Absolute stereochemistry of gastric antisecretory compound P371A1 and its congener P371A2 from streptomyces species P371.
Absolute configurations of the gastric antisecretory compound P371A1 (1) and its congener P371A2 (2) from Streptomyces sp. P371 were determined on the basis of identification of the methyl glycosides 9, 10, and 11 obtained by the acid degradation of 1 and 2, as well as application of the modified Mosher method to the P371A2 C-glycoside MTPA esters 7 and 8 and observation of the excitation chiralities in the P371A2 C-glycoside benzoate derivatives 5 and 6.
Uesato
S
S
Department of Biotechnology, Faculty of Engineering, Kansai University, Suita, Osaka 564-8680, Japan. uesato@ipcku.kansai-u.ac.jp
Tokunaga
T
T
Mizuno
Y
Y
Fujioka
H
H
Kada
S
S
Kuwajima
H
H
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D006635:Histamine H2 Antagonists / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D006027:Glycosides; D006635:Histamine H2 Antagonists; C116795:P371 A1