title: Synthesis and antiplasmodial activity of bicyclic dioxanes as simplified dihydroplakortin analogues.
abstract: Here we report the synthesis and evaluation of antiplasmodial activity of a novel series of bicyclic peroxides inspired by the marine natural compound dihydroplakortin. We developed a synthetic strategy leading to the dihydroplakortin-related peroxides in only a few steps. The in vitro antiplasmodial potency of the peroxides was similar to, or greater than, that of the reference natural compound, and structure-activity relationship studies revealed several key structural requirements for activity and potency.
authors.affiliation: European Research Centre for Drug Discovery and Development (NatSynDrugs), 53100 Siena, Italy.
authors.forename: Sandra
authors.initials: S
authors.lastname: Gemma
authors.forename: Sanil
authors.initials: S
authors.lastname: Kunjir
authors.forename: Salvatore Sanna
authors.initials: SS
authors.lastname: Coccone
authors.forename: Margherita
authors.initials: M
authors.lastname: Brindisi
authors.forename: Vittoria
authors.initials: V
authors.lastname: Moretti
authors.forename: Simone
authors.initials: S
authors.lastname: Brogi
authors.forename: Ettore
authors.initials: E
authors.lastname: Novellino
authors.forename: Nicoletta
authors.initials: N
authors.lastname: Basilico
authors.forename: Silvia
authors.initials: S
authors.lastname: Parapini
authors.forename: Donatella
authors.initials: D
authors.lastname: Taramelli
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Campiani
authors.forename: Stefania
authors.initials: S
authors.lastname: Butini
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010545:Peroxides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D010963:Plasmodium falciparum / Q000187:drug effects* / Q000254:growth & development; D013329:Structure-Activity Relationship
chemical_list: D000962:Antimalarials; D004146:Dioxanes; D010545:Peroxides