title: Natural and semisynthetic analogues of manadoperoxide B reveal new structural requirements for trypanocidal activity.
abstract: Chemical analysis of the Indonesian sponge Plakortis cfr. lita afforded two new analogues of the potent trypanocidal agent manadoperoxide B (1), namely 12-isomanadoperoxide B (2) and manadoperoxidic acid B (3). These compounds were isolated along with a new short chain dicarboxylate monoester (4), bearing some interesting relationships with the polyketide endoperoxides found in this sponge. Some semi-synthetic analogues of manadoperoxide B (6-8) were prepared and evaluated for antitrypanosomal activity and cytotoxicity. These studies revealed crucial structure-activity relationships that should be taken into account in the design of optimized and simplified endoperoxyketal trypanocidal agents.
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Naples I-80131, Italy.
authors.forename: Giuseppina
authors.initials: G
authors.lastname: Chianese
authors.forename: Fernando
authors.initials: F
authors.lastname: Scala
authors.forename: Barbara
authors.initials: B
authors.lastname: Calcinai
authors.forename: Carlo
authors.initials: C
authors.lastname: Cerrano
authors.forename: Henny A
authors.initials: HA
authors.lastname: Dien
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.forename: Deniz
authors.initials: D
authors.lastname: Tasdemir
authors.forename: Orazio
authors.initials: O
authors.lastname: Taglialatela-Scafati
mesh_terms: D000818:Animals; D047229:Plakortis / Q000737:chemistry*; D011161:Porifera / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014344:Trypanocidal Agents / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D014344:Trypanocidal Agents