Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity

Marine Drugs

Giuseppina Chianese³  Fernando Scala³  Barbara Calcinai¹  Carlo Cerrano¹  Henny A. Dien⁴  Marcel Kaiser⁵  Deniz Tasdemir² 

[1] Department of Life and Environmental Sciences, Polytechnic University of Marche, Via Brecce Bianche, Ancona 60131, Italy; E-Mails:;School of Chemistry, National University of Ireland, Galway, University Road, Galway, Ireland; E-Mail:;Department of Pharmacy, University of Naples “Federico II”, Via D. Montesano, 49, Naples I-80131, Italy; E-Mails:;Faculty of Fishery and Marine Science, Sam Ratulangi University, Manado 95115, Indonesia; E-Mail:;Department of Medical Parasitology and Infection Biology, Swiss Tropical and Public Health Institute, Basel CH-4002, Switzerland; E-Mail:

关键词: manadoperoxide B;    marine antitrypanosomals;    structure–activity relationships;   

DOI  :  10.3390/md11093297

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.