• 제목, 요약, 키워드: matairesinol

검색결과 12건 처리시간 0.035초

Lignan from Safflower Seeds Induces Apoptosis in Human Promyelocytic Leukemia Cells

  • Kim, Jae-Hi;Park, Youn-Hee;Park, Sang-Won;Yang, Eun-Kyoung;Lee, Won-Jung
    • Preventive Nutrition and Food Science
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    • v.8 no.2
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    • pp.113-118
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    • 2003
  • We recently extracted lignans such as matairesinol and 2-hydroxyarctigenin from safflower seeds and found that they exhibit a potent cytotoxic effect on human promyleocytic leukemia HL-60 cells. In this study, we investigated whether mechanisms of the matairesinol-induced cell death are associated with the programmed cell death, apoptosis. Matairesinol dose-dependently reduced viability of HL-60 cells with an IC/sun 50/ value of 60 $\mu$M. Staining of cells with Hoechst 33342 revealed distinct morphological features of apoptosis, such as the nuclei broken into chromatin containing fragments of various sizes in the cells exposed to 100 $\mu$M matairesinol for 24 hr. Agarose gel electrophoresis of DNA from the cells treated with matairesinol showed internucleosomal DNA degradation into oligonucleosomal sizes. DNA ladder like patterns were easily detected after treatment with matairesinol concentrations ranging from 10 to 100 $\mu$M after 24 hr. In cells treated with 100 $\mu$M matairesinol for differing time periods, the DNA ladder was detectable from 6 hr onward. A time course histogram of the DNA content analyzed by flow cytometry revealed a rapid increase in subdiploid cells and a concomitant decrease in diploid cells exposed to 100 $\mu$M matairesinol. These results indicate that matairesinol-induced HL-60 cell death was due to the DNA damage and apoptosis.

연교추출물의 피부 항노화 효과 (Skin Anti-aging Effect of Forsythia viridissima L. Extract)

  • 김미진;김자영;정택규;최상원;윤경섭
    • KSBB Journal
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    • v.21 no.6
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    • pp.444-450
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    • 2006
  • 본 연구에서는 새로운 주름개선 소재로서 phytoestrogen의 일종인 lignans를 각각 함유하는 연교추출물을 추출 분리하여 노화와 관련된 생리활성 효과를 확인하였다. Arctigenin과 matairesinol을 각각 함유하는 연교추출물은 처리농도가 증가함에 따라 농도 의존적으로 DPPH와 superoxide radical에 대한 소거효과를 나타내었다. DPPH radical 소거효과에서 arctigenin-rich와 matairesinol-rich는 각각 $IC_{50}$ 값이 $5.747{\mu}g/ml,\;4.450\;{\mu}g/ml$를 나타내었으며, superoxide radical 소거효과에서는 각각 1.634 mg/m1, 542.428 mg/ml로 양성 대조군으로 사용한 BHT보다 우수한 항산화 효과를 보였다. Type I collagen 합성효과도 arctigenin 및 matairesinol을 각각 함유한 연교추출물 그리고 양성 대조군 vitamin C를 $100\;{\mu}g/ml$을 처리하였을 때 각각 10.5, 26.4, 15.7%의 합성율을 보임으로써 vitamin C와 유사하거나 우수한 효과를 나타내었다. 또한, UVA에 의해 발현이 증가되는 MMP-1의 발현저해 효과는 matairesinol을 함유한 연교추출물의 경우 oleanolic acid와 유사한 저해 효과를 보였다. Matairesinol을 함유한 연교추출물을 함유한 크림의 피부 주름개선 효과를 평가하기 위하여, 눈가 주름 부위의 제품 도포 후 피부 주름의 변화와 피부거침 개선 효과를 평가하였다. 연교추출물을 함유한 크림을 약 12주간 도포하였을 경우, 깊은 주름과 총 주름수의 감소효과를 관찰할 수 있었으며, 연교추출물 2%를 적용한 인체 안전성시험에서 무자극으로 판명 되 었다. 본 연구를 통하여 lignans를 각각 함유하는 연교추출물은 항산화 효과와 생체 단백질의 30%를 구성하는 collagen의 합성효과 및 UVA에 의한 MMP-1의 발현저해 효과를 보였다. 인체에 무자극성으로 제품에 적용시 관찰되는 피부 주름개선 효과는 lignans를 각각 함유한 연교추출물을 새로운 주름개선을 위한 천연소재로 이용될 수 있을 것으로 사료된다.

홍화씨 폴리페놀이 HMG-CoA reductase, LDL 산화 및 Apo A1 분비에 미치는 영향 (The Effect of Polyphenols from Safflower Seed on HMG-CoA Reductase (HMGR) Activity, LDL Oxidation and Apo A1 Secretion)

  • 조성희;박영이;윤지영;최상원;하태열
    • 한국식품과학회지
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    • v.38 no.2
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    • pp.279-283
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    • 2006
  • 홍화씨의 폴리페놀 성분들이 HMGR 활성, LDL-oxidation과 Hep3B 세포로부터의 Apo A1 분비능에 미치는 영향을 조사하였다. 홍화씨 성분은 matairesinol(lignan), acacetin(flavone) 및 N-feruloylserotonin과 matairesinol의 대사산물인 enterolactone을 사용하였다. 그 결과, HMCR 저해활성은 mevastatin이 53%로 가장 높은 활성을 나타내었고 다음은 홍화씨 serotronin 유도체인 N-feruloylserotonin이 45%의 저해활성을 보여 홍화씨 폴리페놀 중에서는 가장 높은 활성을 보였으며 genistein은 35%의 활성을 보인 반면 나머지는 활성이 거의 미미하였다. N-feruloylserotonin의 활성은 용량 의존적 반응을 나타내었다. LDL 산화 억제효과는 사용한 모든 홍화씨 폴리페놀성분에서 나타났는데, 특히 N-feruloylserotonin에서 가장 강한 활성을 보였고 역시 용량 의존적 반응을 보였다. Hep3B에서의 Apo A1 분비능은 mevastatin에서 가장 높았고 enterolactone, genistein 및 ${\beta}-estradiol$에서 분비 증강활성을 나타내었다. 이상의 결과들로 미루어 볼 때, 홍화씨 폴리페놀 성분들은 콜레스테를 생합성과 LDL의 산화를 억제시킴으로서 지질대사 및 동맥경화 개선에 기여할 수 있을 것으로 사료된다.

Antioxidative Activity of Phenolic Compounds in Roasted Safflower (Carthamus tinctorius L.) Seeds

  • Kang, Ga-Hwa;Chang, Eun-Ju;Park, Sang-Won
    • Preventive Nutrition and Food Science
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    • v.4 no.4
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    • pp.221-225
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    • 1999
  • Antioxidative compounds contained in roasted safflower seeds were investigated. Six phenolic compounds, N-feruloylserotonin, N-(p-coumaroyl) serotonin, matairesinol, 8'-hydroxyarctigenin, acacetin 7-Ο-β-D-glucoside(tilianine) and acacetin were isolated and identified from the extract of seeds. The inhibitory effects of six phenolic compounds on 1,1-dipheny1-2-picrylhydrazyl(DPPH) radical and lipid peroxidation induced by H₂O₂/FeSO₄in rat liver microsomes were determined. Two serotonins showed more potent DPPH radical scavenging activity, and a stronger inhibitory effect on the lipid peroxidation than that of α-tocopherol. In addition, acacetin and matairesinol also considerably inhibited lipid peroxidation, while 2-hydroxy-arctigenin and tilianine were inactive. These results suggest that phenolic compounds, including serotonins, lignans and flavonoids in the roasted safflower seeds can be used as potential dietary natural antioxidants.

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Antioxidant Properties and Quantification of Phenolic Compounds from Safflower (Carthamus tinctorius L.) Seeds

  • Kim, Eun-Ok;Oh, Ji-Hae;Lee, Sung-Kwon;Lee, Jun-Young;Choi, Sang-Won
    • Food Science and Biotechnology
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    • v.16 no.1
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    • pp.71-77
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    • 2007
  • The antioxidant properties of twelve phenolic compounds, including matairesinol 4'-O-$\beta$-D-glucoside, 8'-hydroxyarctigenin 4'-O-$\beta$-D-glucoside, matairesinol, 8'-hydroxyarctigenin, N-feruloylserotonin 5-O-$\beta$-D-glucoside, N-(p-coumaroyl)-serotonin-5-O-$\beta$-D-glucoside, N-feruloylserotonin, N-(p-coumaroyl)serotonin, luteolin 7-O-$\beta$-D-glucoside, luteolin, acacetin 7-O-$\beta$-glucuronide, and acacetin, isolated from defatted safflower (Carthamus tinctorius L.) seeds were evaluated with regard to the DPPH, superoxide and hydroxyl radicals. Additionally, levels of phenolic compounds were determined by HPLC in two cultivars of safflower seeds. Among them, four serotonin derivatives showed potent DPPH ($IC_{50}=10.83-21.75\;{\mu}M$) and hydroxyl ($IC_{50}=75.93-374.63\;{\mu}M$) radical scavenging activities, and their activities were significantly stronger than that of ${\alpha}-tocopherol$. Four flavonoids ($IC_{50}=170.65-275.83\;{\mu}M$) and four lignans ($IC_{50}=114.22-406.10\;{\mu}M$) exhibited significant superoxide and hydroxyl radical scavenging activities, respectively, whereas these compounds contained less activity toward the DPPH and hydroxyl radicals than serotonin derivatives. The levels of serotonin derivatives, lignans and flavonoids in safflower seeds of two cultivars ranged from 49.30 to 260.40, 3.72 to 158.90, and 11.72 to 214.97 mg% (dry base), respectively. Of the two cultivars, 'Cheongsu' had somewthat higher concentrations of phenolic compounds than 'Uisan'. These results suggest that phenolic compounds in safflower seeds may playa role as protective phytochemical antioxidants against reactive oxygen-mediated pathological diseases.

우방자에서 분리한 주름개선 화합물 (Anti-wrinkle Compounds Isolated from the Seeds of Arctium lappa L.)

  • 황주영;박태순;김동희;황은영;이정노;이지영;이강태;이건국;손준호
    • 생명과학회지
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    • v.22 no.8
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    • pp.1092-1098
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    • 2012
  • 본 연구에서는 우방자를 70% 에탄올로 추출하여 얻어진 추출물을 n-hexane, methylene chloride, ethyl acetate로 순차용매 분획하였다. 각 분획물에 대해 activity-guided isolation을 수행하여 활성물질의 분리 정제를 실시하였다. 활성을 나타내는 물질은 silica gel chromatography (230 mesh), sephadex LH 20, recrystallization method를 이용하여 분리하였다. 각 화합물의 화학구조는 NMR 스펙트럼 데이터 해석하였고 arctiin, arctigenin, diarctigenin, matairesinol 으로 동정하였다. 이들을 human dermal fibroblast HS68 세포에 처리하여 얻어진 상등액은 ELISA kit를 활용하여 procollagen type I 생합성과 MMP-1 저해활성을 측정하였다. 측정결과 procollagen type I 생합성과 MMP-1 저해활성 결과 모두 arctiin이 가장 우수한 결과를 보였다. 이와 같은 결과를 통해 우방자에서 분리한 리그난 화합물들을 이용하여 주름개선 소재로 개발할 수 있을 것으로 사료 된다.

Quantitative Analysis of Isoflavones and Lignans in Sea Vegetables Consumed in Korea Using Isotope Dilution Gas Chromatography-Mass Spectrometry

  • Lee, Young-Joo;Adlercreutz, Herman;Kwon, Hoon-Jeong
    • Food Science and Biotechnology
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    • v.15 no.1
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    • pp.102-106
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    • 2006
  • The phytoestrogens including isoflavones (genistein, daidzein, biochanin A, formononetin, and glycitein), coumestrol, and lignans (secoisolariciresinol, matairesinol, and anhydrosecoisolariciresinol) were quantified in edible sea vegetables from Korea. Sea vegetable samples were collected based on domestic consumption data. After hydrolysis of phytoestrogen glycosides in prepared samples, aglycones of phytoestrogens were extracted with diethyl ether and analyzed with isotope dilution gas chromatography-mass spectrometry in selected ion monitoring mode (ID-GC-MS-SIM). Total samples included 19 samples representing eight species. Most of the samples showed rather low concentrations, ranging from not determinated to $79.2\;{\mu}g/kg$ for isoflavones and from 106.4 to $694.8\;{\mu}g/kg$ for lignans. The daily intake of phytoestrogen from sea vegetables, estimated from the present data and domestic consumption data, was about $0.13\;{\mu}g/day$ for isoflavones and $2.0\;{\mu}g/day$ for lignans. When we compared these results with those from legumes, sea vegetables would not be considered the major source of phytoestrogens in the Korean diet.

Screening and Biotransformation of Interleukin-1$\beta$ Converting Enzyme Production Inhibitors from Arctii fructus

  • KIM HYUN A;YOON DO YOUNG;LEE SANG MYUNG;BAEK SEUNG HWA;HAN GYOON HEE;KHO YOUNG HEE;LEE CHOONG HWAN
    • Journal of Microbiology and Biotechnology
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    • v.15 no.2
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    • pp.269-273
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    • 2005
  • Five dibenzylbutyrolactones were isolated from a methanol extract of Arctii fructus (Arctium lappa L.) by bioassay-guided isolation, using the interleukin-l $\beta$ converting enzyme (caspase-l, ICE) production inhibitory assay in vitro. These compounds were spectroscopically identified as lappaol E (1), lappaol A (2), matairesinol (3), arctigenin (4), and arctiin (5). Among the compounds tested, arctigenin (4) showed the strongest inhibitory activity for ICE production in IL-$\beta$-induced proliferation of D 1 OS cells. Western blot analysis demonstrated that the arctigenin suppressed the expression of ICE protein in a dose-dependent manner. To estimate the biotransformation of Arctii fructus in vivo by human intestinal bacteria, we carried out an anaerobic incubation of the Arctii fructus extract with a human fecal suspension. From the HPLC analysis of metabolites, Arctiin (IC$_{50}$=74.2$\mu$g/ml), a major component of Arctii fructus, was transformed to aglycone, arctigenin (IC$_{50}$=12.5$\mu$g/ml), by human intestinal bacteria. The ICE production inhibitory activity of Arctii fructus would be much stronger in vivo than in vitro due to the biotransformation by human intestinal bacteria.

Phytoestrogen-Induced Phosphorylation of MAP Kinase in Osteoblasts is Mediated by Membrane Estrogen Receptor

  • Park, Youn-Hee;Park, Hwan-Ki;Lee, Hyo-Jin;Park, Sun-Mu;Choi, Sang-Won;Lee, Won-Jung
    • The Korean Journal of Physiology and Pharmacology
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    • v.6 no.3
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    • pp.165-169
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    • 2002
  • We have previously demonstrated that phytoestrogens isolated from safflower seeds significantly attenuated bone loss in ovariectomized rats, and directly stimulated proliferation and differentiation of cultured osteoblastic cells. In an attempt to elucidate underlying cellular mechanisms, in the present study we investigated effects of $17{\beta}-estradiol\;(E_2)$ and phytoestrogens such as matairesinol and acacetin, a type of lignan and flavonoid, respectively, on activation of mitogen activated protein (MAP) kinases, extracellular signal-regulated kinase 1 (ERK1) and ERK2, in cultured osteoblastic ROS 17/2.8 cells. Western blot analysis with anti-MAP kinase antibody showed that a wide range concentrations $(10^{-14}\;to\;10^{-6}\;M)\;of\;E_2$ as well as both phytoestrogens induced rapid and transient activation of ERK1/2 through phosphorylation within minutes. Maximum activation of MAP kinases by $E_2$ and phytoestrogens were observed at 10 and 15 min, respectively. $E_2-induced$ phosphorylation of ERK1/2 returned to the control level at 30 min, whereas phytoestrogen-induced phosphorylation was maintained at high level until 30 min. PD-98059, a highly selective inhibitor of MAP kinase, prevented phosphorylation of ERK1/2 in the cells treated either with $E_2$ or phytoestrogens. To examine a possible involvement of estrogen receptor in the activation process of MAP kinase, Western blot analysis was performed in the presence and absence of the estrogen receptor antagonists, ICI 182,780 and tamoxifen. These antagonists blocked MAP kinase phosphorylation induced not only by $E_2,$ but also by the phytoestrogens. To the best our knowledge, this study is the first to demonstrate that phytoestrogens such as flavonoid and lignan extracted from safflower seeds produce a rapid activation of MAP kinase, at least partially via membrane estrogen receptor of the cultured osteoblastic cells.

HPLC-tandem Mass Spectrometric Analysis of the Marker Compounds in Forsythiae Fructus and Multivariate Analysis

  • Cho, Hwang-Eui;Ahn, Su-Youn;Son, In-Seop;Hwang, Gyung-Hwa;Kim, Sun-Chun;Woo, Mi-Hee;Lee, Seung-Ho;Son, Jong-Keun;Hong, Jin-Tae;Moon, Dong-Cheul
    • Natural Product Sciences
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    • v.17 no.2
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    • pp.147-159
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    • 2011
  • A high-performance liquid chromatography-electrospray ionization-tandem mass spectrometric method was developed to determine simultaneously eight marker constituents of Forsythiae fructus, and subsequently applied it to classify its two botanical origins. The marker compounds of Forsythia suspensa were phillyrin, pinoresinol, phillygenin, lariciresinol and forsythiaside; those of F.viridissima were arctiin, arctigenin and matairesinol. Separation of the eight analytes was achieved on a phenyl-hexyl column (150${\times}$2.0 mm i.d., 3 ${\mu}M$) using gradient elution with the mobile phase: (A) 10% acetonitrile in 0.5% acetic acid, (B) 40% aqueous acetonitrile. A few fragment ions specific to the types of lignans, among the product ions generated by collisonally induced dissociation (CID) of molecular ion clusters, such as [M-H]$^-$ or [M+OAc]$^-$ were used not only for fingerprinting analysis but for the quantification of each epimer by using multiple-reaction monitoring mode. It was shown good linearity ($r^2{\geq}$ 0.9998) over the wide range of all analytes; intra- and inter-day precisions (RSD, %) were within 9.14% and the accuracy ranged from 84.3 to 115.1%. The analytical results of 40 drug samples, combined with multivariate statistical analyses - principal component analysis (PCA) and hierarchical cluster analysis (HCA) - clearly demonstrated the classification of the test samples according to their botanical origins. This method would provide a practical strategy for assessing the authenticity or quality of the herbal drug.