• Title/Summary/Keyword: pyranocoumarin

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Coumarin Components in the Root of Peucedanum terebinthaceum (기름나물 뿌리의 Coumarin 성분)

  • Ryu, Kyung-Soo;Yook, Chang-Soo
    • Korean Journal of Pharmacognosy
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    • v.3 no.4
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    • pp.215-216
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    • 1972
  • Five compounds$(I{\sim}V)$ were isolated from the roots of Peucedanum terebinthacem growing in Korea. Compounds I, IV and V are ${\beta}-sitosterol$, bergapten and umbelliferone, respectively. IR and NMR spectra of compounds II (mp. $190^{\circ}$) and III(mp. $111{\sim}120^{\circ}$), both white needle crystalls, indicate that compounds II is a furocoumarin and that compound III, yielding decursinol upon saponification, is a pyranocoumarin.

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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.

Coumarins from the Roots of Angelica decursiva-albiflora (개바디 뿌리의 쿠마린성분)

  • Jung, Nam-Il;Yook, Chang-Soo;Lee, Hyeong-Kyu
    • Korean Journal of Pharmacognosy
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    • v.25 no.4 s.99
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    • pp.311-318
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    • 1994
  • From the root of Angelica decursiva-albiflora Yook, which has been used as a folk medicine for a sedative, analgesic and expectorant, four free coumarins, e.g., decursidin(I), decursin(II), umbelliferone(III) and nodakenetin(IV), and two coumarin glycosides, e.g., nodakenin(V) and decuroside I(VI) were isolate. The cytotoxicity of nodakenin(V) against L-1210 leukemia cells was less effective than cisplatin, but in the nephrotoxicity against rabbit kidney proximal tubular cell nodakenin(V) showed remarkably less nephrotoxicant than cisplatin.

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A Study on Coumarins of Angelica decursiva $F_R.\;et\;S_{AV}.$ form. albiflora $N_{AKAI}$ (흰꽃바디나물 뿌리의 Coumarin 성분 연구)

  • Yook, Chang-Soo
    • Korean Journal of Pharmacognosy
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    • v.4 no.4
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    • pp.191-192
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    • 1973
  • Silica gel column chromatography of the ether extract of the root of Angelica decursiva $F_{RANCHET}\;et\;S_{AVATIER}$ form. albiflora $N_{AKAI}$ (Umbelliferae) gave four kinds of crystalline products of pyranocoumarin and furocoumarin: decursidin $(mp\;60{\sim}61^{\circ},\;C_{24}H_{26}O_7)$, decursin$(mp\;110{\sim}111^{\circ},\;C_{19}H_{20}O_5)$, umbelliferone $(mp\;227{\sim}228^{\circ},\;C_{9}H_{6}O_3)$, and nodakenetin $(mp\;187{\sim}189^{\circ},\;C_{14}H_{14}O_4)$. Besides, the methanol extract of the root was found to contain sucrose.

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Studies on the Coumarins of the fruits of Peucedanum terebinthaceum Fisher et Turcz (기름나물 과실의 Coumarin성분 연구 (II))

  • 육창수;김현숙;김정태
    • YAKHAK HOEJI
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    • v.30 no.2
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    • pp.73-78
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    • 1986
  • Peucedanum terebinthaceum Fischer (Umbelliferae) known as "Gi Reum Na Mool" in Korea and used for the treatment of cough, phlegm, headache and common cold etc. The substances were isolated from the fruits of Peucedanum terebinthaceum and identified by UV, GLC, IR, NMR, Mass spectra and physico-chemical tests. The steroidal compounds from the fruits were identified as $\beta$-sitosterol (tR 33.01 min.) and stigmasterol (tR 28.87 min.) by GLC. Substance I (colorless prismatic crystal, $C_{19}H_{20}O_5$, mp $110~111^{\circ}$) was identified as decursin which is one of the pyranocoumarin. Hydrolysis of substance I with 5%-potassium hydroxide produced decursinol. Acetylation of decursinot gave its monoacetate, white needles, $C_{16}H_{16}O_5$. Substance II(light yellowish white needle crystal, $C_9H_6O_3$, mp $227~228^{\circ}$) was proved to be umbelliferone. Substance I, decursin, was isolated for the first time from the fruits of Peucedanum spp. (Umbelliferae).

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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.

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.