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. 2015 Apr 14;20(4):6601-10.
doi: 10.3390/molecules20046601.

Four new pentasaccharide resin glycosides from Ipomoea cairica with strong α-glucosidase inhibitory activity

Jie-Tao Pan  1 , Bang-Wei Yu  2 , Yong-Qin Yin  3 , Jie-Hong Li  4 , Li Wang  5 , Li-Bing Guo  6 , Zhi-Bin Shen  7
Affiliations

Four new pentasaccharide resin glycosides from Ipomoea cairica with strong α-glucosidase inhibitory activity

Jie-Tao Pan et al. Molecules. .

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.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
The structures of compounds 1–6.
Figure 2
Figure 2
Key HMBC correlations from H to C for cairicoside I (1).
See this image and copyright information in PMC

References

    1. Song L.Y., Wu J.R., Li C.H., Li F.R., Peng S.L., Chen B.M. Different responses of invasive and native species to elevated CO2 concentration. Acta Oecologica. 2009;35:128–135. doi: 10.1016/j.actao.2008.09.002. - DOI
    1. Ferreira A.A., Amaral F.A., Duarte I.D.G., Oliveira P.M., Alves R.B., Silveira D., Azevedo A.O., Raslan D.S., Castro M.S. Antinociceptive effect from Ipomoea cairica extract. J. Ethnopharmacol. 2006;105:148–153. doi: 10.1016/j.jep.2005.10.012. - DOI - PubMed
    1. Li Z.Y., Xie Y. Invasive Species in China. China Forest Press; Beijing, China: 2001. pp. 187–188.
    1. Flora Republicae Popularis Sinicae. Science Press; Beijing, China: 1979. p. 97.
    1. Yu B.W., Luo J.G., Wang J.S., Zhang D.M., Yu S.S., Kong L.Y. Pentasaccharide resin glycosides from Ipomoea cairica and their cytotoxic activities. Phytochemistry. 2013;95:620–628. doi: 10.1016/j.phytochem.2013.07.006. - DOI - PubMed

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