• Title/Summary/Keyword: Coumarin derivatives

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Enhanced Electrochemifluorescence and Reduction Mechanism of Acetoxy Coumarin Derivatives in Acetonitrile Solution

  • Kim, Sung-Hyun;Jung, Eun-Joo;So, Eun-Mi;Shen, Chang-Zhe;Chun, Hyun-Ja;Kim, Young-Man;Kim, Il-Kwang
    • Bulletin of the Korean Chemical Society
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    • v.27 no.9
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    • pp.1329-1334
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    • 2006
  • The electrochemical reduction of coumarin, 7-acetoxy-4-methyl coumarin (AMC), and 7-acetoxy-4-bromomethyl coumarin (ABMC), in 0.1 M tetraethyl ammonium perchlorate/acetonitrile solution was carried out by direct current, differential pulse polarography, cyclic voltammetry, and controlled potential coulometry. The electrochemical reduction of ABMC was proceeded through three steps of electron transfer coupled with the chemical reactions. The color of solution was changed to yellow when the carbonyl group was reduced during 2nd step (-1.8 volts) and independented with cleavage of bromo group. Highest fluorescence intensity showed when the electrochemical reduction of AMC was controlled at near the potential (-2.3 volts vs. Ag/AgCl).

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.

Study on the Acetylcholinesterase Inhibitory Activity of Coumarin Derivatives (쿠마린 유도체의 아세틸콜린 에스테라제 저해활성 연구)

  • Nam, Seung-Ok;Yun, Yong-Don;Park, Dong-Hyun;Ryu, Jong-Hoon;Lee, Yong-Sup
    • YAKHAK HOEJI
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    • v.55 no.6
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    • pp.473-477
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    • 2011
  • Alzheimer's disease (AD), one of the most common forms of dementia, is a progressive neurodegenerative disorder symptomatically characterized by the decline in memory and cognitive abilities. To date, the successful therapeutic strategy to treat AD is to maintain the levels of acetylcholine (ACh) by inhibiting acetylcholinesterase (AChE) to lead five drugs in clinical use. In this study, several coumarin derivatives were designed based on the lead structure of scopoletin and evaluated for their AChE inhibitory activities.

Effects of Some Coumarin Derivatives on the Bovine Lens Aldose Reductase Activity

  • Moon, Chang-Kiu;Lee, Se-Chang;Yun, Yeo-Pyo;Ha, Bae-Jin;Yook, Chang-Soo
    • Archives of Pharmacal Research
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    • v.11 no.4
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    • pp.308-311
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    • 1988
  • Nine coumarin dervatives were examined for thier inhibitory effects on bovine lens aldose reductase activity (bovine-LAR). More than 50% inhibition of BLAR activities was observed in the cases of treatments with decursin, decursinol, esculin, isoimperatorin, oxypeucedanine and isobergapten at the concentration of $10^{-4}$M. Especially, BLAR activity was completely inhibited by the treatment of decursin and decursinol at this concentration. At $10^{-5}$ M, only three coumarins-decursin, decursinol and isoimperatorin, were found to have still relatively higher inhibitory effect.

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Thermo-Physical Properties of Some Coumarin Complexes

  • M. G. Abd El Wahed;K. El Manakhly;N. El Khososy;A. El Farargy
    • Bulletin of the Korean Chemical Society
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    • v.18 no.6
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    • pp.594-599
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    • 1997
  • A number of complexes of transition metal ions with some coumarin derivatives have been prepared and their structures were elucidated with the help of conductometric, photometric and infrared studies. The stability constants of various complexes were determined, in aqueous medium, at different temperatures potentiometrically. The thermodynamic characteristics, ΔG, ΔH and ΔS, were calculated. The electrical behaviour of prepared compounds was followed.

Synthesis of 4-Hydroxycoumarion Derivatives-1: An Efficient Synthesis of Flocoumafen

  • Park, Oee-Sook;Jang, Bong-Suek
    • Archives of Pharmacal Research
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    • v.18 no.4
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    • pp.277-281
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    • 1995
  • An anticoagulant, 4-hydroxy-3-[1, 2, 3, 4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyll-1 -naphthyl]coumarin (Flocoumafen) was synthesized in 8 steps starting from phenylacetyl shloride and anisole. The key step in the synthesis involves the reaction of 3-(4-methoxyphenyl)-1-teralol with 4-hydroxycoumarin to give 4-hydroxy-3 [1, 2, 3, 4-tetrahydro-3-[4-emthoxyphenyl]-1-naphthyl]coumarin.

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A Study on the Efficacy of the Coumarine Derivatives with Anti-Inflammatory Activity in the Trifoliate Orange Extract (탱자 추출물에서 항염증 활성을 갖는 쿠마린 유도체의 효능에 관한 연구)

  • Kim, Duck-Sool
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.4
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    • pp.610-617
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    • 2012
  • Trifoliate orange components consist of several kinds, such as monoterpenes, limonoids, flavonoids, and coumarins. Coumarin derivatives were shown to possess valuable pharmacological properties such as anti-inflammatory and dietary effect. Among them, 7-geranyloxycoumarin 6 is a promising chemopreventive agent againist skin, tongue, oesophaqus and colon carcinogenesis in rodents. Seven new coumarin derivatives structurally related to 7-geranyloxycoumarin were synthesised in good yields by $Cs_2CO_3$/acetonitrile condition. We investigated the effect of anti-inflammatory activity on interleukin-6 for synthesised geranyloxycoumarin derivatives. 6-Geranyoxycoumarin 9 (68.9% / $1{\mu}M$ ; 72.6% / $10{\mu}M$) of the anti-inflammatory activity is far higher than 7-Geranyloxycoumarin 5 (40.1% / $1{\mu}M$ ; 61.1% / $10{\mu}M$) and their other derivatives.

Synthesis of Trifoliate Orange Extract Having Anti inflammation Activities (항염증 활성을 갖는 탱자 추출물 합성)

  • Kim, Duck-Sool;Roh, Eon-Joo
    • Journal of the Korean Applied Science and Technology
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    • v.28 no.2
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    • pp.196-202
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    • 2011
  • Coumarin derivatives were shown to possess valuable pharmacological properties such as anticancer/anti carcinogenic, anti-inflammatory, anti helicobacter, anti genotoxic, neuroprotective and dietary effect. In this study, novel coumarin derivatives structurally related to 7-geranyloxycoumarin were effectively synthesised in good yields by $Cs_2CO_3$/acetonitrile in mild condition. The synthesis of geranyloxycoumarin derivatives in weak base($Na_2CO_3$, $K_2CO_3$, $Cs_2CO_3$ etc)/$CH_3CN$ at room temperature obtained in good yield. On the other hand, the reaction of geranyloxycoumarin formation in strong base(NaOH, KOH, CsOH etc)/$CH_3CN$ at reflux condition obtained in low yield.