Organic Chemistry Department, The Coca-Cola Company, Global Research and Development, One Coca-Cola Plaza, Atlanta, GA 30313, USA.
Molecules. 2014 Dec 4;19(12):20280-94. doi: 10.3390/molecules191220280.
Four new minor diterpene glycosides with a rare α-glucosyl linkage were isolated from a cyclodextrin glycosyltransferase glucosylated stevia extract containing more than 98% steviol glycosides. The new compounds were identified as 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-α-D-glucopyranosyl)-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-α-D-glucopyranosyl-β-D-glucopyranosyl) ester] (1), 13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl ester] (2), 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester (3), and 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl- β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-α-D-glucopyranosyl-β-D-glucopyranosyl) ester] (4) on the basis of extensive NMR and mass spectral (MS) data as well as hydrolysis studies.
从含有超过 98%甜菊糖苷的环糊精糖基转移酶糖化甜叶菊提取物中分离得到四个具有罕见α-葡萄糖基连接的新的二萜糖苷。新化合物被鉴定为 13-[(2-O-β-D-吡喃葡萄糖基-3-O-(4-O-α-D-吡喃葡萄糖基)-β-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)氧基]ent-贝壳杉-16-烯-19-酸-(4-O-α-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)酯、13-[(2-O-β-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)氧基]ent-贝壳杉-16-烯-19-酸-(4-O-(4-O-(4-O-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-β-D-吡喃葡萄糖基酯、13-[(2-O-β-D-吡喃葡萄糖基-3-O-(4-O-(4-O-(4-O-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-β-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)氧基]ent-贝壳杉-16-烯-19-酸β-D-吡喃葡萄糖基酯(3)和 13-[(2-O-β-D-吡喃葡萄糖基-3-O-(4-O-(4-O-(4-O-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-α-D-吡喃葡萄糖基)-β-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)氧基]ent-贝壳杉-16-烯-19-酸-(4-O-α-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)酯，基于广泛的 NMR 和质谱(MS)数据以及水解研究。
