Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland , St Lucia, Queensland 4072, Australia.
Institute of Chemistry, University of São Paulo , São Paulo 05508-000, Brazil.
J Nat Prod. 2017 Mar 24;80(3):609-615. doi: 10.1021/acs.jnatprod.6b00889. Epub 2017 Jan 6.
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 C Marfey'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.
从一种澳大利亚泥蜂共生真菌——塔宾曲霉（CMB-W045）中进行的化学分析得到了五个新的共原铁载体，分别为塔拉霉素 A-E（1-5），以及二聚戊二酸（6）、去铁coprogen（7）和埃鲁他林 B（8）。基于详细的光谱分析和 C Marfey 方法的应用，确定了包括绝对构型在内的结构。我们报告了 1-8 的非细胞毒性 Fe(III)螯合特性，并证明生物合成受到培养基中可用 Fe(III)的调节。我们展示了一种磁性纳米颗粒方法，从复杂提取物中提取高亲和力 Fe(III)结合代谢物（即 8）。
