Structure elucidation and sulfated derivatives preparation of two alpha-D-glucans from Gastrodia elata Bl. and their anti-dengue virus bioactivities.
The structures of two glucans, WGEW and AGEW, isolated from Gastrodia elata Bl. were elucidated using monosaccharide composition analysis by gas chromatography (GC), methylation analysis by gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR) spectroscopy. Their structures were deduced as an alpha-D-(1-->4)-glucan with an alpha-(1-->4) linked branch attached to O-6 branch points with different branch degrees. Their sulfate derivatives with distinct degrees of substitution (DS) were prepared. The substitution position was assigned to O-6 according to the (13)C NMR spectra. All sulfated derivatives showed strong anti-dengue virus bioactivities. The structure-activity relationships (SAR) between the polysaccharides and their sulfated derivatives were also investigated. Results showed that the higher the DS is, the more potent the impact on the dengue virus infection would be.
Qiu
Hong
H
Glycobiology and Glycochemistry Lab, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203, China.
Tang
Wei
W
Tong
Xiankun
X
Ding
Kan
K
Zuo
Jianping
J
D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry*; D001665:Binding Sites; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002849:Chromatography, Gas / Q000379:methods; D006224:Cricetinae; D003715:Dengue / Q000188:drug therapy*; D003716:Dengue Virus / Q000378:metabolism*; D031668:Gastrodia / Q000378:metabolism*; D005936:Glucans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D011134:Polysaccharides / Q000737:chemistry; D013329:Structure-Activity Relationship; D013431:Sulfates / Q000737:chemistry
D000998:Antiviral Agents; D005936:Glucans; D011134:Polysaccharides; D013431:Sulfates