Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity

Stella Peña; Laura Scarone; Eduardo Manta; Lindsay Stewart; Vanessa Yardley; Simon Croft; Gloria Serra

doi:10.1016/j.bmcl.2012.06.028

Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity

Bioorg Med Chem Lett. 2012 Aug 1;22(15):4994-7. doi: 10.1016/j.bmcl.2012.06.028. Epub 2012 Jun 16.

Authors

Stella Peña¹, Laura Scarone, Eduardo Manta, Lindsay Stewart, Vanessa Yardley, Simon Croft, Gloria Serra

Affiliation

¹ Cátedra de Química Farmacéutica, DQO, Facultad de Química, UDELAR, Montevideo CP 11800, Uruguay.

PMID: 22765903
DOI: 10.1016/j.bmcl.2012.06.028

Abstract

The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodology. The compound exhibited good in vitro antiplasmodial activity (IC(50): 0.18 μM, K1, cholorquine resistant strain).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antimalarials / chemical synthesis*
Antimalarials / metabolism
Antimalarials / pharmacology
Drug Resistance, Microbial / drug effects
Microcystis / metabolism*
Oxazoles / chemistry
Peptides, Cyclic / chemical synthesis
Peptides, Cyclic / metabolism*
Peptides, Cyclic / pharmacology
Plasmodium falciparum / drug effects
Thiazoles / chemistry

Substances

Antimalarials
Oxazoles
Peptides, Cyclic
Thiazoles
aerucyclamide B