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Preparation of Synthetic and Natural Derivatives of Flavonoids Using Suzuki-Miyaura Cross-Coupling Reaction
M. Hurtová, D. Biedermann, Z. Osifová, J. Cvačka, K. Valentová, V. Křen
Jazyk angličtina Země Švýcarsko
Typ dokumentu časopisecké články
Grantová podpora
GA21-01799S
Czech Science Foundation
GA21-00551S
Czech Science Foundation
LTC20070
Ministry of Education, Youth and Sports of the Czech Republic
NLK
Directory of Open Access Journals
od 1997
Free Medical Journals
od 1997
PubMed Central
od 2001
Europe PubMed Central
od 2001
ProQuest Central
od 1997-01-01
Open Access Digital Library
od 1997-01-01
Medline Complete (EBSCOhost)
od 2009-03-01
Health & Medicine (ProQuest)
od 1997-01-01
- MeSH
- flavonoidy chemie MeSH
- katalýza MeSH
- kyseliny boronové chemie MeSH
- luteolin chemie MeSH
- molekulární struktura MeSH
- palladium chemie MeSH
- quercetin chemie MeSH
- Publikační typ
- časopisecké články MeSH
Herein, we report the use of the Suzuki-Miyaura cross-coupling reaction for the preparation of a library of synthetic derivatives of flavonoids for biological activity assays. We have investigated the reactivity of halogenated flavonoids with aryl boronates and with boronyl flavonoids. This reaction was used to prepare new synthetic derivatives of flavonoids substituted at C-8 with aryl, heteroaryl, alkyl, and boronate substituents. The formation of flavonoid boronate enabled a cross-coupling reaction with halogenated flavones yielding biflavonoids connected at C-8. This method was used for the preparation of natural compounds including C-8 prenylated compounds, such as sinoflavonoid NB. Flavonoid boronates were used for the preparation of rare C-8 hydroxyflavonoids (natural flavonoids gossypetin and hypolaetin). A series of previously unknown derivatives of quercetin and luteolin were prepared and fully characterized.
Citace poskytuje Crossref.org
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