e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Enhancement of the water solubility of flavone glycosides by disruption of molecular planarity of the aglycone moiety

G Lewin, A Maciuk, A Moncomble…

Index: Bird, T. Geoffrey C.; Brown, Ben R.; Stuart, Ian A.; Tyrrell, William R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 8 p. 1831 - 1846

Full Text: HTML

Citation Number: 6

Abstract

... Journal of Natural ... 2013, 76 (1), pp 8–12. DOI: 10.1021/np300460a. Publication Date (Web): December 18, 2012. Copyright © 2012 The American Chemical Society and American ... In a previous study related to Suzuki reactions at C-3 of flavones, we used diosmin to prepare 3 ...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

N/A Structure

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

2,3-dihydro-1-benzofuran-2-yl(phenyl)methanone Structure

2,3-dihydro-1-b...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

3-bromo-2-ethoxy-2-phenyl-3H-chromen-4-one Structure

3-bromo-2-ethox...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

3-bromo-2-ethoxy-2-phenyl-3H-chromen-4-one Structure

3-bromo-2-ethox...

3-bromo-2,4'-dimethoxyflavan-4-one Structure

3-bromo-2,4'-di...

~%

3-bromo-2-(4-methoxyphenyl)chromen-4-one Structure

3-bromo-2-(4-me...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

N/A Structure

~%

3-(2-hydroxyphenyl)-1-phenylpropan-1-one Structure

3-(2-hydroxyphe...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

2-Benzoyl-3(2H)-benzofuranone Structure

2-Benzoyl-3(2H)...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

2-Benzoyl-3(2H)-benzofuranone Structure

2-Benzoyl-3(2H)...

3-Bromoflavone Structure

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

N/A Structure

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

3-bromo-2,4'-dimethoxyflavan-4-one Structure

3-bromo-2,4'-di...

~%

3-bromo-2-(4-methoxyphenyl)-4H-chromene Structure

3-bromo-2-(4-me...

4'-Methoxyflavone Structure

4'-Methoxyflavone

~%

3-bromo-2-(4-methoxyphenyl)-4H-chromene Structure

3-bromo-2-(4-me...

2-(4'-methoxyphenyl)-4H-chromene Structure

2-(4'-methoxyph...

~%

2,3-dihydro-1-benzofuran-2-yl-(4-methoxyphenyl)methanone Structure

2,3-dihydro-1-b...

3-bromo-2-(4-methoxyphenyl)-4H-chromene Structure

3-bromo-2-(4-me...

2-anisoyl-5,7-dibromo-2,3-dihydrobenzofuran Structure

2-anisoyl-5,7-d...

Detail

2-(4'-methoxyphenyl)-4H-chromene Structure

2-(4'-methoxyph...

Sodium acetate Structure

~%

3-bromo-2-(4-methoxyphenyl)-4H-chromene Structure

3-bromo-2-(4-me...

2-anisoyl-5,7-dibromo-2,3-dihydrobenzofuran Structure

2-anisoyl-5,7-d...

Detail

3-bromo-2,4'-dimethoxyflavan-4-one Structure

3-bromo-2,4'-di...

~%

2,3-dihydro-1-benzofuran-2-yl-(4-methoxyphenyl)methanone Structure

2,3-dihydro-1-b...

4'-Methoxyflavone Structure

4'-Methoxyflavone

~%

2,3-dihydro-1-benzofuran-2-yl-(4-methoxyphenyl)methanone Structure

2,3-dihydro-1-b...

2-(4'-methoxyphenyl)-4H-chromene Structure

2-(4'-methoxyph...

~%

2,3-dihydro-1-benzofuran-2-yl-(4-methoxyphenyl)methanone Structure

2,3-dihydro-1-b...

3-bromo-2-(4-methoxyphenyl)-4H-chromene Structure

3-bromo-2-(4-me...

2-anisoyl-5,7-dibromo-2,3-dihydrobenzofuran Structure

2-anisoyl-5,7-d...

Detail

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

N/A Structure

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

Ethanoic anhydride Structure

Ethanoic anhydride

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

~%

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

3-bromo-2,4'-dimethoxyflavan-4-one Structure

3-bromo-2,4'-di...

~%

4'-Methoxyflavone Structure

4'-Methoxyflavone

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

acetic acid,3,3-dibromo-2-phenyl-4H-chromen-2-ol Structure

acetic acid,3,3...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

N/A Structure

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

3-bromo-2-phenyl-4H-chromene Structure

3-bromo-2-pheny...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

3,3-dibromo-2-phenyl-2,4-dihydrochromene Structure

3,3-dibromo-2-p...

4'-Methoxyflavonol Structure

4'-Methoxyflavonol

Benzyl chloride Structure

Benzyl chloride

~%

2-(4-methoxyphenyl)-3-phenylmethoxychromen-4-one Structure

2-(4-methoxyphe...

3-bromo-2,4'-dimethoxyflavan-4-one Structure

3-bromo-2,4'-di...

~%

3-(2-hydroxyphenyl)-1-(4-methoxyphenyl)propan-1-one Structure

3-(2-hydroxyphe...

4'-Methoxyflavone Structure

4'-Methoxyflavone

~%

3-(2-hydroxyphenyl)-1-(4-methoxyphenyl)propan-1-one Structure

3-(2-hydroxyphe...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

N/A Structure

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

Ethanol Structure

~%

2-ethoxy-2-phenyl-3,4-dihydrochromene Structure

2-ethoxy-2-phen...

2'-BENZYLOXYACETOPHENONE Structure

2'-BENZYLOXYACE...

Salicylaldehyde Structure

Salicylaldehyde

~%

3-(2-hydroxyphenyl)-1-(2-phenylmethoxyphenyl)prop-2-en-1-one Structure

3-(2-hydroxyphe...

3-bromo-2-methoxyflavan-4-one Structure

3-bromo-2-metho...

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

(3-bromo-4-oxo-2-phenyl-3H-chromen-2-yl) acetate Structure

(3-bromo-4-oxo-...

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

trans-3-Bromflavan Structure

trans-3-Bromflavan

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

2,3-cis-2-acetoxy-3-bromoflavan Structure

2,3-cis-2-aceto...

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

2,3-cis-3-bromo-2-propionyloxyflavan Structure

2,3-cis-3-bromo...

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

N/A Structure

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

2-Phenylbenzopyrylium perchlorate Structure

2-Phenylbenzopy...

~%

2-Phenyl-γ-chromene Structure

2-Phenyl-γ-chromene

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

2-methoxyflavan Structure

2-methoxyflavan

~%

3,4-dihydro-2-phenyl-2H-1-benzopyran Structure

3,4-dihydro-2-p...

3-hydroxy-2,3,4'-trimethoxyflavan-4-one Structure

3-hydroxy-2,3,4...

o-Phenylenediamine Structure

o-Phenylenediamine

~%

6H-[1]Benzopyrano[3,4-b]quinoxaline,6-methoxy-6-(4-methoxyphenyl)- Structure

6H-[1]Benzopyra...

4'-Methoxyflavonol Structure

4'-Methoxyflavonol

~%

6H-[1]Benzopyrano[3,4-b]quinoxaline,6-methoxy-6-(4-methoxyphenyl)- Structure

6H-[1]Benzopyra...

Quaternary ammonium (hypo) iodite catalysis for enantioselec...

[Uyanik, Muhammet; Okamoto, Hiroaki; Yasui, Takeshi; Ishihara, Kazuaki Science, 2010 , vol. 328, # 5984 p. 1376 - 1379]