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3-hydroxyflavone : ウィキペディア英語版
3-Hydroxyflavone

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3-Hydroxyflavone is a chemical compound. It is the backbone of all flavonols, a type of flavonoid. It is a synthetic compound, which is not found naturally in plants. It serves as a model molecule as it possesses an excited-state intramolecular proton transfer (ESIPT) effect〔(All-optical switchings of 3-hydroxyflavone in different solvents. Wu Feng, Lin Lie, Li Xiang-Ping, Yu Ya-Xin, Zhang Gui-Lan and Chen Wen-Ju, Chinese Phys. B 17 1461-1466. )〕 to serve as a fluorescent probe to study membranes for example〔(Excited state proton transfer fluorescence of 3-hydroxyflavone in model membranes. Jayanti Guharay , Rupali Chaudhuri , Abhijit Chakrabarti and Pradeep K. Sengupta, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Volume 53, Issue 3, March 1997, Pages 457-462 )〕 or intermembrane proteins.〔(Interaction of flavonoids with red blood cell membrane lipids and proteins: Antioxidant and antihemolytic effects. Sudip Chaudhuri, Anwesha Banerjee, Kaushik Basu, Bidisha Sengupta, and Pradeep K. Sengupta, International Journal of Biological Macromolecules, Volume 41, Issue 1, 1 June 2007, Pages 42-48 )〕 The green tautomer emission (λmax ≈ 524 nm) and blue-violet normal emission (λmax ≈ 400 nm) originate from two different ground state populations of 3HF molecules.〔(Effect of reverse micelles on the intramolecular excited state proton transfer (ESPT) and dual luminescence behaviour of 3-hydroxyflavone. Munna Sarkar, Jayanti Guha Ray and Pradeep K. Sengupta, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Volume 52, Issue 2, February 1996, Pages 275-278 )〕 The phenomenon also exists in natural flavonols. Although 3-hydroxyflavone is almost insoluble in water, its aqueous solubility (hence bio-availability) can be increased by encapsulation in cyclodextrin cavitiies 〔(Encapsulation of 3-hydroxyflavone in γ-cyclodextrin nanocavities: Excited state proton transfer fluorescence and molecular docking studies. Biswapathik Pahari, Sandipan Chakraborty, Pradeep K. Sengupta.Journal of Molecular Structure, Volume 1006, Issues 1–3, 14 December 2011, Pages 483–488 )〕
==Synthesis==
The Algar-Flynn-Oyamada reaction is a chemical reaction whereby a chalcone undergoes an oxidative cyclization to form a flavonol.




抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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