New synthetic catecholate-type siderophores based on amino acids and dipeptides |
| |
Authors: | Matthias Schnabelrauch Steffen Wittmann Kerstin Rahn Ute Möllmann Rolf Reissbrodt Lothar Heinisch |
| |
Institution: | (1) Hans Knöll-Institut for Natural Product Research, Jena, Germany;(2) Robert Koch-Institut, Wernigerode Branch, Wernigerode, Germany |
| |
Abstract: | New analogs of bacterial siderophores with one, two or three catecholate moieties were synthesized using various mono- and diamino acid and dipetide scaffolds, respectively. In addition to 2,3-dihydroxybenzoyl siderophore analogs and their acylated derivatives, 3,4-dihydroxybenzoyl derivatives were prepared. Furthermore, the synthesis of a new triscatecholate serving as an intimate model for enterobactin is reported. Most of the new compounds gave a positive CAS-test and were active as siderophores tested by growth promotion assays with a set of siderophore indicator mutants under iron limitation. Structure-activity-correlations have also been studied. |
| |
Keywords: | siderophore analog amino acid dipeptide triscatecholate synthesis Gram-negative bacteria |
本文献已被 SpringerLink 等数据库收录! |
|