title: Cucurbitane glycosides derived from mogroside IIE: structure-taste relationships, antioxidant activity, and acute toxicity.
abstract: Mogroside IIE is a bitter triterpenoid saponin which is the main component of unripe Luo Han Guo fruit and a precursor of the commercially available sweetener mogroside V. In this study, we developed an enzymatic glycosyl transfer method, by which bitter mogroside IIE could be converted into a sweet triterpenoid saponin mixture. The reactant concentration, temperature, pH and buffer system were studied. New saponins with the α-glucose group were isolated from the resulting mixtures, and the structures of three components of the extract were determined. The structure-taste relationships of these derivatives were also studied together with those of the natural mogrosides. The number and stereoconfiguration of glucose groups present in the mogroside molecules were found to be the main factor to determine the sweet or bitter taste of a compound. The antioxidant and food safety properties were initially evaluated by their radical scavenging ability and via 7 day mice survival tests, respectively. The results showed that the sweet triterpenoid saponin mixture has the same favorable physiological and safety characteristics as the natural mogrosides.
authors.affiliation: Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China.
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.affiliation: Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China.
authors.forename: Ziming
authors.initials: Z
authors.lastname: Yang
authors.affiliation: Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China.
authors.forename: Fenglai
authors.initials: F
authors.lastname: Lu
authors.affiliation: Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China.
authors.forename: Jinglei
authors.initials: J
authors.lastname: Liu
authors.affiliation: Guilin Layn Natural Ingredients Corp., Guilin 541199, China.
authors.forename: Yunfei
authors.initials: Y
authors.lastname: Song
authors.affiliation: Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, China. ldp@gxib.cn.
authors.forename: Dianpeng
authors.initials: D
authors.lastname: Li
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry; D005638:Fruit / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry*; D064088:Hazard Analysis and Critical Control Points; D051379:Mice; D010084:Oxidation-Reduction; D012503:Saponins / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013549:Sweetening Agents / Q000008:administration & dosage / Q000737:chemistry*; D013649:Taste; D014315:Triterpenes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000975:Antioxidants; D006027:Glycosides; D012503:Saponins; D013549:Sweetening Agents; D014315:Triterpenes; C514277:cucurbitane