Novel alpha-glucosidase inhibitors, CKD-711 and CKD-711a produced by Streptomyces sp. CK-4416. III. Physico-chemical properties and structure elucidation.
We have isolated two novel a-glucosidase inhibitors, O-[4-deoxy-4-(2,3-epoxy-3-hydroxymethyl-4,5,6-trihydroxycyclohexane-1-yl-amino)-alpha-D-glucopyranosyl]-(1-->4)-O-alpha-D-glucopyranosyl-(1-->4)-alpha-D-glucopyranose (named CKD-711) and its hexameric analog CKD-711a, from the fermentation broth of Streptomyces sp. CK-4416. HRFAB-MS and NMR analyses reveal that molecular formulae of CKD-711 and CKD-711a are C25H43NO20 and C37H63NO30, respectively with the latter containing two more glucose moieties than the former. Detailed chemical structures of both compounds have been characterized by high-resolution two-dimensional NMR methods.
Chang
Hung-Bae
HB
CKD Research Institute, Chonan, Korea.
Kim
Sun-Ho
SH
Kwon
Young-In
YI
Choung
Dong-Ho
DH
Choi
Won-Kyu
WK
Kang
Tae Won
TW
Lee
Sungsook
S
Kim
Jong-Gwan
JG
Chun
Hyoung-Sik
HS
Ahn
Soon Kil
SK
Hong
Chung Il
CI
Han
Kyou-Hoon
KH
D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D065089:Glycoside Hydrolase Inhibitors; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D013302:Streptomyces / Q000378:metabolism*
D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors