• 제목/요약/키워드: 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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    • 제8권5호
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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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    • 제20권5호
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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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    • 제11권3호
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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
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
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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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    • 한국정보디스플레이학회 2009년도 9th International Meeting on Information Display
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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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Curcumin과 관련 성분들의 산화방지활성과 세포독성 분석 및 구조와 활성 연관성 조사 (Antioxidant and cytotoxic activities of curcumin and its analogs: An exploration of structure-activity relationships)

  • 이보현;김희정;홍정일
    • 한국식품과학회지
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    • 제53권4호
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    • pp.463-469
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    • 2021
  • 본 연구에서는 curcumin과 관련 구조물질인 ferulic acid, DBM, THC을 사용하여 이들의 산화방지활성과 세포독성을 나타내는 활성과 구조 간의 연관성을 분석하였다. 각종 라디칼 소거활성과 지질산화 억제 반응에서 DBM은 거의 활성을 나타내지 못해, methoxy phenolic기가 중요한 기능 구조로 나타났으며 α, β-unsaturated carbonyl기도 이들의 산화방지 활성에 일부 관여하는 것으로 보인다. Curcumin 유도체들의 세포독성과 이들의 산화방지활성 간에는 연관성이 거의 없었으며, ROS의 생성에는 α, β-unsaturated carbonyl기가 중요한 역할을 담당하나 세포독성의 직접적인 원인이 아닌 것으로 판단된다. 세포독성 유발에는 β-diketone 구조가 중요한 역할을 하였으며, SOD/catalase 등에 의한 구조의 안정화가 세포독성을 더욱 강화시키는 것으로 판단된다. Curcumin과 ferulic acid의 조합처리에 의해 독성이 증가한 반면, DBM과 curcumin을 같이 처리 시 독성이 상쇄되었으며 THC과 curcumin은 서로 부가적인 세포독성을 나타냈다.

Photoaddtion Reactions of ο-Benzoquinones to Some Olefins and Alkynes

  • Kim, Sung-Sik
    • Journal of Photoscience
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    • 제5권4호
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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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