Total synthesis of (-)-stevastelin B.
The total synthesis and an unambiguous structure confirmation of stevastelin B 1, a novel 15-membered cyclic depsipeptide, are described; the fatty acid moiety in 1, prepared stereoselectively from L-quebrachitol was converted into the amino carboxylic acid, whose macrolactamization by Shioiri's procedure effectively constructed the cyclic structure of 1.
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Kazuo
K
Kurosawa
Toshihiko
T
Nagase
Noritaka
N
Chida
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D047630:Depsipeptides; D005656:Fungal Proteins; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010455:Peptides; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D047630:Depsipeptides; D005656:Fungal Proteins; D007166:Immunosuppressive Agents; D010455:Peptides; D010456:Peptides, Cyclic; C100705:stevastelin B; D007294:Inositol; C056476:quebrachitol