Synthesis of Abyssinone II and related compounds as potential chemopreventive agents

A facile and efficient approach to the synthesis of prenylated flavonoids as potential chemopreventive agents has been described. This features the synthesis of prenyl halide, prenylation of p-hydroxybenzaldehyde, formation of prenylated polyhydroxychalcone and cyclization of prenylated polyhydroxyc...

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Veröffentlicht in:	European journal of medicinal chemistry 2006-02, Vol.41 (2), p.263-267
Hauptverfasser:	Moriarty, Robert M., Grubjesic, Simonida, Surve, Bhushan C., Chandersekera, Susantha N., Prakash, Om, Naithani, Rajesh
Format:	Artikel
Sprache:	eng
Schlagworte:	Abyssinone II Anticarcinogenic Agents - chemical synthesis Anticarcinogenic Agents - pharmacology Aromatase - metabolism Biological and medical sciences Carcinogenesis, carcinogens and anticarcinogens Chalcone - analogs & derivatives Chemical agents Chemistry Chemoprevention Exact sciences and technology Flavanones - chemical synthesis Flavanones - pharmacology Flavonoids Flavonoids - chemical synthesis Flavonoids - pharmacology Flavonols - chemical synthesis Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Medical sciences Organic chemistry Plants, Medicinal - chemistry Polyhydroxychalcone Prenylated chalcone Prenylation Preparations and properties Protein Prenylation Spectrum Analysis Tumors
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Beschreibung
Zusammenfassung:	A facile and efficient approach to the synthesis of prenylated flavonoids as potential chemopreventive agents has been described. This features the synthesis of prenyl halide, prenylation of p-hydroxybenzaldehyde, formation of prenylated polyhydroxychalcone and cyclization of prenylated polyhydroxychalcone to flavanones ( 15) and ( 16) , and flavonol ( 17) starting from isoprene ( 1). The structures of all three compounds have been characterized by NMR, IR and mass spectroscopy.
ISSN:	0223-5234 1768-3254
DOI:	10.1016/j.ejmech.2005.09.008