• 제목/요약/키워드: Furoxan

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Synthesis and Fragmentation of Furoxanaldehydes in the Gas Phase for Nanopatterned Alkyne Formation on a Solid Surface

  • Kim, Gi-Young;Kim, Ju-Cheon;Lee, Seung-Hee;Kim, Hyung-Jin;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • 제30권2호
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    • pp.459-463
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    • 2009
  • Furoxanaldehydes possessing phenyl or alkenyl groups at the 3- or 4-position of the furoxan ring were designed for alkyne formation on a solid surface. Furoxans 2 and 3 were prepared from the corresponding alkenes 2a and 3a by the reaction with NaN$O_2$ in acetic acid. Furoxan 4, in which the furoxan ring is conjugated with a double bond, was prepared from bis(bromomethyl)benzene 4a in 5 steps using the Wittig reaction of aldehyde 1 as the key step. The electron beam-mediated fragmentation of furoxanaldehydes 1-4 in a mass spectrometer was exploited by focusing on alkyne formation on the solid surface. The fragmentation of furoxan 3 possessing diaryl groups afforded diarylacetylene at high efficiency, suggesting that the aryl group conjugated with the furoxan ring could facilitate alkyne formation with the evolution of NO.

Selective cleavage of furoxan by soft x-ray

  • 황한나;김효상;문상운;김정숙;박준원;황광진;황찬국
    • 한국진공학회:학술대회논문집
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    • 한국진공학회 2006년도 제31회 학술논문발표회 초록집
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    • pp.102-102
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    • 2006
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Preparation and Antitumor Activity of a Tamibarotene-Furoxan Derivative

  • Wang, Xue-Jian;Duan, Yu;Li, Zong-Tao;Feng, Jin-Hong;Pan, Xiang-Po;Zhang, Xiu-Rong;Shi, Li-Hong;Zhang, Tao
    • Asian Pacific Journal of Cancer Prevention
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    • 제15권15호
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    • pp.6343-6347
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    • 2014
  • Multi-target drug design, in which drugs are designed as single molecules to simultaneously modulate multiple physiological targets, is an important strategy in the field of drug discovery. QT-011, a tamibarotene-furoxan derivative, was here prepared and proposed to exert synergistic effects on antileukemia by releasing nitric oxide and tamibarotene. Compared with tamibarotene itself, QT-011 displayed stronger antiproliferative effects on U937 and HL-60 cells and was more effective evaluated in a nude mice U937 xenograft model in vivo. In addition, QT-011 could release nitric oxide which might contribute to the antiproliferative activity. Autodocking assays showed that QT-011 fits well with the hydrophobic pocket of retinoic acid receptors. Taken together, these results suggest that QT-011 might be a highly effective derivative of tamibarotene and a potential candidate compound as antileukemia agent.

Synthesis and E-Beam-Mediated Gas Phase Fragmentation of Thiol-Containing Furoxans for Nanopatterned Alkyne Formation on Gold Surface

  • Koo, Hyun-Seo;Park, Kyung-Moon;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • 제31권12호
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    • pp.3583-3587
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    • 2010
  • Furoxanthiols PFT and BPFT possessing thiomethyl or thiobenzyl groups in the furoxan ring were designed and synthesized as potential light-sensitive alkyne precursors on a gold surface. The synthesis of thiofuroxans PFT and BPFT was performed from the corresponding halofuroxans 1b and 2c, respectively, by the substitution with potassium thioacetate in ethyl acetate/ethanol or DMF, followed by basic hydrolysis as the key reactions. Electron-beammediated fragmentation of furoxans 1c and 2d in a mass spectrometer afforded the corresponding aryl alkyne fragments, with the evolution of NO in high preference. In the cases of thiofuroxans PFT and BPFT, carbon-sulfur bond cleavage was observed as a representative fragmentation, producing M-SH and M-SAc peaks, which competed with the release of NO. In the fragmentation of mono-aryl furoxan 1c, the release of molecule of NO was predominately observed to produce an M-NO fragment as a base peak by the formation of trimembered thiiranium or azirine intermediate.

고체상 표면에서 알카인 생성을 위한 아미노퓨록산 유도체의 합성과 전자빔에 의한 기체상 분해반응 (Synthesis of Aminofuroxan Derivatives for the Alkyne Formation on Solid Surface and e-Beam Mediated Fragmentation in Gas Phase)

  • 허정무;김기영;황광진
    • 대한화학회지
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    • 제51권2호
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    • pp.160-164
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    • 2007
  • 고체상 표면에서 퓨록산 화합물의 박막생성을 위하여 클로로퓨록산 2와 butyl 및 benzyl amine과 반응시킨 아미노퓨록산 3,4를 합성하고 이들 아미노퓨록산 화합물을 질량분석기에서 전자빔에 의한 분해반응을 분석하여 알카인의 생성에 대한 효율성을 살펴보았다.