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Natural and semisynthetic analogues of manadoperoxide B reveal new structural requirements for trypanocidal activity

Chianese, Giuseppina and Scala, Fernando and Calcinai, Barbara and Cerrano, Carlo and Dien, Henny A. and Kaiser, Marcel and Tasdemir, Deniz and Taglialatela-Scafati, Orazio. (2013) Natural and semisynthetic analogues of manadoperoxide B reveal new structural requirements for trypanocidal activity. Marine drugs, Vol. 11, H. 9. S. 3297-3308.

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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.
Faculties and Departments:09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Kaiser, Marcel
Item Type:Article, refereed
Bibsysno:Link to catalogue
Publisher:MDPI
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
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Last Modified:31 Dec 2015 10:54
Deposited On:27 Feb 2014 15:46

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