440679-64-1Relevant academic research and scientific papers
Total Synthesis of the Proposed Structure of Mycobactin J
Ghosh, Chiranjit,Pal, Sujit,Patel, Akanksha,Kapur, Manmohan
, p. 6511 - 6515 (2018/10/20)
The total synthesis of the proposed structure of mycobactin J (MJ), a metabolite of Mycobacterium tuberculosis, is presented. The highlights of the synthesis include a careful control of the Z-stereochemistry of the unsaturated long chain fatty acid, a biomimetic construction of the oxazoline building block and the carriage of an unprotected phenol throughout the synthesis.
β-Lactams in synthesis: short syntheses of cobactin analogs
Walz, Andrew J.,Miller, Marvin J.
, p. 5103 - 5105 (2008/02/09)
Mycobactins facilitate assimilation of iron by mycobacteria. Synthetic analogs with structural variation of the cobactin component have potent anti-TB activity. A new method for the synthesis of cobactin analogs is presented. The key process involves sing
Synthesis and studies of catechol-containing mycobactin S and T analogs
Walz, Andrew J.,Moellmann, Ute,Miller, Marvin J.
, p. 1621 - 1628 (2008/02/07)
The syntheses of catechol-containing mycobactin S and T analogs are described. These analogs incorporate a catechol-glycine moiety in place of the phenol-oxazoline of the naturally occurring mycobactins S and T. Studies indicated that the new siderophore
Synthesis and Biological Activity of Hydroxamic Acid-Derived Vasopeptidase Inhibitor Analogues
Walz, Andrew J.,Miller, Marvin J.
, p. 2047 - 2050 (2007/10/03)
(Equation Presented) Syntheses of novel hydroxamic acid-derived azepinones containing pendant mercaptoacyl groups or formyl hydroxamates are described. These new analogues of therapeutically important ACE and NEP inhibitors include unprecedented changes a
An Efficient Synthesis of Cobactin T, a Key Component of the Mycobactin Class of Siderophores
Hu, Jingdan,Miller, Marvin J.
, p. 6379 - 6382 (2007/10/02)
Nα-Cbz-L-lysine t-butyl ester was oxidized by dimethyldioxirane to give nitrone 8c, which was converted to azopine derivative 15.Subsequent coupling and deprotection reactions afforded an efficient synthesis of cobactin T (19).
