• Title/Summary/Keyword: Decursinol angelate

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Isolation and Purification of Decursin and Decursinol Angelate in Angelica gigas Nakai (참당귀(Angelica gigas Nakai) 중 Decursin 및 Decursinol Angelate의 분리 및 정제)

  • Kim, Kang-Min;Jung, Jae-Yeon;Hwang, Sung-Woo;Kim, Myo-Jeong;Kang, Jae-Seon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.38 no.5
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    • pp.653-656
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    • 2009
  • This paper is intended as an investigation of the method of extraction and the analysis by high-performance liquid chromatography mass spectroscopy of decursin and decursinol angelate in the dried root of Angelica gigas Nakai. The extracted decursin and decursinol angelate were the purity of >95% using 60% ethanol at $-20^{\circ}C$ for 12 hours by HPLC analysis. Decursin and decursinol angelate were efficiently isolated using recycling HPLC. The purity of isolated decursin and decursinol angelate was identified as 99.97 and 99.40% by HPLC analysis, respectively. The molecular weights of Decursin and decursinol angelate were also identified as m/z=329 ($[M+H]^+$) and m/z=351 ($[M+Na]^+$) by mass spectroscopy.

Validations of Analysis Methods for Decursin and Decursinol Angelate of Angelicae gigantis Radix by Reversed-Phase Liquid Chromatography

  • Lee, Jong-Pill;Chang, Seung-Yeup;Park, Sang-Yong
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.262-267
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    • 2004
  • A reversed-phase liquid chromatographic method for decursin and decursinol angelate of Angelicae gigantis Radix, an important crude drug in Korean traditional medicine, was developed and validated. Decursin and decursinol angelate, the structure isomer (pyranocoumarin) each other, are the main organic constituents in Angelicae gigantis Radix. This method was developed using a RP-18 column, UV detector at 280 nm and 50% acetonitrile solution containing 0.01 M sodium dodecyl sulfate and 25 mM sodium dihydrogen phosphate (pH 5.0) as the mobile phase. Various validation parameters were included and evaluated satisfactorily. Linearity was established in range 2-75 mg/ml of decursin and decursinol angelate (correlation coefficient = 0.9997 and 0.9995, respectively). This analytical method showed good accuracy (98.1% and 99.5%, respectively). Precision (repeatability) revealed a relative standard deviation value of 1.71% (decursin) and 3.19% (decursinol angelate). For intermediate precision measure the considered variables were equipment and days. A robustness test showing the influence of deferent counter-ion concentration in mobile phase was also performed.

Studies on the Coumarin Constituents of the Root of Angelica gigas Nakai -Isolation of decursinol angelate and assay of decursinol angelate and decursin- (당귀(當歸)의 Coumarin 성분연구(成分硏究) -Decurson의 구조이성체 Decursinol Angelate의 분리(分離) 및 정량(定量)-)

  • Ryu, Kyung-Soo;Hong, Nam-Doo;Kim, Nam-Jae;Kong, Young-Yun
    • Korean Journal of Pharmacognosy
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    • v.21 no.1
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    • pp.64-68
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    • 1990
  • From the root of Angelica gigas Nakai, decursinol angelate was isolated, which is structural isomer of decursin. Raw material contained average 2.44% of decursinol angelate and 3.30% of decursin by the GC analysis.

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Pharmacological Effect of Decursin and Decursinol Angelate from Angelica gigas Nakai (신약 개발을 위한 참당귀(Angelica gigas Nakai) 추출 Decursin과 Decursinol Angelate의 약리 작용)

  • Son, Chu-Young;Baek, In-Hwan;Song, Gyu-Yong;Kang, Jae-Seon;Kwon, Kwang-Il
    • YAKHAK HOEJI
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    • v.53 no.6
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    • pp.303-313
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    • 2009
  • Traditionally, Cham dang-gui (Angelica gigas Nakai) is one of the most popular herbal medicines in Asian countries including Korea. A. gigas has been used as a functional food product for treatment anemia, women's health care, a sedative, an anodyne or a tonic agent. Decursin and decursinol angelate isolated from the roots of A. gigas are pyranocoumarin compounds. Recently, as the global herbal medication market is increasing, investigations about pharmacological effects of decursin and decursinol angelate are rapidly increasing. We summarized previous studies about pharmacological effects of decursin and decursinol angelate, and reviewed relation with pharmacological effects of decursin and decursinol angelate on human disorder, focused on the approach for new drug development. Pharmacological effects of decursin and decursinol angelate were classified as anti-tumor activity, anti-bacterial activity, improvements of the circulating system, inhibition of cytochrome P-450 activity, anti-inflammation activity, anti-oxidant activity and cognitive-enhancing activites. The activity of A. gigas with improvement of the circulating system may have wide therapeutic potential for circulatory diseases, including diabetes, hyperlipidemia and atherosclerosis. Also, anti-inflammation activity A. gigas may be beneficial for the treatment and prevention of asthma, atopic dermatitis and rheumatism arthritis. This relation could potentially lead to the development of herbal new drugs. In order to development a new drug containing decursin and decursinol angelate, it is also necessary to consider the safety profile, and the information in this review would contribute to development a new drug from herbal medicine.

Glucose Transporters and AMP-Activated Protein Kinase Modulation Effects of Decursin and Decursinol Angelate on Diabetic Rats (당뇨유발 흰쥐에서 당수송 인자와 AMP-Activated Protein Kinase의 조절에 대한 데커신과 데커시놀 안젤레이트의 효과)

  • Ok, Seon;Lee, Ju-Hee;Kim, Ik-Hwan;Kang, Jae-Seon
    • YAKHAK HOEJI
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    • v.55 no.4
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    • pp.301-308
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    • 2011
  • Diabetes has been one of major health risks in industrialized countries. AMP-activated protein kinase (AMPK) has been focused as a novel therapeutic target for the treatment of metabolic syndromes, because AMPK increases glucose uptake through independent insulin signal pathway. In this study, we investigated the anti-diabetic effect of Angelica gigas Nakai extract (AGNEX), a mixture of decursin and decursinol angelate (53 : 47), decursin and decursinol angelate on blood glucose, glucose transport (GLUT) and AMPK expression levels in streptozotocin (STZ)-induced diabetic rats. To induce diabetes, 50 mg/kg of STZ was injected via i.v. route and AGNEX 2 mg/kg (STZ+AG), decursin 2 mg/kg (STZ+D), decursinol angelate 2 mg/kg (STZ+DA), and metformin 100 mg/kg (STZ+M) were administered orally for 21 days. STZ+DA group showed a significant decrease in fasting blood glucose levels compared to the other groups. Decursinol angelate significantly upregulated expression of glucose transporter 4 (GLUT4) and phosphorylation of AMPK (p-AMPK) in skeletal muscle of rats. In pancreas of rats, decursinol angelate significantly increased expression of GLUT2 through down-regulation of p-AMPK. In addition to the result of pancreatic islets morphology, AGNEX, decursin, decursinol angelate, and metformin treated group recovered ${\beta}$-cell damage by hyperglycemia. These results indicate that decursinol angelate might be a potential anti-diabetic agent and AGNEX could be useful in the treatment of diabetes mellitus.

ACAT (Acyl-CoA:cholesterol Acyltransferase) Inhibitory Effect and Quantification of Pyranocurmarin in Different Parts of Angelica gigas Nakai (참당귀(Angelica gigas)에서 분리한 pyranocurmarin 성분의 ACAT 저해활성 및 참당귀 부위별 pyranocurmarin 성분의 함량 분석)

  • Kim, Geum-Soog;Park, Chun-Geun;Jeong, Tae-Sook;Cha, Seon-Woo;Baek, Nam-In;Song, Kyung-Sik
    • Journal of Applied Biological Chemistry
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    • v.52 no.4
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    • pp.187-194
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    • 2009
  • Two pyranocoumarin constituents have been isolated from Angelica gigas and were identified as decursinol angelate (1) and decursin (2) by means of NMR analysis, respectively. Human acyl-CoA:cholesterol acyltransferase (hACAT) inhibitory activity of decursinol angelate (1) and decursin (2) was evaluated. Decursin (2) showed significantly inhibitory activity against hACAT1 and hACAT2 with $IC_{50}$ value of 137 and $168\;{\mu}M$, respectively, whereas decursinol angelate (1) exhibited weak ACAT inhibitory activity. These results suggested that decusin from A. gigas might be effective for the prevention and the treatment of hypercholesterolemia or atherosclerosis by inhibitory effect on hACAT. The contents of decursinol angelate (1) and decursin (2) were analyzed in various parts of A. gigas including flower, seed, leaf and root using LC/MS/MS (ESI, positive ion mode, MRM mode). The content of decursinol angelate was increased in order of flower, seed, leaf, and root and decursin content was increased in order of flower, seed, leaf, and root. It was expected that unused parts including leaf and flower of A. gigas might be useful as new functional sources by their high contents of decursin and decursinol angelate.

Effect of Polysaccharide Elicitors on the Production of Decursinol Angelate in Agelica gigas Nakai Root Cultures

  • Cho, Ji-Suk;Kim, Ji-Yeon;Kim, Ik-Hwan;Kim, Dong-Il
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.8 no.2
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    • pp.158-161
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    • 2003
  • Root cultures of Angelica gigas Nakai were found to be sensitive to elicitation by poly-saccharide elicitors, such as methyl-$\beta$-cyclodextrin, glucan, carboxymethyl-$\beta$-chitin, chitosan, yeast extract and pectin. For the production of decursinol angelate, ca rboxymethyl-$\beta$-chitin and glucan were found to be the most efficient elicitors. The e nhanced accumulation of decursinol angelate was proportional to the increase of the phenylalanine ammonialyase (PAL) activity after the treatment with most of the elicitors. However, carboxymethyl-$\beta$-chitin treatment did not stimulate the PAL activity, despite the 1.6-fold increase in the decursinol angelate production.

참당귀 뿌리 배양에 있어서 root segmentation과 식물생장조절제가 뿌리 생장과 decursinol angelate 생산에 미치는 영향

  • Kim, Ji-Yeon;Jo, Ji-Suk;Jo, Jong-Mun;Lee, Yong-Il;Kim, Ik-Hwan;Kim, Dong-Il
    • 한국생물공학회:학술대회논문집
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    • 2002.04a
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    • pp.305-308
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    • 2002
  • Decursinol angelate, a new anticancer agent, was produced by root cultures of Angelica gigas Nakai. In addition, difference of specific yields between primary and secondary root was investigated. It was found that specific yield of secondary root was much higher than that of primary root at various conditions, so that it was thought that the formation and growth of secondary root were feasible. From this point of view, effects of root segmentation and plant growth regulators (NAA, IBA) on root morphology and decursinol angelate production were examined. Root segmentation increased secondary root mass and product formation. On the other hand, addition of NAA or IBA at various concentrations promoted secondary root formation and production of decursinol angelate significantly. Five-fold increase of production was obtained at 4 mg/L of IBA compared to control without NAA and IBA.

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Antifungal Activity of Decursinol Angelate Isolated from Angelica gigas Roots Against Puccinia recondita (당귀로부터 분리한 decursinol angelate의 밀 붉은녹병에 대한 항균활성)

  • Yoon, Mi-Young;Kim, Young-Sup;Choi, Gyung-Ja;Jang, Kyoung-Soo;Choi, Yong-Ho;Cha, Byeong-Jin;Kim, Jin-Cheol
    • Research in Plant Disease
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    • v.17 no.1
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    • pp.25-31
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    • 2011
  • Rust causes significant losses in the yield and quality of various crops. The development of new effective and environmentally benign agents against the pathogen is of great interest. In the course of searching a natural antifungal compound from medicinal plants, we found that the methanol extract of Angelica gigas roots had a potent control efficacy against wheat leaf rust (WLR) caused by Puccinia recondita. The antifungal substance was isolated from the methanol extract by silica gel column chromatography, alumina column chromatography and $C_{18}$ preparative HPLC. It was identified as decursinol angelate by EI-MS and $^1H$-NMR data. In in vivo test, decursinol angelate effectively suppressed the development of WLR and red pepper anthracnose (RPA) among the 6 plant diseases tested. In addition, the wettable powder-type formulation of ethyl acetate extract of A. gigas roots significantly suppressed the development of WLR. The crude extract containing decursinol angelate and the chemical appear to be a potential candidate for control of WLR. In addition, this is the first report on the in vivo antifungal activity of decursinol angelate against WLR as well as RPA.

Angelica gigas Nakai 뿌리배양에 의한 decursin 유도체 생산 증진을 위한 연구

  • Jo, Ji-Suk;Kim, Myeong-Hwan;Kim, Ji-Yeon;Lee, Gyeong-Seon;Jeon, Su-Hwan;Kim, Ik-Hwan;Kim, Dong-Il
    • 한국생물공학회:학술대회논문집
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    • 2000.11a
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    • pp.155-158
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    • 2000
  • Production of decursinol angelate, a new potential anticancer agent, in Angelica gigas Nakai root culture was increased by treatment of $H_2O_2$, and various polysaccharides such as $CM-\;{\beta}\;-cyclodextrin$, glucan, $CM-\;{\beta}\;-chitin$, yeast extract and pectin. One mmole $H_2O_2$ enhanced the production of decursinol angelate. However, higher concentrations of $H_2O_2$ were founded to be toxic for root growth whereas specific productivity of decursinol angelate was increased at high concentrations of $H_2O_2$. In the case of polysaccharide elicitors, $CM-\;{\beta}\;-chitin$ was the most effective for enhanced production of secondary metabolite in A. gigas Nakai root culture.

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