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.
Kurosawa
Kazuo
K
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
Nagase
Toshihiko
T
Chida
Noritaka
N
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