• 제목/요약/키워드: coumarin compound

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Gustatory Receptors Required for Avoiding the Toxic Compound Coumarin in Drosophila melanogaster

  • Poudel, Seeta;Lee, Youngseok
    • Molecules and Cells
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    • 제39권4호
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    • pp.310-315
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    • 2016
  • Coumarin is a phenolic compound that mainly affects the liver due to its metabolization into a toxic compound. The deterrent and ovicidal activities of coumarin in insect models such as Drosophila melanogaster have been reported. Here we explore the molecular mechanisms by which these insects protect themselves and their eggs from this toxic plant metabolite. Coumarin was fatal to the flies in a dosage-dependent manner. However, coumarin feeding could be inhibited through activation of the aversive gustatory receptor neurons (GRNs), but not the olfactory receptor neurons. Furthermore, three gustatory receptors, GR33a, GR66a, and GR93a, functioned together in coumarin detection by the proboscis. However, GR33a, but not GR66a and GR93a, was required to avoid coumarin during oviposition, with a choice of the same substrates provided as in binary food choice assay. Taken together, these findings suggest that anti-feeding activity and oviposition to avoid coumarin occur via separate mechanisms.

Ester기를 갖는 새로운 주쇄형 액정 coumarin 화합물의 합성 및 특성분석 (Synthesis and Characterization of New Main Chain Liquid Crystalline Coumarin Compound with Ester Moiety)

  • 이종백;강병철;이강춘;이동진
    • Elastomers and Composites
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    • 제44권4호
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    • pp.416-422
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    • 2009
  • Benzyl 4-Hydroxybenzoate와 1,6-Dibromohexane을 반응시켜 4-(6-bromohexyloxy)benzoic acid를 합성하였다. 이것을 하이드로퀴논과 반응시켜 브롬 그룹을 갖는 새로운 mesogenic ester를 합성하였다. Mesogenic ester를 자외선에 민감한 coumarin과 반응시켜 새로운 형태의 광응답성 coumarin 화합물을 합성 하였다. 합성된 화합물의 구조는 FT-IR 및 $^1H$-NMR에 의해 확인 하였으며, 그들의 열적 상전이온도 및 안정성들은 DSC, 편광현미경 및 X-선 회절에 의해 조사 하였다. 한편 합성된 새로운 화합물은 광학 편광 현미경 관찰에 의해 스멕틱 및 네마틱 구조를 갖는 쌍방성 액정성을 보였다.

Synthesis and Biological Investigations of New Thiazolidinone and Oxadiazoline Coumarin Derivatives

  • Abd Elhafez, Omaima Mohamed;El Khrisy, Ezz El Din Ahmed Mohamed;Badria, Farid;Fathy, Alaa El Din Mohamed
    • Archives of Pharmacal Research
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    • 제26권9호
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    • pp.686-696
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    • 2003
  • Ethyl (coumarin-4-oxy)acetate 1 was prepared through the reaction of 4-hydroxycoumarin with ethyl bromoacetate. Compound 1 was allowed to react with hydrazine hydrate to produce coumarin-4-oxyacetic hydrazide 2. The synthesis of N-(arylidene and alkylidene)-coumarin-4-oxyacetic hydrazones 3-20 was performed. The preparation of 2-substituted-3-[(coumarin-4-oxy) acetamido]thiazolidinones 21-26 and 2-[(coumarin-4-oxy )methyl]-4-acetyl-5-substituted-$\Delta^2$-1,3,4-oxadiazolines 27-33 was performed by the reaction of the hydrazones 3, 4, 7, 9, 12, 14 with mercaptoacetic acid and the hydrazones 3, 4, 5, 7, 12, 15, 16 with acetic anhydride, respectively. The antiviral activities, cytotoxicities and structure-activity relationship (SAR) towards different microorganisms of the prepared compounds were studied.

A New coumarin from the seeds of Jute (Corchorus olitorius L.)

  • Mukherjee, K.K.;Mitra, S.K.;Ganguly, S.N.
    • Natural Product Sciences
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    • 제4권1호
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    • pp.51-52
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    • 1998
  • From the chloroform extract of the defatted seeds of jute a new coumarin $C_9H_6O_4$, $m.p.\;178-179^{\circ}C$, was isolated. The structure of the compound was established as 4,7-dihydroxy coumarin on the basis of physical methods viz. $^1H\;NMR,\;^{13}C\;NMR$ and Ms.

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식방풍중의 Coumarin성분의 확인 및 정량 (Analysis of the Coumarin Constituents in Peucedanii Radix)

  • 신국현;강삼식;지형준
    • 생약학회지
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    • 제23권1호
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    • pp.20-23
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    • 1992
  • A new method for the analysis of coumarin constituents in the roots of Peucedanum japonicum by high performance liquid chromatography was established. Among two coumarin constituents identified, peucedanol was confirmed to be applicable to a standard compound. A reversed phase system with a ${\mu}Bondapak$ C_{18}$, column using $H_2O-MeOH=5\;:\;4$ as a moble phase was developed. Peucedanol and a minor constituent, umbelliferone were detected at 333nm and the analysis was successfully carried out within 20 min.

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Coumarin이 함유된 액정고분자의 광중합 (Synthesis of Liquid-Crystalline Polymer Containing Coumarin Moieties by Photopolymerization)

  • 이종백;이광현;강병철
    • Elastomers and Composites
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    • 제45권4호
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    • pp.286-290
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    • 2010
  • Coumarin기가 포함된 액정성을 가진 단량체를 액정 상태에서 UV 조사에 의해 중합하였다. Cycloaddition 반응에 의해 coumarin 액정 단량체는 이량체로 전환되었으며, 광이량화 반응 후에도 액정성이 유지되었다. 그리고 이러한 이량체는 단량체의 액정범위 보다 넓은 영역에서 액정성을 나타내었다. 화합물의 구조는 FT IR 및 $^1H$ NMR에 의해 확인하였으며, 그들의 열적 상전이온도 및 열안정성들은 DSC, GPC 및 편광현미경에 의해 조사하였다. 광중합에 의해 생성된 고분자 생성물은 광학 편광 현미경 관찰에 의해 스멕틱 및 네마틱 조직을 갖는 쌍방성 액정성을 보였다.

차전자의 항암활성성분 (Anticancer Compounds of Plantago asiatica L.)

  • 문형인;지옥표
    • 한국약용작물학회지
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    • 제7권2호
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    • pp.143-146
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    • 1999
  • 차전자의 메탄올추출물을 헥산, 클로로포름, 에틸아세테이트, 부탄올로 계통분획하여, 활성을 검정하고, 그 중 활성분획인 헥산과 에틸아세테이트 분획을 크로마토그라피하여 4종의 화합물을 분리하였으며, 각종 기기분석과 이화학적 분석을 통하여 ${\beta}-sitosterol(C1)$, $cholest-5-en-3{\beta}-ol(C2)$, rutin(C3), $coumarin-7-O-{\beta}-glucopyranoside(C4)$임을 확인 하였으며, 4종의 화합물 중 $cholest-5-en-3{\beta}-ol$, rutin(C3)이 주요 항암 성분 이었다.

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Antidiabetic Coumarin and Cyclitol Compounds from Peucedanum japonicum

  • Lee, Sung-Ok;Choi, Sang-Zin;Lee, Jong-Hwa;Chung, Sung-Hyun;Park, Sang-Hyun;Kang, Hee-Chol;Yang, Eun-Young;Cho, Hi-Jae;Lee , Kang-Ro
    • Archives of Pharmacal Research
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    • 제27권12호
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    • pp.1207-1210
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    • 2004
  • The antidiabetic activity-guided fractionation and isolation of the 80% EtOH extracts from Peucedani Radix (Peucedanum japonicum, Umbelliferae) led to the isolation and characterization of a coumarin and a cyclitol as active principles, that is, peucedanol 7-O-${\beta}$ -D-glucopyranoside (1) and myo-inositol (2). Their structures were identified by spectroscopic methods. Compound 1 showed 39% inhibition of postprandial hyperglycemia at 5.8 mg/kg dose, and compound 2 also significantly inhibited postprandial hyperglycemia by 34% (P<0.05).

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

  • 류경수;육창수
    • 생약학회지
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    • 제3권4호
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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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