2010
DOI: 10.1002/cjoc.201090291
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Synthesis of Talosin A and B, Two Bioactive Isoflavonoid Glycosides

Abstract: Talosin A and B, namely genistein 7-O-α-L-6-deoxy-talopyranoside and genistein 4',7-di-O-α-L-6-deoxytalopyranoside, which show excellent antifungal and anti-inflammatory activities, were synthesized concisely.

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Cited by 6 publications
(1 citation statement)
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“…56 We achieved a concise synthesis of this molecule using a glycosyl fluoride as donor via tactic I (Scheme 15). 57 To improve the solubility of genistein, its three hydroxyl groups were persilylated to yield isoflavone 76. Promoted by boron trifluoride, talopyranosyl fluoride 77 was condensed with isoflavone 76 to provide 4′,7-O-bisglycoside 78 (45%).…”
Section: Glycosylation With Glycosyl Fluoridesmentioning
confidence: 99%
“…56 We achieved a concise synthesis of this molecule using a glycosyl fluoride as donor via tactic I (Scheme 15). 57 To improve the solubility of genistein, its three hydroxyl groups were persilylated to yield isoflavone 76. Promoted by boron trifluoride, talopyranosyl fluoride 77 was condensed with isoflavone 76 to provide 4′,7-O-bisglycoside 78 (45%).…”
Section: Glycosylation With Glycosyl Fluoridesmentioning
confidence: 99%