title: Four new pentasaccharide resin glycosides from Ipomoea cairica with strong α-glucosidase inhibitory activity.
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.
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. panjietao123@126.com.
authors: Jie-Tao
authors: JT
authors: Pan
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. bondbeth@126.com.
authors: Bang-Wei
authors: BW
authors: Yu
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. yongqinyin@gdpu.edu.cn.
authors: Yong-Qin
authors: YQ
authors: Yin
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. lijiehongivy@163.com.
authors: Jie-Hong
authors: JH
authors: Li
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. wangli182646@163.com.
authors: Li
authors: L
authors: Wang
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. guolibing512@126.com.
authors: Li-Bing
authors: LB
authors: Guo
authors: School of Traditional Chinese Medicinal Chemistry, Guangdong Pharmaceutical University, Guangzhou 510006, China. szb8113@126.com.
authors: Zhi-Bin
authors: ZB
authors: Shen
mesh_terms: D004789:Enzyme Activation / Q000187:drug effects; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology*; D027741:Ipomoea / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000737:chemistry*; D012116:Resins, Plant / Q000737:chemistry*; D000520:alpha-Glucosidases / Q000378:metabolism*
chemical_list: D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D009844:Oligosaccharides; D012116:Resins, Plant; D000520:alpha-Glucosidases