Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the pentapeptide segment containing dihydroxyisoleucine, thiazoline and dehydroamino acid

Author:

Higashibayashi Shuhei,Kohno Mitsunori,Goto Taiji,Suzuki Kengo,Mori Tomonori,Hashimoto Kimiko,Nakata Masaya

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference72 articles.

1. Synthetic studies on the thiostrepton family of peptide antibiotics: synthesis of the tetrasubstituted dehydropiperidine and piperidine cores

2. Synthetic Studies on Thiostrepton Family of Peptide Antibiotics: Synthesis of the Tetrasubstituted Dihydroquinoline Portion of Siomycin D1

3. A Convenient Synthesis of Methyl 2-[2-(1-Amino)ethenyl-bithiazolyl] thiazoline-4-carboxylate, an Important Skeleton of Cyclothiazomycin

4. Stereocontrolled Synthesis of the Quinaldic Acid Macrocyclic System of Thiostrepton We thank Drs. D. H. Huang and G. Suizdak for NMR spectroscopic and mass spectrometric assistance, respectively, as well as Mike Sertic (University of California, San Diego) for experimental assistance. Financial support for this work was provided by The Skaggs Institute for Chemical Biology, the National Institutes of Health (USA), fellowships from The Skaggs Institute for Research (to M.Z. and F.Z.), and grants from Abbott, Amgen, Array Biopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-LaRoche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

5. A Biomimetically Inspired Synthesis of the Dehydropiperidine Domain of Thiostrepton We thank Drs. D. H. Huang and L. Pasternack, G. Suizdak, and R. Chadja for NMR spectroscopic, mass spectrometric, and X-ray crystallographic assistance, respectively. Financial support for this work was provided by The Skaggs Institute for Chemical Biology, the National Institutes of Health (USA), fellowships from The Academy of Finland (M.N.), The Skaggs Institute for Research (M.Z.), and Bayer AG (S.B.), and grants from Abbott, Amgen, Array Biopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-LaRoche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

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