• 제목/요약/키워드: Coumarin derivatives

검색결과 60건 처리시간 0.017초

Synthesis of Some Coumarin Derivatives and their Antimicrobial Activity

  • Hishmat, O.H.;Miky, J.A.A.;Farrag, A.A.;Fadl-Allah, E.M.
    • Archives of Pharmacal Research
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    • 제12권3호
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    • pp.181-185
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    • 1989
  • When 3-acetyl coumarin derivatives are treated with bromine, 3-(w-bromoacetyl) coumarin derivatives are obtained. The reaction of 3-(w-bromoacetyl)coumarin derivatives with thiourea or with amines for two hours leads to the formation of 2-Amino-4-(3-coumarinyl) thiazole or 3-(w-aminoacetyl) coumarin derivatives, respectively. While 3-(w-bromoacetyl) coumarin derivatives react with amines for 5-8 hours to yield imino derivatives of 3-(w-aminoacetyl) coumarin. The antimicrobial activity of Ia-b, IIa-c, IVc-f, IVh and V$_{c}$, f, h, k, m, and q was studied.d.

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Solid Phase Synthesis of 3-(4-Hydroxyphenyl)coumarin: Preliminary Experiments for Combinatorial Synthesis of Substituted 3-Phenylcoumarin Derivatives

  • Bae, Hoon;Kim, Hak-Sung
    • Archives of Pharmacal Research
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    • 제27권8호
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    • pp.811-815
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    • 2004
  • Coumarin and its derivatives occur widely in nature. Many attempts were made for synthesis of various coumarin derivatives because of their interesting biological activities. In this study, solid phase synthetic approach of 3-(4-hydroxyphenyl)coumarin was achieved for combinatorial synthesis of substituted 3-phenylcoumarin analogues. Starting from 4-hydroxyphenylacetic acid methyl ester, release of 3-(4-hydroxypnehyl)coumarin from polymer support was accom-plished.

색소 첨가제에 의한 히드록시 라디칼의 광증감 생성반응 (Photosensitized Generation of ydroxyl Radical by Color Additive)

  • 김민식;성대동
    • 한국식품영양학회지
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    • 제10권1호
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    • pp.6-13
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    • 1997
  • 여러 종류의 coumarin 유도체가 광화학 반응에 의하여 OH·라디칼을 생성하는 반응을 ESR 및 레이저 섬광분해 반응으로 진행시키고 반응속도 상수를 구하여 반응성가 메카니즘을 알아보았다. 본 연구에서 사용된 9종류의 coumarin 유도체는 모두 OH·라디칼 생성반응 메카니즘으로 반응이 진행되었으나 1-ethy1-3-nitro-1-nitrosoguanidine은 광조사에 의해 OH·라디칼 생성반응이 일어나기 전에 분해하여 카르벤 중간체로 변하였다. 9개의 coumarin 유도체는 DMPO-OH 스핀부가 생성물에 해당하는 시그날을 나타내었다. OH·라디칼을 소진시키는 NaN3, EtOH, HCOONa 등은 강한 광증감제로 작용하였다. 수화된 전자의 소멸 THRE 상수는 N20을 첨가했을 때가 K3Fe(CN)6을 첨가했을 때보다 크게 나타났다.

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Synthesis of New 8-Formyl-4-methyl-7-hydroxy Coumarin Derivatives

  • Manidhar, D.M.;Rao, K. Uma Maheswara;Reddy, N. Bakthavatchala;Sundar, Ch. Syama;Reddy, C. Suresh
    • 대한화학회지
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    • 제56권4호
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    • pp.459-463
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    • 2012
  • 8-Formyl-4-Methyl-7-Hydroxy Coumarin Derivatives were synthesized via Penchem condensation followed by Duffs reaction. Treatment of this with N,N-di substituted cyano acetamides in the presence of piperdine afforded New 8-Formyl-4-Methyl-7-Hydroxy Coumarin Derivatives (7a-o). Their structures were characterized by IR, $^1H$ and $^{13}C$ NMR and Mass spectral and elemental analysis data.

o-Hydroxybenzophenones와 Phenylacetic Acid, Acetic Anhydride에 의한 Coumarin 유도체 합성에 관한 연구 (Synthetic Studies of Coumarin Derivatives from o-Hydroxybenzophenones with Phenylacetic Acid and Acetic Anhydride)

  • 강순희;양성윤
    • 대한화학회지
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    • 제43권1호
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    • pp.92-103
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    • 1999
  • o-Hydroxybenzophenone 유도체 (2-hydroxybenzophenone, 2,2'-dihydroxybenzo phenone, 2,4-dihydroxybenzophenone, 2-hydroxy-5-methylbenzophenone, 5-chloro-2-hydroxy-4-methylbenzophenone 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-ethoxybenzophenone, 2-hydroxy-4,4'-dimethoxybenzophenone)들을 출발물질로 하여 8종의 coumarin 유도체들을 합성하였다. o-Hydroxybenzophenone과 같은 몰량의 phenylacetic acid를 사용하여 염기인 triethylamine(TEA)와 acetic anhydride를 o-hydroxybenzophenone에 대해 1:8의 비율로 아세톤에서 환류온도로 반응시켜 coumarin 유도체들을 합성한 경우가 가장 수득율이 좋았다. 이것은 용매로 acetic anhydride를 사용한 Sham와 Ray 방법보다 좋은 결과였다.

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계피식물(Cinnamomum loureiroi)에서 분리한 coumarin과 유도체의 방오효과 (Antifouling Activity of Coumarin and its Derivatives Isolated from the Cinnamon Tree Cinnamomum loureiroi)

  • 김영도;신현웅;조지영
    • 한국수산과학회지
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    • 제46권1호
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    • pp.53-58
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    • 2013
  • The active antifouling compounds coumarin and its derivatives were isolated from the cinnamon tree Cinnamomum loureiroi. The antifouling activities were determined using representative soft fouling organisms: the seaweed Ulvapertusa and diatom Navicula annexa. The chemical constituents with antifouling activities were identified as coumarin, hydroxylcoumarin, coumaric acid, and cinnamaldehyde by interpreting nuclear magnetic resonance, and high-resolution mass spectroscopy data. These compounds were isolated from 1.09 g of crude Cinnamomum sp. methanol extract, yielding approximately 18.4, 6.3, 9.8, and 14.7 mg of coumarin, hydroxylcoumarin, coumaric acid, and cinnamaldehyde, respectively. The compounds inhibited U. pertusa zoospores with $EC_{50}$ values of $0.13-0.25{\mu}g/mL$, and the diatom N. annexa with $EC_{50}$ of $0.21-0.81{\mu}g/mL$.

Spectrofluorometric Study of the Interaction of Coumarin Derivatives with Bovine Serum Albumin

  • Kamat, B.P.;Seetharamappa, J.;Kovala-Demertzi, D.
    • Journal of Photoscience
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    • 제11권2호
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    • pp.65-69
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    • 2004
  • The mechanism of interaction of four coumarin derivatives (CDS) with bovine serum albumin (BSA) was studied using spectrofluorometric technique. It was found that the coumarin ring common to all CDS makes major contribution to interaction. Binding affinities could be related to parachor values of CDS. Stem-Volmer plots indicated the presence of static component in the quenching mechanism. Results also showed that both tryptophan residues of protein are accessible to CDS. The high magnitude of rate constant of quenching indicated that the process of energy transfer occurs by intermolecular interaction forces and thus CDS binding site is in close proximity to tryptophan residues of BSA. Binding studies in the presence of the hydrophobic probe, 8-anilino-l-naphthalein-sulfonic acid showed that there is hydrophobic interaction between CDS and the probe and they do not share common sites in BSA. Thermodynamic parameters obtained from data at different temperatures showed that the binding of CDS to BSA involve hydrophobic bonds predominantly. The effects of various metal ions on the binding of CDS with BSA were also investigated.

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새로운 로다민 6G 하이드록시 쿠마린 유도체의 합성과 형광특성 (Synthesis and Fluorescence Properties of New Rhodamine 6G Derivarives Containing Hydroxy Coumarin Moiety)

  • 박성호;장승현
    • 한국환경과학회지
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    • 제25권9호
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    • pp.1283-1288
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    • 2016
  • In this study, we synthesized fluorescent sensors from rhodamine 6G derivatives and hydroxy coumarin. The synthetic routes to the rhodamine 6G derivatives containing hydroxy coumarin are shown in Fig. 1. Two derivatives were synthesized through Schiff base reactions. The structures of the new compounds were confirmed by melting point, $^1H$-NMR, and GC-MS analyses. The compounds were found to selectively bind to tin ($Sn^{2+}$) ion by fluorescence titration using various metal cations. Longer carbon chains gave more sensitivity. $Sn^{2+}$ ions exhibited the strongest fluorescence among the nime ions. The binding analysis using Job plots suggested that compounds form 1:1 complexes with the $Sn^{2+}$ ions.

한국인진성분과 그 유도체에 관한 생물화학적연구 II Coumarin 유도체의 첨즙분필촉진작용 (Biochemical Studies on the Constitutents of Artemisia messer-schmidtiana Besser var. viricis Besser and their Derivatives. II. Cholagogic Activity of Coumarin Derivatives.)

  • 한덕룡
    • 약학회지
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    • 제10권2_3호
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    • pp.25-29
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    • 1966
  • In the preceding paper, it was reported that two esculetin methyl ethers wre isolated from title plant, and exhibited good cholagogic activity. An experiment was made using the eleven coumarin compounds in order to know the relationship between the cholagogic activity and their chemical structure. The result obtained in this study shows that all compounds used possess cholagogic activity, among which daphnetin and esculin methylether are more potent.

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