• 제목/요약/키워드: Isoorientin

검색결과 15건 처리시간 0.031초

Isoorientin Suppresses Invasion of Breast and Colon Cancer Cells by Inhibition of CXC Chemokine Receptor 4 Expression

  • Buyun Kim;Byoungduck Park
    • Biomolecules & Therapeutics
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    • 제32권6호
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    • pp.759-766
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    • 2024
  • Cancer metastasis still accounts for up to 90% of cancer-related deaths, but the molecular mechanism for metastasis is unclear. Several chemokines and their receptors mediate tumor cell metastasis, particularly through long-term effects that regulate angiogenesis, tumor cell proliferation and apoptosis. Among them, CXC chemokine receptor 4 (CXCR4) has been shown to play a pivotal role in cancer metastasis through interaction with a ligand (CXCL12), also known as stromal cell-derived factor 1α (SDF-1α). The CXCR4 promoter region is well characterized, and its expression is controlled by various transcriptional factors, including NF-κB, HIF-1α, and so forth. Isoorientin (ISO) is a 3', 4', 5, 7-tetrahydroxy-6-C-glucopyranosyl flavone. ISO has been reported to exhibit anti-oxidant, anti-cancer, and anti-inflammatory properties. However, the anti-metastatic effect of ISO following downregulation of CXCR4 is unknown, and the mechanism underlying the antitumor activity has yet to be elucidated. In our present study, we showed that ISO inhibited the expression of CXCR4 through NF-κB regulation in breast and colon cancer cells. We have also demonstrated that ISO inhibits CXCR4 expression in a variety of tumor cells. Furthermore, we found that CXCR4 expression is regulated through inhibition of the transcription process. Inhibition of CXCR4 expression also reduced the invasion of cancer cells by CXCL12. In conclusion, our results suggest that ISO is a novel inhibitor to regulate CXCR4 expression and the key molecule contributing to antitumor activity.

목형 잎 추출물의 항산화 활성과 멜라닌 생합성에 대한 저해활성 (Antioxidative, and Inhibitory Activities on Melanogenesis of Vitex negundo L. Leaf Extract)

  • 김아름;박수아;하지훈;박수남
    • 한국미생물·생명공학회지
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    • 제41권1호
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    • pp.135-144
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    • 2013
  • 본 연구에서는 목형 잎 추출물의 항산화 활성, 성분분석 그리고 mushroom tyrosinase 저해활성 측정, ${\alpha}$-MSH로 유도된 세포 내 멜라닌 생합성에 대한 저해활성에 관한 연구를 수행하였다. 목형 잎 추출물의 자유라디칼 (1,1-diphenyl-2-picrylhydrazyl, DPPH) 소거활성 ($FSC_{50}$)은 에틸아세테이트 분획에서 $14.51{\mu}g/ml$, 아글리콘 분획에서 $13.96{\mu}g/ml$로 측정되었다. Luminol-의존성 화학발광법을 이용한 $Fe^{3+}-EDTA/H_2O_2$ 계에서 생성된 활성산소종 (reactive oxygen species, ROS)에 대한 목형 잎 추출물의 총항산화능은 아글리콘 분획에서 $0.22{\mu}g/ml$로, 아글리콘 분획에서 가장 큰 활성을 나타내었다. 목형 잎 추출물에 대하여 rose-bengal로 증감된 $^1O_2$에 의한 적혈구 파괴에 대한 세포보호 효과는 모든 분획에서 농도 의존적($1{\sim}50{\mu}g/ml$)으로 증가하였으며, 특히 아글리콘 분획에서 지용성 항산화제인 (+)-${\alpha}$-tocopherol 보다 우수한 세포보호 활성이 있는 것으로 나타났다. Mushroom tyrosinase의 활성 저해 효과($IC_{50}$)를 측정한 결과 에틸아세테이트 분획($IC_{50}$ = $48.58{\mu}g/ml$)에서 우수한 효과를 나타났고, ${\alpha}$-MSH로 유도된 세포 내 멜라닌 합성 저해 활성을 측정한 결과 에틸아세테이트 분획물의 $50{\mu}g/ml$ 농도에서 41.80% 저해활성을 나타내었다. TLC, HPLC 및 LC/ESIMS를 이용한 성분분석 결과 에틸아세테이트 분획 중에 luteolin, isoorientin이 존재함을 확인하였다. 이상의 결과들로부터 목형 잎 추출물은 활성산소종을 소거하는 항산화제로 이용가능하며, 특히 mushroom tyrosinase 저해효과와 ${\alpha}$-MSH로 유도된 멜라닌 생합성 저해 효과로부터 에틸아세테이트 분획 중 luteolin 및 isoorientin을 새로운 미백 화장품의 원료로써 이용가능성을 알 수 있었다.

조릿대잎의 flavone 배당체 성분 (The flavone glycosides of Sasa borealis)

  • 윤기동;김철영;허훈
    • 생약학회지
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    • 제31권2호
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    • pp.224-227
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    • 2000
  • As part of study of the constituents of bamboo grasses, the leaves of Sasa borealis (Hackel) Makino (Gramineae) were examined. Friedelin, glutinol, isoorientin and isovitexin have been reported as constituents of bamboo grasses. In this study, tricin and two flavone glycosides, tricin $7-O-{\beta}-D-glucopyranoside$ and luteolin $6-C-{\alpha}-L-arabinopyranoside$ have been isolated from EtOAc extract of S. borealis, by consecutive silica gel, Sephadex LH-20 column chromatography and a repetitive HPLC. The structures of these compounds were determined by IR, $^1H-NMR,\;^{13}C-NMR,\;^{13}C-^1H\;COSY,\;^1H-^1H\;COSY,\;HMBC$ and Mass spectral data.

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Comparison of the contents of total polyphenol, total flavonoid, and flavonoid derivatives in unfermented and fermented barley sprouts

  • Neil Patrick Uy;Hak-Dong Lee;Dae Cheol Byun;Sanghyun Lee
    • Journal of Applied Biological Chemistry
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    • 제66권
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    • pp.353-358
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    • 2023
  • Barley (Hordeum vulgare) belongs to the Poaceae family. This study compared the polyphenol and flavonoid levels of unfermented and fermented barley sprouts using spectrophotometric assays. The findings indicated that fermentation greatly boosted the flavonoid content but caused only a slight increase in the polyphenol content. However, this does not imply that fermentation has no effects whatsoever on the polyphenol content of barley sprouts. This was due to the fact that some flavonoids cannot be detected by the wavelength used to calculate the overall polyphenol concentration. Both samples were subjected to high-performance liquid chromatography analysis and detected the flavonoids lutonarin, saponarin, isoorientin, isovitexin, and tricin-all of which have bioactive properties-most notably known for their antioxidant activity. These results augment the ongoing phytochemical profiling research and can possibly valorize the already thriving barley industry.

옥수수 수염에서 Maysin 및 유사물질의 동정 (Identification of Maysin and Related Flavonid Analogues in Corn Silks)

  • 김선림;;김이훈;박철호
    • 한국작물학회지
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    • 제45권3호
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    • pp.151-157
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    • 2000
  • 옥수수수염에 함유되어 있는 maysin 및 유사 flavonoid 물질의 분리 및 정제법을 확립하여 신품종 육성의 기초적인 자료를 제공하고자 본 시험을 수행하였으며 얻어진 결과를 요약하면 다음과 같다. 1. Preparative $C_{18}$ 컬럼에서 10% MeOH에 용출된 물질은 neochlorogenic acid, chlorogenic acid 및 4-caffeoylquinic acid였으며 30% MeOH로 용출된 물질은 rhamnosyl isoorientin이었고 maysin은 50%의 MeOH에서 용출되었다. 2. Silicic acid 컬럼으로 maysin 조추출물의 1차 정제시 100% ethyl acetate 500$m\ell$로 컬럼에 흡착되어 있는 maysin을 용출시켰으며, 이때 수거된 maysin의 순도는 75% 이상에 해당하였고, $C_{18}$ 컬럼($\frac{1}{2}$$\times$43")으로 maysin의 2차 정제시 maysin의 순도는 95% 이상에 달하였다. 3. FAB-MS에 의한 maysin의 분자량은 577M+H m/z이고, fragmentation으로 보아 431M+H m/z은 rhamnose에 해당하였고, $^1$H 및 $^{13}$C NMR에 의한 spectrum을 확인한 결과 분리한 물질이 maysin임을 확인할 수 있었다. 있었다.

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Drug Target Identification and Elucidation of Natural Inhibitors for Bordetella petrii: An In Silico Study

  • Rath, Surya Narayan;Ray, Manisha;Pattnaik, Animesh;Pradhan, Sukanta Kumar
    • Genomics & Informatics
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    • 제14권4호
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    • pp.241-254
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    • 2016
  • Environmental microbes like Bordetella petrii has been established as a causative agent for various infectious diseases in human. Again, development of drug resistance in B. petrii challenged to combat against the infection. Identification of potential drug target and proposing a novel lead compound against the pathogen has a great aid and value. In this study, bioinformatics tools and technology have been applied to suggest a potential drug target by screening the proteome information of B. petrii DSM 12804 (accession No. PRJNA28135) from genome database of National Centre for Biotechnology information. In this regards, the inhibitory effect of nine natural compounds like ajoene (Allium sativum), allicin (A. sativum), cinnamaldehyde (Cinnamomum cassia), curcumin (Curcuma longa), gallotannin (active component of green tea and red wine), isoorientin (Anthopterus wardii), isovitexin (A. wardii), neral (Melissa officinalis), and vitexin (A. wardii) have been acknowledged with anti-bacterial properties and hence tested against identified drug target of B. petrii by implicating computational approach. The in silico studies revealed the hypothesis that lpxD could be a potential drug target and with recommendation of a strong inhibitory effect of selected natural compounds against infection caused due to B. petrii, would be further validated through in vitro experiments.

Phytochemical Constituents of Bistorta manshuriensis

  • Chang, Sang-Wook;Kim, Ki-Hyun;Lee, Il-Kyun;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • 제15권4호
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    • pp.234-240
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    • 2009
  • Phytochemical investigation of the MeOH extract of the aerial parts of Bistorta manshuriensis resulted in the isolation of two cerebrosides, two lactams, six phenolic compounds and seven flavonoids. Their chemical structures were characterized by spectroscopic methods to be pinelloside (1), soyacerebroside I (2), pterolactam (3), 5-hydroxypyrrolidine-2-one (4), vanillic acid (5), caffeic acid methyl ester (6), protocatechuic acid (7), caffeic acid (8), 3,5-di-O-caffeoyl quinic acid methyl ester (9), chlorogenic acid methyl ester (10), avicularin (11), afzelin (12), quercetin (13), isoorientin (14), quercetin 3-O-${\beta}$-D-glucoside (15), quercitrin (16), and luteolin (17). The isolated compounds (1 - 4, 7, 12, 14) were isolated for the first time from this plant source and the compounds 1 - 4, 9 and 10 were first reported from the genus Bistorta. Compound 17 exhibited moderate cytotoxicity and compound 6 exhibited weak cytotoxicity against four human cancer cell lines in vitro using an SRB bioassay.

주엽나무의 페놀성 성분에 관한 화학적 연구 (Chemical Study on the Phenolic Compounds from Gleditsia japonica)

  • 황윤정;이승호;유시용;안종웅;김은주;노재섭;이경순
    • 생약학회지
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    • 제25권1호
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    • pp.11-19
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    • 1994
  • Gleditsia japonica var. koraiensis NAKAI(Leguminosae) is commonly distributed in Korea and has been used as a folk medicine in the treatment of bronchitis, neoplasm and blennorrhgia in the Orient. The aqueous acetone extract of the leaves of G. japonica was subjected to a combination of Sephadex LH-20, Cosmosil $75C_{18}-OPN$, TSK-gel Toyopearl HW 40F, Avicel cellulose, and MCI-gel CHP 20P chromatographies with various solvent systems. Twelve compounds were isolated and confirmed to be vitexin(1), isovitexin(2), orientin(3), isoorientin(4), 4-caffeoyl quinic acid(5), 5-caffeoyl quinic acid(6), 3, 5-dicaffeoyl quinic acid(7), 4, 5-dicaffeoyl quinic acid(8), caffeic acid(9), quercetin(10), isoquercitrin(11) and luteolin-7-O-glucoside(12), on the basis of chemical and spectroscopic evidences.

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Flavonoid Compounds from Viola hondoensis and Their Effect on Matrix Metalloproteinase-1 in Ultraviolet Irradiation of Cultured Human Skin Fibroblasts

  • Moon, Hyung-In;Lee, Joong-Ku;Zee, Ok-Pyo;Chung, Jin-Ho
    • Food Science and Biotechnology
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    • 제14권1호
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    • pp.143-146
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    • 2005
  • Although many studies have been performed to elucidate the molecular consequences of ultraviolet irradiation, little is known about the effect of natural products. Ultraviolet irradiation is widely considered to be an environmental stress. Here we investigated the effect of 2',4',7-trihydroxyisoflavone on the regulation of MMP-1 and type 1 procollagen in Ultraviolet irradiation of cultured human dermal fibroblasts. Phytochemical investigation of the whole plants of Viola hondoensis led to the isolation of five flavonoids. The structures of these compounds were identified 2',4',5,7-tetrahydroxyisoflavone (1), 2',4',7-trihydroxyisoflavone (2), 4',7-dihydroxyflavone (3), isoorientin (4), and isovitexin (5) using spectroscopic analysis. Among these, 2',4',7-trihydroxyisoflavone reduced the expression of MMP-1 at the protein levels in a dose-dependent manner by ultraviolet irradiation. Taken together, our results suggest that 2',4',7-trihydroxyisoflavone an important role in the reduction of MMP-1 induction by ultraviolet irradiation.

메밀(Fagopyrum species)의 생장에 따른 플라보노이드 함량의 품종별 차이 (A time-course study of flavonoids in buckwheats (Fagopyrum species))

  • 이민기;박석훈;김선주
    • 농업과학연구
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    • 제38권1호
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    • pp.87-94
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    • 2011
  • Flavonoid contents of common buckwheat (cv. Kitawase) and tartary buckwheat (cv. Hokkai T 8, Hokkai T 9 and Hokkai T 10) were determined by high-performance liquid chromatography (HPLC). Moreover, they were measured at different plant developments such as 10, 18, 20, 22 and 30 days after sowing (DAS) and with plant parts including leaf, stem and flower harvested at 30 DAS. Total flavonoids including chlorogenic acid, four kinds of C-glycosylflavones (orientin, isoorientin, vitexin, isovitexin) and rutin of tartary buckwheats (range of 44.2-54.7, mean 44.2) were found 35% higher than those of common buckwheat (28.9 mg/g dry wt.). Among them, rutin was measured above 80% of total flavonoid contents. The other flavonoids (chlorogenic acid and four kinds of C-glycosylflavones) presented the highest level at 10 DAS and decreased according to plant developments. On the other hand, rutin content of Kitawase presented the highest level (33.6 mg/g dry wt.) at 22 DAS and decreased up to 30 DAS. Rutin content in tartary buckwheat temporarily decreased from 10 to 18 DAS and then reversely increased up to 30 DAS presented the highest level as 'U' curve. In Hokkai T 10, rutin content was found the highest level (53.8 mg/g dry wt.) at 30 DAS. In different plant parts harvested at 30 DAS, rutin content of leaf (range of 42.8-68.0, mean 57.0) was 5.3-fold higher than that of stem (range of 8.0-15.9, 10.8 mg/g dry wt.), regardless of cultivar. Significantly, rutin content (78.7) in the flower of Kitawase was 1.8 times higher than in the leaf and 9.8 times in the stem. Especially, chlorogenic acid content (14.6 mg/g dry wt.) in the flower of Kitawase was 63-fold higher than in the leaf, and 20-fold in the stem.