• Title/Summary/Keyword: oxypeucedanin hydrate

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Effects of oxypeucedanin hydrate isolated from Angelica dahurica on myoblast differentiation in association with mitochondrial function (백지에서 추출한 oxypeucedanin hydrate의 미토콘드리아 기능 관련 근생성 효과)

  • Eun-Ju Song;Ji-Won Heo;Jee Hee Jang;Yoon-Ju Kwon;Yun Hee Jeong;Min Jung Kim;Sung-Eun Kim
    • Journal of Nutrition and Health
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    • v.57 no.1
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    • pp.53-64
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    • 2024
  • Purpose: Mitochondria play a crucial role in preserving skeletal muscle mass, and damage to mitochondria leads to muscle mass loss. This study investigated the effects of oxypeucedanin hydrate, a furanocoumarin isolated from Angelica dahurica radix, on myogenesis and mitochondrial function in vitro and in zebrafish models. Methods: C2C12 myotubes cultured in media containing 0.1, 1, 10, or 100 ng/mL oxypeucedanin hydrate were immunostained with myosin heavy chain (MHC), and then multinucleated MHC-positive cells were counted. The expressions of markers related to muscle differentiation, muscle protein degradation, and mitochondrial function were determined by quantitative reverse transcription polymerase chain reaction. To investigate the effects of oxypeucedanin hydrate on mitochondrial dysfunction, Tg(Xla.Eef1a1:mito-EGFP) zebrafish embryos were treated with 5-fluorouracil, leucovorin, and irinotecan (FOLFIRI) with or without oxypeucedanin hydrate and analyzed for mito-EGFP intensity and mitochondrial length. Results: Oxypeucedanin hydrate significantly increased MHC-positive multinucleated myotubes (≥ 3 nuclei) and increased the expression of the myogenic marker myosin heavy chain 4. However, it decreased the expressions of muscle-specific RING finger protein 1 and muscle atrophy f-box (markers of muscle protein degradation). Furthermore, oxypeucedanin hydrate enhanced the expressions of markers of mitochondrial biogenesis (peroxisome proliferator-activated receptor-gamma coactivator 1 alpha, transcription factor a mitochondrial, succinate dehydrogenase complex flavoprotein subunit A, and cytochrome c oxidase subunit 1) and mitochondrial fusion (optic atrophy 1). However, it reduced the expression of dynamin-related protein 1 (a mitochondrial fission regulator). Consistently, oxypeucedanin hydrate reduced FOLFIRI-induced mitochondrial dysfunction in the skeletal muscles of zebrafish embryos. Conclusion: The study indicates that oxypeucedanin hydrate promotes myogenesis by improving mitochondrial function, and thus, suggests oxypeucedanin hydrate has potential use as a nutritional supplement that improves muscle mass and function.

Furanocoumarins from the Root of Angelica dahurica

  • Baek, Nam-In;Ahn, Eun-Mi;Kim, Hae-Yeong;Park, Young-Doo
    • Archives of Pharmacal Research
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    • v.23 no.5
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    • pp.467-470
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    • 2000
  • Five furanocoumarins including a new one were isolated from the root of Angelica dahurica by repeated silica gel column chromatography. Their chemical structures were determined to be isoimperatorin (1), oxypeucedanin hydrate-3"-butyl ether (2), imperatorin (3), knidilin (4), and oxypeucedanin hydrate (5). This represents the first study in which the compound 2 has been isolated and identified, The long-range coupling ($^{5}J$) in the $^1H$-NMR spectrum observed in the linear furanocoumarin skeleton was also investigated in detail.

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Cytotoxic Coumarins from the Root of Angelica dahurica

  • Thanh, Pham Ngoc;Jin, Wen-Yi;Song, Gyu-Yong;Bae, Ki-Hwan;Kang , Sam-Sik
    • Archives of Pharmacal Research
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    • v.27 no.12
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    • pp.1211-1215
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    • 2004
  • Ten coumarins were isolated from the root of Angelica dahurica by repeated silica gel column chromatography. Their chemical structures were elucidated on the basic of physicochemical and spectroscopic data. Among them, oxypeucedanin hydrate acetonide (7) was isolated for the first time from this plant. Cytotoxicity of coumarins isolated were determined in vitro against L1210, HL-60, K562, and B16F10 tumor cell lines by MTT method. Pangelin (5) and oxypeucedanin hydrate acetonide (7) showed a potent cytotoxic activity with the $IC_{50}$ values of 8.6 to 14.6 ${\mu}g$ /mL against four kinds of tumor cell lines. Other compounds showed the moderate cytotoxic activity or no activity against the tumor cell lines.

A Study on the Constituents of Bioactive Fractions of Ostericum koreanum Kitagawa (강활(羌活)의 생물활성분획(生物活性分劃)에 대한 성분연구(成分硏究))

  • Kwon, Yong-Soo;Woo, Eun-Ran;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.22 no.3
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    • pp.156-161
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    • 1991
  • Four furocoumarins and two dihydrofuranocoumarin glycosides have been isolated from the benzene-soluble and butanol-soluble portions of the roots of Ostericum koreanum Kitagawa, respectively. Four furocoumarins have been determined as imperatorin, isoimperatorin, oxypeucedanin and oxypeucedanin hydrate, and two dihydrofuranocoumarin glycosides determined as marmesinin and $4'-O-{\beta}-D-glucopyranosyl-3'-hydroxymarmesin$ on the basis of spectral data and physico-chemical evidence.

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Studies on chemical constituents form roots of Angelica koreana

  • An, Ren-Bo;Min, Byung-Sun;Lee, Joong-Ku;Park, Bo-Young;Kim, Tae-Jin;Lee, Hyeong-Kyu
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.197.1-197.1
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    • 2003
  • To investigate biological active constituents from natural products, we have studied the roots of Angelica koreana Max. (Umbelliferae). Fifteen compounds were isolated from the MeOH extract by column chromatography on a silica gel. The compounds were identified as isoimperatorin, oxypeucedanin, oxypeucedanin hydrate, osthol, nodakenin, 2-hydroxy-4-methylacetophenone, cimifugin, falcarindiol, heraclenin, pabulenol, umbelliferone, demethylsuberosin, hamaudol, sec-O-glucosylhamaudol, and prim-O-glucosylcimifugin, respectivelv, by spectroscopic means. Among these, the latter eight compounds were isolated for the first time form this plant.

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Method validation of marker compounds from Angelicae Dahuricae Radix as functional food ingredients (건강기능식품 원료로서 구릿대의 지표성분 분석법 검증)

  • Bo-Ram Choi;Dahye Yoon;Hyeon Seon Na;Geum-Soog Kim;Kyung-Sook Han;Sookyeong Lee;Dae Young Lee
    • Journal of Applied Biological Chemistry
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    • v.65 no.4
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    • pp.343-348
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    • 2022
  • This study was performed to establish an analytical method for the standardization of Angelicae Dahuricae Radix as a functional ingredient. We established six compounds including oxypeucedanin hydrate (1), byakangelcol (2), oxypeucedanin (3), imperatorin (4), phellopterin (5) and isoimperatorin (6) as marker compounds of Angelicae Dahuricae Radix. An analytical method using Ultra Performance Liquid Chromatography (UPLC) was established and validated for marker compounds of Angelicae Dahuricae Radix. The specificity was confirmed by the chromatogram from UPLC and the value of coefficient determination was also higher than 0.999, indicating high linearity. The relative standard deviation (RSD) and recovery of marker compounds were less than 5% and in the range of 90- 110%, respectively, which means that this method has high accuracy and precision. Therefore, this analytical method could be used as basic data for the development of functional ingredients for health functional food of Angelicae Dahuricae Radix.

Coumarins and a Polyacetylene from the Roots of Angelica purpuraefolia

  • Min, Byung-Sun
    • Natural Product Sciences
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    • v.12 no.3
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    • pp.129-133
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    • 2006
  • Four coumarins (1-4) and one polyacetylene (5) were isolated from the roots of Anglica purpuraefolia Chung (Umbelliferae) through repeated column chromatography. Four coumarins, isoscopoletin (1), oxypeucedanin hydrate (2), arnottinin (3) and isokhellactone (4), and a polyacetylene, (+)-9(Z), 17-octadecadience-12,14-diyne-1,11,16-triol (5), were identified by spectroscopic analysis including two dimensional NMR and mass. These compounds were examined for their anti-complement activity against the classical pathway of the complement system. However, compounds 1-5 were inactive in this assay system.

Coumarins and Chromones from Angelica genuflexa

  • An, Ren-Bo;Park, Bo-Young;Kim, Jung-Hee;Kwon, Ok-Kyoung;Lee, Joong-Ku;Min, Byung-Sun;Ahn, Kyung-Seop;Oh, Sei-Ryang;Lee, Hyeong-Kyu
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.79-84
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    • 2005
  • Thirteen compounds were isolated from the roots of Angelica genuflexa through repeated silica gel column chromatography. Nine coumarins, isoimperatorin (1), osthol (2), demethylsuberosin (3), oxypeucedanin (4), heraclenin (5), pabulenol (7), umbelliferone (8), oxypeucedanin hydrate (9) and marmesinin (11), and four chromones, hamaudol (6), cimifugin (10), sec-O-glucosylhamaudol (12) and prim-O-glucosylcimifugin (13), were identified by physicochemical and spectroscopic analysis. Among these, compounds 3, 5, 6, 8, 12, and 13 were isolated for the first time from the roots of Angelica genuflexa. These coumarins and chromones were examined for their anticomplement activity. Demethylsuberosin (3) showed a weak anticomplement activity with an $IC_{50}$ value of $390\;{\mu}M$.

Platelet Anti-Aggregatory Effects of Coumarins from the Roots of Angelica genuflexa and A. gigas

  • Lee, Yong-Yook;Lee, Sang-Hyun;Jin, Jing-Ling;Yunchoi, Hye-Sook
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.723-726
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    • 2003
  • Five coumarins, isoimperatorin (1), pabulenol (2), isooxypeucedanin (3), oxypeucedanin hydrate (4) and osthol (5) were isolated from the MeOH extract of Angelica genuflexa in the course of searching for anti-platelet and anti-coagulant components from plants. Pabulenol (2) was isolated from A. genuflexa for the first time. The five compounds isolated from A. genuflexa, together with decursinol angelate (6), decursin (7) and nodakenin (8) from A. gigas were evaluated for their effects on platelet aggregation and blood coagulation. Compounds 2, 5, 6 and 7 were observed to be either equally effective or 2∼4 times more inhibitory than ASA in both arachidonic acid and U46619 ($TXA_2$ mimetic) induced platelet aggregations.

Platelet Anti-aggregatory Effects of Coumarins from the Roots of Angelica genuflexa and A. gigas

  • Lee, Yong-Yook;Lee, Sang-Hyun;Jin, Jing-Ling;ChoiYun, Hye-Sook
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.196.1-196.1
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    • 2003
  • Angelica genuflexa (Umbelliferae) is a perennial herbaceous plant which has also been variously reported as A. koreana and Ostericum koreanum. The MeOH extract was reported to have strong anti-thrombotic potential in the acute thrombosis model. In our preliminary testing, the MeOH extract and one of the solvent fractions (90% MeOH fr.) were observed to have both platelet anti-aggregating and anti-coagulant effects. Five coumarins, isoimperatorin (1), pabulenol (2), isooxypeucedanin (3), oxypeucedanin hydrate (4) and osthol (5) were isolated from the MeOH extract of Angelica genuflexa in the course of searching for anti-platelet and anti-coagulant components. (omitted)

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