography). Using the developed method, the two active compounds (irisdichototins E & F and protocatechuic acid) and a marker compound (onitin-4-O-${\beta}$-D-glucopyranoside) were successfully quantified in 14 commercial samples that were collected from different regions.

Heptatriacontanol and Phenolic Compounds from Halochris hispida

  • Gohar, Ahmed A.
    • Natural Product Sciences
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    • 제7권3호
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    • pp.68-71
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    • 2001
  • The phytochemical investigation of Halocharis hispida revealed the presence of 1-heptatriacontanol, ${\beta}-sitosterol$, ${\beta}-sitosterol-3-O-glucoside$, kaempferol, vitexin and isorhamnetin-3-O-galactoside in addition to vanillic, ferulic, isoferulic, syringic and caffeic acids. The different isolated compounds were identified by different physical, chemical, chromatographic and/or spectral methods.

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Changes in element accumulation, phenolic metabolism, and antioxidative enzyme activities in the red-skin roots of Panax ginseng

  • Zhou, Ying;Yang, Zhenming;Gao, Lingling;Liu, Wen;Liu, Rongkun;Zhao, Junting;You, Jiangfeng
    • Journal of Ginseng Research
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    • 제41권3호
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    • pp.307-315
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    • 2017
  • Background: Red-skin root disease has seriously decreased the quality and production of Panax ginseng (ginseng). Methods: To explore the disease's origin, comparative analysis was performed in different parts of the plant, particularly the epidermis, cortex, and/or fibrous roots of 5-yr-old healthy and diseased red-skin ginseng. The inorganic element composition, phenolic compound concentration, reactive oxidation system, antioxidant concentrations such as ascorbate and glutathione, activities of enzymes related to phenolic metabolism and oxidation, and antioxidative system particularly the ascorbate-glutathione cycle were examined using conventional methods. Results: Aluminum (Al), iron (Fe), magnesium, and phosphorus were increased, whereas manganese was unchanged and calcium was decreased in the epidermis and fibrous root of red-skin ginseng, which also contained higher levels of phenolic compounds, higher activities of the phenolic compound-synthesizing enzyme phenylalanine ammonia-lyase and the phenolic compound oxidation-related enzymes guaiacol peroxidase and polyphenoloxidase. As the substrate of guaiacol peroxidase, higher levels of $H_2O_2$ and correspondingly higher activities of superoxide dismutase and catalase were found in red-skin ginseng. Increased levels of ascorbate and glutathione; increased activities of $\text\tiny L$-galactose 1-dehydrogenase, ascorbate peroxidase, ascorbic acid oxidase, and glutathione reductase; and lower activities of dehydroascorbate reductase, monodehydroascorbate reductase, and glutathione peroxidase were found in red-skin ginseng. Glutathione-S-transferase activity remained constant. Conclusion: Hence, higher element accumulation, particularly Al and Fe, activated multiple enzymes related to accumulation of phenolic compounds and their oxidation. This might contribute to red-skin symptoms in ginseng. It is proposed that antioxidant and antioxidative enzymes, especially those involved in ascorbate-glutathione cycles, are activated to protect against phenolic compound oxidation.

솔잎혹파리에 대한 소나무류(類) 침엽내(針葉內)의 저항성인자(抵抗性因子) 조사(調査) (Potential Resistance Factors in Pine Needles to Pine Gall Midge)

  • 손두식;엄태진;서재덕;이상록
    • 한국산림과학회지
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    • 제85권2호
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    • pp.244-250
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    • 1996
  • 솔잎혹파리의 저항성인자(抵抗性因子)를 소나무, 해송, 버지니아소나무 및 해송${\times}$버지니아소나무에 대하여 조사(調査)하였다. 성충(成蟲)이 산란(産卵)을 위해 수종(樹種)의 선호성(選好性)과 침엽(針葉)에서 추출(抽出)된 방향물질(芳香物質)인 terpenoid와 phenolic compound에 대한 유충(幼蟲)의 생물학적(生物學的) 검정(檢定)을 실시(實施)하였다. 솔잎혹파리의 성충(成蟲)은 산란(産卵)을 위해서 수종(樹種)에 관계없이 전수종(全樹種)에 비산(飛散)하여 산란(産卵)을 하였으나 충영 형성율(形成率)은 버지니아소나무에는 0%, 해송${\times}$버지니아소나무는 9%, 소나무와 해송은 각각(各各) 25.6%, 22.2%이었다. 그러므로 솔잎혹파리는 버지니아소나무에는 산란(産卵)을 하나 유충(幼蟲)이 자라지 못하고 폐사(斃死)함으로 침엽내(針葉內)에는 솔잎혹파리에 대한 저항성물질(抵抗性物質)이 있는 것으로 추측(推測)되며 소나무류(類)에서 휘발(揮發)되는 terpenoid는 솔잎혹파리의 성충(成蟲)을 유인(誘引) 혹은 기피성물질(忌避性物質)이 아니었으며 또한 신초(新梢)에서 휘발생(揮發生)되는 terpenoids 및 송지(松脂)는 솔잎혹파리 유충(幼蟲)의 폐사(斃死)에 영향을 주지 않는 것으로 나타나고 있다. 솔잎혹파리의(幼蟲)을 사육(飼育)한 결과(結果)는 버지니아소나무 침엽(針葉)에서 추출(抽出)한 phenolic compounds, salicylic acid와 chitinase의 용액(溶液)위에서는 유충(幼蟲)의 폐사율(斃死率)이 각각(各各) 89%, 92%, 86%이나 소나무에서 추출(抽出)한 phenolic compounds와 gallic acid에서는 56%, 57%이었다. 그러므로 버지니아소나무의 침엽내(針葉內)에는 솔잎혹파리에 대한 저항성물질(抵抗性物質)이 함유(含有)되어 있는 것으로 생각되며 salicylic acid와 chitinase는 솔잎혹파리에 대한 저항성물질(抵抗性物質)로 추측된다.

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Screening of the total phenol content and analysis of phenolic compound in rice (Oryza saiva L.) genetic resources

  • Lee, Ji-Hee;An, Min-Jeong;Kim, Seung-Hyun;Chung, Ill-Min
    • 한국작물학회:학술대회논문집
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    • 한국작물학회 2017년도 9th Asian Crop Science Association conference
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    • pp.290-290
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    • 2017
  • Rice (Oryza sativa L.) is one of the most consumed staple food crop which is energy source as carbohydrate and also is considered as the important antioxidant sources including various phenolic compounds. According to the increasing demand of healthy life, the concern to antioxidant also is increasing because of its health-promoting effect. Phenolic compounds are one of the plant secondary metabolites class, which shows various benefits to preventing or treating chronic diseases. In this study, we have measured the total phenol content from total 647 rice samples using the Floin-Ciocalteau method, and then were selected 30 rice genetic resources classified with high, middle, and low group on the basis of total phenol content. The average of the total phenol content of each group was high-group ($6892.9{\pm}488.5{\mu}g\;GAE/g$) > middle-group ($1428.1{\pm}76.0{\mu}g\;GAE/g$) > low-group ($97.6{\pm}11.4{\mu}g\;GAE/g$). The selected rice samples were analyzed with LC-MS/MS to find the composition and concentration of individual phenolic in rice grain. High-group and middle-group contained large amounts of protocatechuic acid and (+)-catechin whereas low-group showed limited amount. Among high-group samples, rice samples with black pericarp color (IT 174089, IT 220079, and IT 259958) had high content of peonidin-3-O-glucoside. Further, these black rice samples were special since polydatin, rarely found stilbenoid in rice grain, was detected. Overall, both the sum of phenolic acid and the sum of flavonoid were high-group > middle-group > low-group. Also, each group exhibited different phenolic compositions; high-group consisted of flavonoid more than phenolic acid, middle-group and low-group was comprised of phenolic acid rather than flavonoid, and non-pigmented rice was composed by fully phenolic acid. The total phenol content had positive relationships with the sum of phenolic compound (r = 0.64), the sum of flavonoid (r = 0.74) at the significance level of p < 0.0001. In addition, protocatechuic acid and quercetin showed positive correlation with above phenolic composition parameters; in order, r = 0.98, 0.65 for protocatechuic acid and r = 0.73, 0.78 for quercetin (p < 0.0001). In conclusion, the total phenol content assay showed the possibility of utilization as a phenolic composition indicator in rice grain. Also, this result was suggested study pigment on other material.

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Enhanced Production of Phenolic Compounds from Pumpkin Leaves by Subcritical Water Hydrolysis

  • Ko, Jeong-Yeon;Ko, Mi-Ok;Kim, Dong-Shin;Lim, Sang-Bin
    • Preventive Nutrition and Food Science
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    • 제21권2호
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    • pp.132-137
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    • 2016
  • Enhanced production of individual phenolic compounds by subcritical water hydrolysis (SWH) of pumpkin leaves was investigated at various temperatures ranging from 100 to $220^{\circ}C$ at 20 min and at various reaction times ranging from 10 to 50 min at $160^{\circ}C$. Caffeic acid, p-coumaric acid, ferulic acid, and gentisic acid were the major phenolic compounds in the hydrolysate of pumpkin leaves. All phenolic compounds except gentisic acid showed the highest yield at $160^{\circ}C$, but gentisic acid showed the highest yield at $180^{\circ}C$. The cumulative amount of individual phenolic compounds gradually increased by 48.1, 52.2, and $78.4{\mu}g/g$ dry matter at $100^{\circ}C$, $120^{\circ}C$, and $140^{\circ}C$, respectively, and then greatly increased by $1,477.1{\mu}g/g$ dry matter at $160^{\circ}C$. The yields of caffeic acid and ferulic acid showed peaks at 20 min, while those of cinnamic acid, p-coumaric acid, p-hydroxybenzoic acid, and procatechuic acid showed peaks at 30 min. Antioxidant activities such as 2,2-diphenyl-1-picrylhydrazyl and ferric reducing antioxidant power values gradually increased with hydrolysis temperature and ranged from 6.77 to 12.42 mg ascorbic acid equivalents/g dry matter and from 4.25 to 8.92 mmol $Fe^{2+}$/100 g dry matter, respectively. Color $L^*$ and $b^*$ values gradually decreased as hydrolysis temperature increased from $100^{\circ}C$ to $140^{\circ}C$. At high temperatures ($160^{\circ}C$ to $220^{\circ}C$), L* and b* values decreased suddenly. The $a^*$ value peaked at $160^{\circ}C$ and then decreased as temperature increased from $160^{\circ}C$ to $220^{\circ}C$. These results suggest that SWH of pumpkin leaves was strongly influenced by hydrolysis temperature and may enhanced the production of phenolic compounds and antioxidant activities.

페놀산의 구조가 암세포에 대한 세포독성에 미치는 영향 (Selective Cytotoxicities of Phenolic Acids in Cancer Cells)

  • 한두석;오상걸;오은상
    • Toxicological Research
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    • 제19권1호
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    • pp.45-50
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    • 2003
  • The purpose of this study was to determine the role of substituted groups in phenolic compounds to develop an anticancer agent having strong cytotoxicity against cancer cells but weak against normal cells. The phenolic compounds used in this study were gallic acid and ferulic acid with hydroxyl and carboxyl groups, syringic acid with hydroxyl, carboxyl and methoxy groups, and pyre-gallol with hydroxyl groups. Cytotoxicities of these compounds were evaluated by MTT assay for cell viability and XTT assay for cell adhesion activity in normal human skin fibroblast (Detroit 551) and human skin melanoma (SK-MEL-3) cells. Syringic acid, gallic acid and ferulic acid decreased the cell viability and cell adhesion activity in SK-MEL-3 cells but not in Detroit 551 cells while pyrogallol decreased in both cells. The susceptibility of cell viability based on the $IC_{50}$ values of MTT assay in Detroit 551 cells was in the following order: pyrogallol > gallic acid > ferulic acid > syringic acid, while it was in SK-MEL-3 cells: Syringic acid > progallol > ferulic acid > gallic acid. These results suggest that carboxyl and methoxy groups of these compounds play an important role in selectivity of cytotoxicity in normal and cancer cells.

Whitening Activity of Phenolic Compounds from Rhizome of Phragmites communis

  • Choi, Sun Eun;Yoon, Jung-Hye;Park, Kwan Hee;Kim, Kyoung Young;Song, Yu Jin;Jin, Hye Young;Lee, Min Won
    • Natural Product Sciences
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    • 제20권4호
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    • pp.269-273
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    • 2014
  • Activity guided phytochemical examination of the rhizome of Phragmites communis has led to the isolation of two phenolic acids and two lignans. Structures of these compounds were elucidated as methyl gallate (1), ${\rho}$ -hydroxy cinnamic acid (2), (+) -lyoniresinol (3), (+)-lyoniresinol-9'-O-${\beta}$-D-glucopyranoside (4) by comparisons with previously reported spectral data. To investigate the melanogenesis inhibitory effects of these compounds, the melanin level and tyrosinase activity were examined in B16F10 melanoma cell. Each compound inhibited both tyrosinase activity and melanin synthesis compared with positive control, kojic acid and arbutin. These results suggest that the phenolic compounds from Phragmites communis might be developed as a potent skin whitenting cosmeceuticals.

Quality Characteristics and Antioxidant Potential of Seeds of Native Korean Persimmon Genotypes

  • Kim, Il-Doo;Dhungana, Sanjeev Kumar;Kim, Hye-Ryun;Shin, Dong-Hyun
    • 한국자원식물학회지
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    • 제30권6호
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    • pp.670-678
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    • 2017
  • Persimmon seeds contain considerable amounts of minerals, amino and organic acids, natural antioxidants and phenolic compounds. The objective of this study was to investigate quality characteristics and antioxidant potential of Korean persimmon seeds. The pH (4.88-4.94), color values, contents of minerals, free amino acids, organic acids, and phenolic compounds and DPPH free radical scavenging potentials of persimmon seed extracts significantly (p < 0.05) varied with the genotypes. This study showed that the seeds could be used as a source of different mineral elements (47.14-85.07 mg/kg) without any measureable amount of heavy metals such as arsenic, cadmium, lead and mercury. Similarly, considerable amounts of organic (1550.13-2413.08 mg/kg) and essential amino (50.85-54.03 mg/kg) acids and total phenolic compounds ($1227.91-1307.78{\mu}g$ gallic acid equivalent/g) were also found in the seed extracts, indicating their potential food value as a natural antioxidant. Results of the present study imply that prethanol-A, a food preservative, can be used as an effective extraction to obtain the minerals, organic and free amino acids, and phenolic compounds from the persimmon seeds, which possess a big potential to be commercially used in food, cosmetic and pharmaceutical industries.