title: Talarazines A-E: Noncytotoxic Iron(III) Chelators from an Australian Mud Dauber Wasp-Associated Fungus, Talaromyces sp. (CMB-W045).
abstract: Chemical analysis of an Australian mud dauber wasp-associated fungus, Talaromyces sp. (CMB-W045), yielded five new coprogen siderophores, talarazines A-E (1-5), together with dimerumic acid (6), desferricoprogen (7), and elutherazine B (8). Structures inclusive of absolute configuration were assigned on the basis of detailed spectroscopic analysis and application of the C3Marfey's method. We report on the noncytotoxic Fe(III) chelation properties of 1-8 and demonstrate that biosynthesis is regulated by available Fe(III) in culture media. We demonstrate a magnetic nanoparticule approach to extracting high-affinity Fe(III) binding metabolites (i.e., 8) from complex extracts.
authors.affiliation: Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland , St Lucia, Queensland 4072, Australia.
authors.forename: Pabasara
authors.initials: P
authors.lastname: Kalansuriya
authors.affiliation: Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland , St Lucia, Queensland 4072, Australia.
authors.forename: Michelle
authors.initials: M
authors.lastname: Quezada
authors.affiliation: Institute of Chemistry, University of São Paulo , São Paulo 05508-000, Brazil.
authors.forename: Breno P
authors.initials: BP
authors.lastname: Espósito
authors.affiliation: Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland , St Lucia, Queensland 4072, Australia.
authors.forename: Robert J
authors.identifier: 0000-0002-8341-7754
authors.initials: RJ
authors.lastname: Capon
mesh_terms: D000818:Animals; D001315:Australia; D002614:Chelating Agents; D054659:Diketopiperazines / Q000737:chemistry; D006877:Hydroxamic Acids / Q000737:chemistry; D007501:Iron / Q000378:metabolism*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D017262:Siderophores / Q000737:chemistry / Q000302:isolation & purification*; D032901:Talaromyces / Q000737:chemistry*; D014863:Wasps / Q000382:microbiology*
chemical_list: D002614:Chelating Agents; D054659:Diketopiperazines; D006877:Hydroxamic Acids; D017262:Siderophores; C552122:dimerumic acid; C010896:coprogen; D007501:Iron; C047664:desferricoprogen