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Molecules 2015, 20(4), 6601-6610; doi:10.3390/molecules20046601

Four New Pentasaccharide Resin Glycosides from Ipomoea cairica with Strong α-Glucosidase Inhibitory Activity

School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China
These authors contributed equally to this work.
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 22 January 2015 / Revised: 2 April 2015 / Accepted: 7 April 2015 / Published: 14 April 2015
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [714 KB, uploaded 14 April 2015]   |  


Six pentasaccharide resin glycosides from Ipomoea cairica, including four new acylated pentasaccharide resin glycosides, namely cairicoside I–IV (14) 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 14, and at C-3 in 56. Compounds 1 and 5, 4 and 6 were two pairs of isomers. The absolute configuration of the aglycone in 16 which was (11S)-hydroxyhexadecanoic acid (jalapinolic acid) was established by Mosher’s method. Compounds 14 have been evaluated for inhibitory activity against α-glucosidase, which all showed inhibitory activities. View Full-Text
Keywords: Ipomoea cairica; resin glycoside; simonic acid A; α-glucosidase Ipomoea cairica; resin glycoside; simonic acid A; α-glucosidase

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Pan, J.-T.; Yu, B.-W.; Yin, Y.-Q.; Li, J.-H.; Wang, L.; Guo, L.-B.; Shen, Z.-B. Four New Pentasaccharide Resin Glycosides from Ipomoea cairica with Strong α-Glucosidase Inhibitory Activity. Molecules 2015, 20, 6601-6610.

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