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Four new pentasaccharide resin glycosides from Ipomoea cairica with strong α-glucosidase inhibitory activity.
- Source :
-
Molecules (Basel, Switzerland) [Molecules] 2015 Apr 14; Vol. 20 (4), pp. 6601-10. Date of Electronic Publication: 2015 Apr 14. - Publication Year :
- 2015
-
Abstract
- Six pentasaccharide resin glycosides from Ipomoea cairica, including four new acylated pentasaccharide resin glycosides, namely cairicoside I-IV (1-4) and the two known compounds cairicoside A (5) and cairicoside C (6), were isolated from the aerial parts of Ipomoea cairica. Their structures were established by a combination of spectroscopic, including two dimensional (2D) NMR and chemical methods. The core of the six compounds was simonic acid A, and they were esterfied the same sites, just differing in the substituent groups. The lactonization site of the aglycone was bonded to the second saccharide moiety at C-2 in 1-4, and at C-3 in 5-6. Compounds 1 and 5, 4 and 6 were two pairs of isomers. The absolute configuration of the aglycone in 1-6 which was (11S)-hydroxyhexadecanoic acid (jalapinolic acid) was established by Mosher's method. Compounds 1-4 have been evaluated for inhibitory activity against α-glucosidase, which all showed inhibitory activities.
- Subjects :
- Enzyme Activation drug effects
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Glycoside Hydrolase Inhibitors chemistry
Glycoside Hydrolase Inhibitors pharmacology
Glycosides chemistry
Glycosides pharmacology
Ipomoea chemistry
Oligosaccharides chemistry
Resins, Plant chemistry
alpha-Glucosidases metabolism
Subjects
Details
- Language :
- English
- ISSN :
- 1420-3049
- Volume :
- 20
- Issue :
- 4
- Database :
- MEDLINE
- Journal :
- Molecules (Basel, Switzerland)
- Publication Type :
- Academic Journal
- Accession number :
- 25875039
- Full Text :
- https://doi.org/10.3390/molecules20046601