title: Studies toward the synthesis of luminacin D: assembly of simplified analogues devoid of the epoxide displaying antiangiogenic activity.
abstract: [reaction: see text] A series of structurally simplified luminacin analogues devoid of the epoxide ring are assembled in a stereocontrolled manner from 2,4-dimethoxybenzaldehyde using a syn-selective aldol reaction as the key step. The success of the approach is critically dependent on the nature and extent of the alcohol protecting groups. The synthetic analogues inhibit VEGF-stimulated angiogenesis in an in vitro assay indicating that the epoxide is not essential for biological activity in this compound class.
authors.affiliation: Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry, CV4 7AL, UK.
authors.forename: Mark W
authors.initials: MW
authors.lastname: Davies
authors.forename: Lesley
authors.initials: L
authors.lastname: Maskell
authors.forename: Michael
authors.initials: M
authors.lastname: Shipman
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: Sandrine M E
authors.initials: SM
authors.lastname: Vidot
authors.forename: Jacqueline L
authors.initials: JL
authors.lastname: Whatmore