Natural and semisynthetic analogues of manadoperoxide b reveal new structural requirements for trypanocidal activity
Chianese, Giuseppina ; Scala, Fernando ; Calcinai, Barbara ; Cerrano, Carlo ; Dien, Henny ; Kaiser, Marcel ; Tasdemir, Deniz ; Taglialatela-Scafati, Orazio
Chianese, Giuseppina
Scala, Fernando
Calcinai, Barbara
Cerrano, Carlo
Dien, Henny
Kaiser, Marcel
Tasdemir, Deniz
Taglialatela-Scafati, Orazio
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Publication Date
2013-08-28
Type
Article
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Citation
Chianese, Giuseppina; Scala, Fernando; Calcinai, Barbara; Cerrano, Carlo; Dien, Henny; Kaiser, Marcel; Tasdemir, Deniz; Taglialatela-Scafati, Orazio (2013). Natural and semisynthetic analogues of manadoperoxide b reveal new structural requirements for trypanocidal activity. Marine Drugs 11 (9), 3297-3308
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.
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Publisher
MDPI AG
Publisher DOI
10.3390/md11093297
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Attribution-NonCommercial-NoDerivs 3.0 Ireland