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.

journal_name

Mar Drugs

journal_title

Marine drugs

authors

Chianese G,Scala F,Calcinai B,Cerrano C,Dien HA,Kaiser M,Tasdemir D,Taglialatela-Scafati O

doi

10.3390/md11093297

subject

Has Abstract

pub_date

2013-08-28 00:00:00

pages

3297-308

issue

9

issn

1660-3397

pii

md11093297

journal_volume

11

pub_type

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