title: An efficient synthesis of argifin: a natural product chitinase inhibitor with chemotherapeutic potential.
abstract: The first synthesis of the cyclopentapeptide family 18 chitinase inhibitor argifin has been achieved by a combination of solid phase and solution chemistry. Synthetic argifin is a nanomolar inhibitor of chitinase B1 from Aspergillus fumigatus and the high-resolution X-ray structure of the synthesized material in complex with the same enzyme is identical to that previously obtained for the natural product.
authors.affiliation: Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, Dundee DD1 5EH, UK.
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Dixon
authors.forename: Ole A
authors.initials: OA
authors.lastname: Andersen
authors.forename: Daan M F
authors.initials: DM
authors.lastname: van Aalten
authors.forename: Ian M
authors.initials: IM
authors.lastname: Eggleston
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000201:enzymology; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D002688:Chitinases / Q000037:antagonists & inhibitors* / Q000737:chemistry; D018360:Crystallography, X-Ray; D007700:Kinetics; D008958:Models, Molecular; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001688:Biological Products; D010456:Peptides, Cyclic; C413566:argifin; D002688:Chitinases