• Title/Summary/Keyword: dibenzoylmethane

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Reaction Conditions and Mechanism of Electrolytic Reduction of Dibenzoylmethane$^\dag$

  • Kang, Sung-Chul;Chon, Jung-Kyoon
    • Bulletin of the Korean Chemical Society
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    • v.8 no.5
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    • pp.414-418
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    • 1987
  • Electrochemical reduction of dibenzoylmethane was studied on mercury electrode by means of cyclic voltammetry, polarography and potentiostatic measurements in ethanol-water system. In acidic solutions monomeric pinacol was produced by irreversible two-electron process while monomeric and dimeric pinacol were competitively produced by the same process in neutral solution. However, in basic solution the dimeric pinacol was mostly produced through radical by irreversible one-electron transfer process. Mechanisms of the reduction of dibenzoylmethane are deduced from Tafel slope, pH dependance and reaction order with respect to the concentration of dibenzoylmethane in the solution of various pH.

Photochemical Formation of 1,5-Diketones from Dibenzoylmethane and Some Quinones

  • 김성식;임진선;이종명;심상철
    • Bulletin of the Korean Chemical Society
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    • v.20 no.5
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    • pp.531-534
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    • 1999
  • Irradiation (300 nm UV light) of dibenzoylmethane and 1,4-naphthoquinone in dichloromethane gave 1,5-dike-tone as the major product, along with β-hydroxyketone as the minor product. Anthraquinone and anthrone also added photochemically to dibenzoylmethane to give 1,5-diketones as the major products. In contrast, tetrahalo-1,4-benzoquinones added to dibenzoylmethane to give two types of 1,5-diketones via oxetane and cyclobutane intermediates. Comparison of the potential energy values of the photoproducts reveals that the 1,5-diketones are more stable than the corresponding oxetanes or cyclobutanes due to the ring-strain of the bicyclic compounds.

Photochemical Cleavage of Dibenzoylmethane and Curcumin in the Presence of N,N-Dimethylaniline in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Kim, Ae-Rhan;Cho, Kyung-Won
    • Journal of Photoscience
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    • v.11 no.3
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    • pp.129-132
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    • 2004
  • Photochemically stable dibenzoylmethane and curcumin were cleaved dramatically when they were irradiated in the presence of N,N-dimethylaniline in methanol with 300 nm UV light. Several products such as benzil, secondary product derived from 1,4-diphenyl-1,4-butanedione, and unidentified compound were observed from the photoreactions of dibenzoylmethane with N,N-dimethylaniline. It was also found that one of the primary fragments produced by irradiation of curcumin in methanol were coupled with N,N-dimethylaniline to give a new enone compound, i.e., 1-(4-dimethylaminophenyl)-4-(4-hydroxy-3-methoxyphenyl)-but-3-en-2-one, as the major product.

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항암성 후라보노이드의 합성

  • 안병준;송규용
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.225-225
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    • 1994
  • 푸라본합성의 기초물질인 2-benzoyloxyacetophenone류를 dicyclohexyl-carbodi-imide/4-dimethylaminopydridine을 사용하여 72-90%의 수율로 합성하였다. 이들 에스터를 상전이촉 매존재하에 반응시켜 dibenzoylmethane을 합성하였다. 이때 얻은 수율은 72-80%로 종전의 방법에 비하여 월등이 개선되었으며 반응이 30분이내에 완결되었다. Dibenzoylmethane을 종전의 방법대로 폐환시켜 총 44종의 푸라본을 합성하였다.

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Enhanced photoluminescence of a hybrid luminescent film infiltrated into a colloidal photonic crystal

  • Yoo, Hyoung-Sun;Jeon, Duk-Young
    • 한국정보디스플레이학회:학술대회논문집
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    • 2009.10a
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    • pp.204-206
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    • 2009
  • Luminescent films were prepared by infiltration of tris(dibenzoylmethane) mono(1, 10-phenanthroline) europium incorporated ormosil into colloidal $SiO_2$ photonic crystal templates. The PL intensity of the infiltrated film into the template was about 13 times higher than that of the plane film prepared without the template.

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Antioxidant and cytotoxic activities of curcumin and its analogs: An exploration of structure-activity relationships (Curcumin과 관련 성분들의 산화방지활성과 세포독성 분석 및 구조와 활성 연관성 조사)

  • Lee, Bo-Hyun;Kim, Hee Jeong;Hong, Jungil
    • Korean Journal of Food Science and Technology
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    • v.53 no.4
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    • pp.463-469
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    • 2021
  • Bioactivities of curcumin, a major pigment of Curcuma longa L., have been widely investigated. In this study, the antioxidant and cytotoxic properties of curcumin and its analogs including ferulic acid, dibenzoylmethane (DBM), and tetrahydrocurcumin (THC), and their structure-activity relationships were assessed. Ferulic acid, THC, and curcumin showed strong scavenging activities against several radicals and exhibited considerable lipid peroxidation inhibitory activity. Curcumin showed the strongest cytotoxic activities against HeLa, HCT-116, IEC-6 and INT 407 cells, whereas ferulic acid did not show any cytotoxic effect up to 100 µM against these cell lines. Cytotoxicity of curcumin and THC was significantly enhanced by superoxide dismutase and diminished by N-acetylcysteine. The combination treatment of curcumin and ferulic acid enhanced the cytotoxicity, whereas the combination of curcumin and DBM offset their toxicity. These results suggest that methoxy phenolic and β-diketon moieties are crucial for the antioxidant- and cytototoxic activities of curcumin, respectively.

Photoaddtion Reactions of ο-Benzoquinones to Some Olefins and Alkynes

  • Kim, Sung-Sik
    • Journal of Photoscience
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    • v.5 no.4
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    • pp.143-148
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    • 1998
  • Photoaddition reactions of ο-benzoquinones to some organic molecules were ivestigated to yield three types of photoadducts. Irradiation (350nm UV light) of a dichloromethane solution of tetrahal-1, 2- benzoquinones and 1, 4-diphenylbutadiene yielded 1, 3-dienes, which was found to be used to synthesize 1-phenylphenanthrenes. The 1, 3-dienes were also produced, when irradiated tetrahalo--1, 2-benzoquinones and 1,4-dipenylbut-1-en-3-yne in the similar conditions, which was applied to get 9-phenylphenanthrenes. An enolic compound come from the tautomerization of dibenzoylmethane was found to add to ο-benzoquinones to give, 1, 4-dioxenes and 1, 5-diketones as the major products. Although depenylbutadiyne did not add to ο-benzoquinones, diphenylacetylene added to ο-benzoquinones to give $\rho$-quinomethanes as well as two isomeric $\rho$-quinomethanes. One-way photoisomerism was observed for two isomeric $\rho$-quinomethanes.

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