synthesis and sensory evaluation of ent-kaurane diterpene glycosides合成和感官评价ent-kaurane二萜苷.pdf

Molecules 2012, 17, 8908-8916; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Sensory Evaluation of ent-Kaurane Diterpene Glycosides 1 2 3 Indra Prakash , Mary Campbell , Rafael Ignacio San Miguel and Venkata Sai Prakash Chaturvedula 1,* 1 Organic Chemistry Department, Global Research and Development, The Coca-Cola Company, One Coca-Cola Plaza, Atlanta, GA 30313, USA 2 Product Development, Coca-Cola North America Division, The Coca-Cola Company, One Coca-Cola Plaza, Atlanta, GA 30313, USA 3 Biosciences and Ingredient Department, Global Research and Development, The Coca-Cola Company, One Coca-Cola Plaza, Atlanta, GA 30313, USA * Author to whom correspondence should be addressed; E-Mail: vchaturvedula@; Tel.: +1-404-676-9257; Fax: +1-404-598-9257. Received: 29 June 2012; in revised form: 18 July 2012 / Accepted: 23 July 2012 / Published: 26 July 2012 Abstract: Catalytic hydrogenation of the three ent-kaurane diterpene glycosides isolated from Stevia rebaudiana, namely rubusoside, stevioside, and rebaudioside-A has been carried out using Pd(OH)2 and their corresponding dihydro derivatives have been isolated as the products. Synthesis of reduced steviol glycosides was performed using straightforward chemistry and their structures were characterized on the basis of 1D and 2D NMR spectral data and chemical studies. Also, we report herewith the sensory e