title: Antitumor psoropermum xanthones and sarcomelicope acridones: privileged structures implied in DNA alkylation.
abstract: Fused isopropylfuran and dimethylpyran units are privileged structures present in numerous bioactive natural products exemplified, in the field of anticancer drugs, by the furanoxanthone psorospermin and the pyranoacridone acronycine. Psorospermin binds to the N-7 position of the guanine units in the presence of topoisomerase II. In contrast, acronycine derivatives such as cis-1,2-diacetoxy-1,2-dihydrobenzo[b]acronycine alkylate the 2-amino group of DNA guanine residues in the minor groove. Hybrid compounds associating the acridone or benzo[b]acridone chromophore of acronycine derivatives and the epoxyfuran alkylating unit present in psorospermin also display very potent antiproliferative activities, alkylating DNA guanine units at position N-7 in the major groove, as natural xanthones belonging to the psorospermin series.
authors.affiliation: Laboratoire de Pharmacognosie de l'Universite Paris Descartes, UMR/CNRS 8638, 4 Avenue de l'Observatoire, F-75006 Paris, France.
authors.forename: Hung The
authors.initials: HT
authors.lastname: Nguyen
authors.forename: Marie-Christine
authors.initials: MC
authors.lastname: Lallemand
authors.forename: Sabrina
authors.initials: S
authors.lastname: Boutefnouchet
authors.forename: Sylvie
authors.initials: S
authors.lastname: Michel
authors.forename: François
authors.initials: F
authors.lastname: Tillequin
mesh_terms: D000175:Acronine / Q000737:chemistry / Q000494:pharmacology*; D001688:Biological Products / Q000737:chemistry / Q000494:pharmacology*; D004249:DNA Damage; D015394:Molecular Structure; D044004:Xanthones / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D001688:Biological Products; D044004:Xanthones; C025543:psorospermin; D000175:Acronine