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Synthesis and stereochemical assignment of brasilibactin A.
| Publication Type | Journal Article |
| Authors | Mitchell, JM, and Shaw JT |
| Abstract | [structure: see text] Brasilibactin A, a naturally occurring siderophore related to the mycobactins, has been synthesized in six steps. Use of asymmetric titanium-mediated aldol reactions allowed the preparation of both diastereomers from a common synthetic intermediate, thus allowing the relative stereochemistry of the natural product to be assigned. Brasilibactin A exhibits no inhibition of histone deacetylases (HDACs) in spite of the N-formyl-N-hydroxy lysine moiety that is expected to affect the activity of these metal-dependent lysine-modifying enzymes. |
| Year of Publication | 2007 |
| Journal | Organic letters |
| Volume | 9 |
| Issue | 9 |
| Pages | 1679-81 |
| Date Published (YYYY/MM/DD) | 2007/04/26 |
| ISSN Number | 1523-7060 |
| DOI | 10.1021/ol070355o |
| PubMed | http://www.ncbi.nlm.nih.gov/pubmed/17397172?dopt=Abstract |
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