Upreti Mani, Strassburger Ken, Chen You L, Wu Shaoxiong, Prakash Indra
The Coca-Cola Company, P.O. Box 1734, Atlanta, GA 30301, USA; E-Mails:
Int J Mol Sci. 2011;12(11):7529-53. doi: 10.3390/ijms12117529. Epub 2011 Nov 3.
Steviol glycosidesrebaudioside (reb) A, C and D have low aqueous solubilities. To improve their aqueous solubilities, inclusion complex of steviol glycosides, reb A, C and D and gamma cyclodextrin were prepared by freeze drying method and further characterized by means of differential scanning calorimetry, Fourier transform infrared spectroscopy and Raman spectroscopy. The effect of gamma cyclodextrin on chemical shifts of the steviol glycosides was also studied in proton NMR experiments as well as in solid state (13)C CP/MAS NMR experiments. These results indicated that the steviol glycosides were clearly in inclusion complex formation with the gamma cyclodextrin which also results in solubility enhancement of these steviol glycosides. Phase solubility studies showed that amounts of soluble reb A, C and D increased with increasing amounts of gamma cyclodextrin indicating formation of 1:1 stoichiometric and higher order inclusion complexes.
甜菊糖苷莱鲍迪苷(Reb)A、C和D的水溶性较低。为提高它们的水溶性,采用冷冻干燥法制备了甜菊糖苷、莱鲍迪苷A、C和D与γ-环糊精的包合物,并通过差示扫描量热法、傅里叶变换红外光谱和拉曼光谱对其进行了进一步表征。在质子核磁共振实验以及固态(13)C CP/MAS核磁共振实验中,还研究了γ-环糊精对甜菊糖苷化学位移的影响。这些结果表明,甜菊糖苷与γ-环糊精明显形成了包合物,这也导致了这些甜菊糖苷溶解度的提高。相溶解度研究表明,随着γ-环糊精用量的增加,可溶性莱鲍迪苷A、C和D的量增加,表明形成了化学计量比为1:1的高阶包合物。