Synthetic study of muraymycins using Ugi-four component reaction.
The synthetic study of muraymycins (MRYs), which have potent antibacterial activity, is described. The key elements of our approach include the synthesis of L-epicapreomycidine via a C-H amination reaction and a conversient assemblage to construct of the framework of muraymycins using Ugi-four component reaction. First, isonitrile 4 was prepared from uridine in 14 steps. The precursor of carboxylic acid component 15 was synthesised via the C-H amination reaction, formation of cyclic guanidine structure. Muraymycin D2 analogs were synthesized by a model Ugi-four component reaction.
Tanino
Tetsuya
T
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo 060-0812, Japan.
Hirano
Shinpei
S
Ichikawa
Satoshi
S
Matsuda
Akira
A
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000737:chemistry; D014508:Urea / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D009570:Nitriles; D009705:Nucleosides; D010455:Peptides; D014508:Urea