title: Total synthesis and antiplasmodial activity of pohlianin C and analogues.
abstract: The first synthesis of the glycine-rich cyclic octapeptide pohlianin C is reported, confirming the structure of this natural product. Screening against Plasmodium falciparum reveals moderate antiplasmodial activity, consistent with data obtained from the natural sample. In addition, the synthesis of three analogues reveals that the antiplasmodial activity of pohlianin C can be preserved or increased with simplified structures.
authors.affiliation: School of Chemistry, UNSW Australia, Sydney, NSW 2052, Australia.
authors.forename: Aggie
authors.initials: A
authors.lastname: Lawer
authors.affiliation: School of Chemistry, The University of Sydney, NSW 2006, Australia.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Tai
authors.affiliation: School of Chemistry, The University of Sydney, NSW 2006, Australia.
authors.forename: Katrina A
authors.initials: KA
authors.lastname: Jolliffe
authors.affiliation: Eskitis Institute for Drug Discovery, Griffith University, Nathan, QLD 4111, Australia.
authors.forename: Sabine
authors.initials: S
authors.lastname: Fletcher
authors.affiliation: Eskitis Institute for Drug Discovery, Griffith University, Nathan, QLD 4111, Australia.
authors.forename: Vicky M
authors.initials: VM
authors.lastname: Avery
authors.affiliation: School of Chemistry, UNSW Australia, Sydney, NSW 2052, Australia; School of Chemistry, The University of Sydney, NSW 2006, Australia. Electronic address: l.hunter@unsw.edu.au.
authors.forename: Luke
authors.initials: L
authors.lastname: Hunter
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000187:drug effects*
chemical_list: D000962:Antimalarials; D010456:Peptides, Cyclic; C000601503:pohlianin C
keywords: Cyclic peptide; Jatropha; Malaria; Natural product; Pohlianin