Determination of the three-dimensional structure of Gynoside A in solution using NMR and molecular modeling.
The three-dimensional structure of Gynoside A, an ocotillone-type triterpenoid glycoside isolated from Gynostemma pentaphyllum, was determined in pyridine-d5 and DMSO-d6 solution through constrained molecular modeling using constraints derived from proton NMR spectra. The calculation yielded well-defined global minima. Except for some quantitative details the overall structure of Gynoside A in pyridine-d5 shared many common features with that in DMSO-d6. The structure in pyridine-d5 had lower energies than that in DMSO-d6 solution.
Li
Qian
Q
Department of Phytochemistry, China Pharmaceutical University, Nanjing 210009, PR China. kathylqnmr@hotmail.com
Yao
Zhi-Hong
ZH
Shi
Yan-Hong
YH
Yao
Xin-Sheng
XS
Ye
Wen-Cai
WC
Liu
Xin
X
D002621:Chemistry / Q000379:methods; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D029774:Gynostemma / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves / Q000378:metabolism; D011522:Protons; D011725:Pyridines / Q000737:chemistry; D012503:Saponins / Q000737:chemistry*
D010936:Plant Extracts; D011522:Protons; D011725:Pyridines; D012503:Saponins; C488654:gynoside A; C023666:pyridine; D004121:Dimethyl Sulfoxide