title: Synthesis of Abyssinone II and related compounds as potential chemopreventive agents.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, Chicago, IL 60607, USA.
authors.forename: Robert M
authors.initials: RM
authors.lastname: Moriarty
authors.forename: Simonida
authors.initials: S
authors.lastname: Grubjesic
authors.forename: Bhushan C
authors.initials: BC
authors.lastname: Surve
authors.forename: Susantha N
authors.initials: SN
authors.lastname: Chandersekera
authors.forename: Om
authors.initials: O
authors.lastname: Prakash
authors.forename: Rajesh
authors.initials: R
authors.lastname: Naithani
mesh_terms: D016588:Anticarcinogenic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001141:Aromatase / Q000378:metabolism; D002599:Chalcone / Q000031:analogs & derivatives; D044950:Flavanones / Q000138:chemical synthesis* / Q000494:pharmacology; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology; D044948:Flavonols / Q000138:chemical synthesis; D010946:Plants, Medicinal / Q000737:chemistry; D017368:Protein Prenylation; D013057:Spectrum Analysis
chemical_list: D016588:Anticarcinogenic Agents; D044950:Flavanones; D005419:Flavonoids; D044948:Flavonols; C511702:abyssinone II; D002599:Chalcone; D001141:Aromatase