1. Total synthesis and antimalarial activity of mortiamides A–D
- Author
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Christopher Bérubé, Alexandre Borgia, Dave Richard, Dominic Gagnon, and Normand Voyer
- Subjects
010405 organic chemistry ,Chemistry ,Stereochemistry ,Plasmodium falciparum ,Metals and Alloys ,Total synthesis ,General Chemistry ,010402 general chemistry ,Cleavage (embryo) ,Peptides, Cyclic ,01 natural sciences ,Catalysis ,Mortierella sp ,Polymerization ,0104 chemical sciences ,3. Good health ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Antimalarials ,Cyclization ,Materials Chemistry ,Ceramics and Composites - Abstract
Mortiamides A-D (1-4) are head-to-tail cyclic heptapeptides that were identified from a novel Mortierella sp. isolate obtained from marine sediments from Northern Canada. Herein we report the first total synthesis of mortiamides A-D (1-4) on a solid support by concomitant cyclization/cleavage without any oligomerization side reactions, and overall yields up to 48%. We also report on the antiplasmodial activity of mortiamides A-D (1-4). We show that three out of the four tested mortiamides (A, B and D) have moderate antiplasmodial activity, while mortiamide D (4) exhibits low micromolar activity.
- Published
- 2019