• Title/Summary/Keyword: Furocoumarin

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A New Furocoumarin from the Leaves of Camellia sinensis(L.) O. Kuntze

  • Banerjee, Jayashree;Ganguly, S.N.
    • Natural Product Sciences
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    • v.3 no.1
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    • pp.11-13
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    • 1997
  • From the methanolic extract of defatted tender leaf of Camellia sinensis a new 4-hydroxy angular furocoumarin $C_{12}H_8O_5$, m.p. $212^{\circ}C$, was isolated using high-speed counter-current chromatographic technique. The structure of the compound was established as 4-hydroxy-2'-methoxy angular furocoumarin on the basis of physical methods viz. $^1H$ NMR, $^{13}C$ NMR and MS.

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Toxicological and Pharmacological Studies of New Coumarin and Furocoumarin Derivatives in Albino rats

  • Shabrawy, Osama A. El;Batran, Seham Abd El Sattar El;Mahran, Mohamed Refat H.;Ibrahim, Nabila M.
    • Natural Product Sciences
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    • v.17 no.4
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    • pp.309-314
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    • 2011
  • Synthetic coumarin and furocoumarin derivatives were evaluated for anticoagulant activity and the effect on liver and kidney function. It was found that all of the compounds under investigation proved to be neither toxic nor lethal up to 500 mg/100 g body weight as a single dose for 24 hrs. All tested compounds showed a significant increase in prothrombin time (PT) in the acute model but failed to show a significant action in the chronic model. Furthermore, all tested compounds revealed a significant increase in activated partial thromboplastin time (APTT) as compared to control value in both acute and chronic model. Also, all tested compounds did not cause any significant changes on liver and kidney functions in rats.

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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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 Constituents of the Root of Angelica koreana $M_{AXIMOWICZ}$ (강활 Angelica koreana Maximowicz근의 성분 연구)

  • 유경수;육창수
    • YAKHAK HOEJI
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    • v.12 no.3_4
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    • pp.59-64
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    • 1968
  • Silica gel column chromatography of the ether extract of the root of Angelica Koreana $M_{AXIMOWICZ}$ (Umbelliferae) gave five kinds of crystalline products of coumarin. The following kinds of furocoumarins were identified by UV, IR, NMR spectra and physico-chemical tests. iso-imperatorin m.p. 108-$109^{\circ}$ $C_{16}H_{14}O_{4}$ oxypeucedanin m.p. 142-$143^{\circ}$ $C_{16}H_{14}O_{5}$ prangolarine m.p. 104-$105^{\circ}$ $C_{16}H_{14}O_{5}$ imperatorin m.p. 100-$101^{\circ}$ $C_{16}H_{14}O_{4}$ These analyses also showed that white needles m.p. 129-$130^{\circ}$ were likely to be a furocoumarin. Besides, the methanol extract of the root was found to contain sucrose.

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Efficient One-Step Synthesis of 2-Arylfurans by Ceric Ammonium Nitrate (CAN)-Mediated Cycloaddition of 1,3-Dicarbonyl Compounds to Alkynes

  • 이용록;변명환;김병소
    • Bulletin of the Korean Chemical Society
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    • v.19 no.10
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    • pp.1080-1083
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    • 1998
  • An efficient method for construction of 2-arylfiirans has been developed by ceric(IV) ammonium nitratemediated oxidative cycloaddition of cyclic and acyclic 1,3-dicarbonyl compounds to several alkynes. Reactions of 1,3-cyclohexanedione, 1,3-cyclopentanedione, and 2,4-pentanedione with several alkynes furnish 2-arylfurans in 26-75% yields. Extension of this technology to more complex 4-hydroxy-2-quinolone and 3-hydroxy-lH-phenalen-l-one with phenylacetylene also affords furoquinolinone and ftirophenalenone derivative in moderate yields. Reaction of 4-hydroxycoumarins with phenylacetylene give linear and angular furocoumarin derivatives as a mixture of regioisomer in good yields. The mechanistic pathway for the formation of 2-arylfurans has been also described.

Synthesis of Furodiketochroman and bis-Furocoumarin Derivatives and their Biological Activity

  • Hishmat, O.H.;El-Shabraway, O.A.;El Diwani, H.I.;Fawzy, N.M.
    • Archives of Pharmacal Research
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    • v.11 no.2
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    • pp.87-92
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    • 1988
  • A number of substituted furodiketochroman derivatives ($lll_{a-f}$) have been synthesized by fusion of aromatic aldehydes with 5-hydroxybergapten and 5-hydroxyisopimpinellin. On the other hand, when the reaction was carried out in a solvent, the corresponding bis-furoccumarin derivatives ($lV_{c-n}$) were obtained. The anticoagulant effect of compounds $lll_{a,b,d}$ and $lv_{b,c,f,g,i,k}$ was tested. They failed to demonstrate any significant effect. The effect of the tested compounds on the arterial blood pressure was studied. Compounds $lV_c$, $lll_d$, $lll_b$, $lV_b$, $lV_k$ and $lV_i$ showed lowering effects on the normal systolic blooc pressure of anaesthetized rats in a decreasing manner.

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Open Channel Block of hKv1.5 by Psoralen from Heracleum moellendorffii Hance

  • Eun Jae Soon;Cho Bok Hee;Park Jeong Ah;Lee Ggot Im;Lee Taek Yul;Kim Dae Keun;Jung Young Hoon;Yoo Dong Jin;Kwak Yong Geun
    • Archives of Pharmacal Research
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    • v.28 no.3
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    • pp.269-273
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    • 2005
  • A furocoumarin derivative, psoralen (7H-furo[3,2-g][1]benzopyran-7-one), was isolated from the n-hexane fraction of Heracleum moellendorffii Hance. We examined the effects of psor-alen on a human Kv1.5 potassium channel (hKv1.5) cloned from human heart and stably expressed in Uk- cells. We found that psoralen inhibited the hKv1.5 current in a concentration-, use- and voltage-dependent manner with an IC$_{50}$ value of 180 $\pm$ 21 nM at +60 mV. Psoralen accelerated the inactivation kinetics of the hKv1.5 channel, and it slowed the deactivation kinetics of the hKv1.5 current resulting in a tail crossover phenomenon. These results indicate that psoralen acts on the hKv1.5 channel as an open channel blocker. Furthermore, psoralen prolonged the action potential duration of rat atrial muscles in a dose-dependent manner. Taken together, the present results strongly suggest that psoralen may be an ideal antiarrhythmic drug for atrial fibrillation.

Analysis of the chemical burn-inducing components from the extraction of herb drug-mixed-medicine

  • Lee, Ju-Seon;Lim, Mie-Ae;Park, Hye-Young;Eo, Sang-Heui;Lee, Han-Sun;Park, Yoo-Sin
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.281.1-281.1
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    • 2002
  • Psoralen(7H-Furo[3.2-g] [1]benzopyran-7-one) and angelicin(2-Oxo-[2H]- furo[2.3-h]-1-benzopyran) are angular furocoumarin with diverse photobiological effects. They are major components of Psoralea corylifolia L.(破古紙). Psoralea corylifolia L. is used for a tonic and nursing one's energy. It can be also used for loss of virility. vitiligo. a skin disease, etc.. But a well known and often appreciated side effects f psoralens is the hyperpigmentation caused by this treatment. A women who used the herbal drug-mixed-medicine named'sobaeksu' to treat her vitiligo made a complaint against the orinetal medical doctor. She complained that her skin got burned to 2nd degree by the liquid. 'sobaeksu' through a medical celtficate. So we analyzed the components of that liquid with gas chromatography and gas chromatography/mass spectometry. It has 57.3% ethyl alcohol and two kinds of psoralens. Psoralens were psoralen and angelicin and each one of their contained quantity was 0.128mg/ml and 0.123mg/ml.

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