• 제목/요약/키워드: arylation

검색결과 25건 처리시간 0.029초

Quinolinedione 유도체, OQ1과 OQ21에 의한 혈관 이완 억제에 Oxidative stress의 중요성 (The Importance of Oxidative Stress in the Inhibition of Vasorelaxation Induced by Quinolinedione Derivatives, OQ1 and OQ21)

  • 김세련;이주영;김화정;유충규;정진호
    • 약학회지
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    • 제43권5호
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    • pp.652-658
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    • 1999
  • To reveal the inhibitory mechanism of NO-dependent vasorelaxation by quinone derivatives (OQ1 and OQ21), we have compared the generation of free radicals by oxidative stress and the formation of cellular adducts by arylation. First, we measured oxygen consumption by quinone derivatives as a marker of oxidative stress in order to investigate whether these quinone compounds could generate reactive oxygen species. Both OQ1 and OQ21 generated free radicals and OQ21 was more potent. These results suggested that free radicals be involved in the inhibition of vasorelaxation by quinones. Next, we measured the binding capacity of quinone derivatives with intracellular GSH and protein thiols (-SH) in order to investigate whether these quinones have arylation capacity. Compared to positive control groups (menadione), both OQ1 and OQ21 depleted intracellular GSH and protein thiols very slightly. These compounds have low toxicities in mammalian tissues. From these results, we concluded that the inhibition of vasorelaxation by quinone derivatives (OQ1, OQ21) may be cuased by generation of free radicals.

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Direct Palladium-Catalyzed C-4 Arylation of Tri-substituted Furans with Aryl Chlorides: An Efficient Access to Heteroaromatics

  • Yang, Hai;Zheng, Zhishuo;Zeng, Jian;Liu, Huajie;Yi, Bing
    • Bulletin of the Korean Chemical Society
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    • 제33권8호
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    • pp.2623-2626
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    • 2012
  • A series of functionalized furans were synthesized by way of a palladium-catalyzed coupling reaction of 2,3,5-trisubstituted furans with aryl chlorides through C-H bond cleavages at C-4 position. The feature of the reaction was facilitative preparation of furan derivatives with good functional group tolerance. All reactions gave the desired products in moderate to good yields in the presences of $BuAd_2P$ and t-BuOK in DMF at $120^{\circ}C$ after 15 h.

Pd(CF3CO2)2 착화합물 촉매에 의한 방향족 탄소-수소 결합의 활성화 반응 (Activation of Aromatic Carbon-Hydrogen Bonds by Palladium Trifluoroacetate Complexes)

  • 황영애;김동환;백두종
    • 대한화학회지
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    • 제50권5호
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    • pp.369-373
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    • 2006
  • Pd(CF3CO2)2-phosphine 및 Pd(CF3CO2)2-sulfide 계를 촉매로 사용하여 styrene의 아릴화반응을 연구하였다. 주 생성물인 trans-stilbene의 수율은 phosphine 치환체의 염기도가 증가할수록 높아졌고 입체장애가 클수록 낮아졌다. arylphosphine에서 styrene으로 aryl 기가 이동하는 현상은 동일한 arylphosphine에 대하여 Pd(CF3CO2)2의 경우가 더 높은 염기도를 가진 Pd(CH3CO2)2의 경우보다 더 많이 나타났으므로 이 반응은 Pd 이온이 먼저 aryl 기에 공격을 하는 친전자성 메커니즘에 의해 진행된다고 본다. 한편 Pd(CF3CO2)2-sulfide보다 Pd(CF3CO2)2-phosphine 계가 더 효과적인 촉매로 작용하였다.

Synthesis and Characterization of Highly Fluorescent and Thermally Stable π-Conjugates involving Spiro[fluorene-9,4'-[4H]indeno[1,2-b]furan]

  • Kowada, Toshiyuki;Ohe, Kouichi
    • Bulletin of the Korean Chemical Society
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    • 제31권3호
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    • pp.577-581
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    • 2010
  • Spiro[fluorene-9,4'-[4H]indeno[1,2-b]furan] was synthesized, and its $\pi$-conjugation was efficiently elongated using palladium-catalyzed C-H arylation of a furan moiety. The resulting $\pi$-conjugated compounds showed intense fluorescence and extremely high thermal stability.