title: Total synthesis of munchiwarin, a triprenylated chalcone from Crotalaria medicagenia.
abstract: An efficient method is developed for the synthesis of the modified triprenylated chalcone, munchiwarin (1), isolated from the roots of Crotalaria medicagenia. The synthesis of 1 utilizes a Claisen-Schmidt condensation between 2,4-dihydroxy-3,5-C-diprenyl acetophenone and 4-methoxy benzaldehyde in the presence of Ba(OH)2 to yield the unusual chalcone 5 that contains a nine-membered ether ring. Further prenylation of 5 with 1-bromo-3-methylbut-2-ene and its subsequent demethylation with BBr3 gave munchiwarin (1).
authors.affiliation: Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow-226 001 U.P, India. tnarender@rediffmail.com
authors.forename: T
authors.initials: T
authors.lastname: Narender
authors.forename: K Papi
authors.initials: KP
authors.lastname: Reddy
authors.lastname: Shweta
authors.forename: Kumkum
authors.initials: K
authors.lastname: Srivastava
authors.forename: D K
authors.initials: DK
authors.lastname: Mishra
authors.forename: S K
authors.initials: SK
authors.lastname: Puri
mesh_terms: D047188:Chalcones / Q000138:chemical synthesis / Q000737:chemistry*; D029864:Crotalaria / Q000737:chemistry*
chemical_list: D047188:Chalcones; C526353:munchiwarin