65057-68-3Relevant academic research and scientific papers
Total Synthesis of the Posttranslationally Modified Polyazole Peptide Antibiotic Plantazolicin A
Wada, Hiroki,Williams, Huw E. L.,Moody, Christopher J.
, p. 15147 - 15151 (2015)
The power of rhodium-carbene methodology in chemistry is demonstrated by the synthesis of a structurally complex polyazole antibiotic. Plantazolicin A, a novel soil-bacterium metabolite, comprises a linear array of 10 five-membered rings in two pentacycli
Total syntheses of linear polythiazole/oxazole plantazolicin A and its biosynthetic precursor plantazolicin B
Wilson, Zoe E.,Fenner, Sabine,Ley, Steven V.
, p. 1284 - 1288 (2015/01/30)
Plantazolicin A, a linear decacyclic natural product, exhibits desirable selective activity against the causative agent of anthrax toxicity. The total synthesis of plantazolicin A and its biosynthetic precursor plantazolicin B was successfully achieved by an efficient, unified, and highly convergent route featuring dicyclizations to form 2,4-concatenated oxazoles and the mild synthesis of thiazoles from natural amino acids. This report represents the first synthesis of plantazolicin B and includes the first complete characterization data for both natural products.
Total synthesis of the ribosomally synthesized linear azole-containing peptide plantazolicin a from bacillus amyloliquefaciens
Banala, Srinivas,Ensle, Paul,Süssmuth, Roderich D.
, p. 9518 - 9523 (2013/09/23)
A cyclodehydration reaction has been used to synthesize the linear azole-containing peptide plantazolicin A. The target compound was synthesized from two heterocyclic fragments derived from dipeptide building blocks. The acid-labile oxazolines and thiazoles necessitate the use of a Teoc/TMSE-based protection-group strategy, which allows structure modification of plantazolicin. Copyright
