白肋烟中糖酯类化合物的分离与鉴定  

Separation and Identification of Sugar Esters in Burley Tobacco

作　　者：袁凯龙[1] 朱俊臣 谢越 刘化兵 金慧清[1] 孙翠荣 张晓兵[1] 冯鸿儒 潘远江[3] YUAN Kai-long;ZHU Jun-chen;XIE Yue;LIU Hua-bing;JIN Hui-qing;SUN Cui-rong;ZHANG Xiao-bing;FENG Hong-ru;PAN Yuan-jiang(China Tobacco Zhejiang Industrial Co.,Ltd.,Hangzhou 310008,China;Key Laboratory of Advanced Drug Delivery Systems of Zhejiang Province,College of Pharmaceutical Sciences,Zhejiang University,Hangzhou 310058,China;Department of Chemistry,Zhejiang University,Hangzhou 310027,China)

机构地区：[1]浙江中烟工业有限责任公司,浙江杭州310008 [2]浙江大学药学院,浙江省先进给药系统重点实验室,浙江杭州310058 [3]浙江大学化学系,浙江杭州310027

出　　处：《质谱学报》2024年第3期375-385,I0003,共12页Journal of Chinese Mass Spectrometry Society

基　　金：国家自然科学基金(22174127)。

摘　　要：烟草中糖酯类化合物是重要的致香前体物,对烟叶的品质具有重要影响。但目前还未见关于白肋烟烟叶中糖酯类化合物的分离分析研究。本实验利用高分辨液相色谱-串联质谱(LC-MSn)技术,从白肋烟叶提取物中共分离鉴定出4类蔗糖酯和2类葡萄糖酯,每类均包含多种同系物。其中,4种蔗糖酯为首次发现,8种葡萄糖酯的结构鉴定在栽培烟草中为首次报道。本研究丰富了烟草中糖酯类化合物的种类,对烟草中不同类型蔗糖酯和葡萄糖酯的分析鉴定和代谢研究具有参考意义。Sugar esters in tobacco play an important role as precursors generating tobacco aroma species,and their presence significantly influence the quality of tobacco leaves.Typically present in trace amounts,sugar esters in tobacco exhibit a diverse range of isomers,making their separation and analysis a significant challenge.To address this challenge,mass spectrometry has been extensively applied for the identification and differentiation of various of sugar ester compounds in tobacco.However,there is no study regarding the separation and analysis of sugar esters specifically within Burley tobacco leaves.In this research,Burley tobacco leaf extracts were obtained using the solvent extraction technique,and underwent separation using silica gel column chromatography.Ultimately,the fractions comprising glucose esters and various sucrose esters were collected,respectively.The structural identification of these acquired sugar esters was achieved by liquid chromatography-tandem mass spectrometry(LC-MS^(n)).According to the MS^(2) fragment ions of sucrose esters,the mass difference of 162.05 and 204.06 was mainly observed,implying an unbound fructose ring and a fructose ring acetylated in the sucrose ester,respectively.The composition information of fatty acids substituted to the glucose ring were further revealed based on the MS^(3) or MS^(2) fragment ions from sucrose esters or glucose esters.By combining the relative molecular weight,molecular formula,and the above mentioned fragment information,four types of sucrose esters from SE-I to SE-Ⅳ(referred to as compound 1-20)and two types of glucose esters GE-Ⅰ to GE-Ⅱ(referred to as compound 21-31)were finally identified.Among them,four sucrose esters of distinct molecular weights were newly discovered,and the structures of eight glucose esters were reported for the first time in cultivated tobacco.The sugar esters were analyzed by high-resolution mass spectrometry,which could effectively distinguish the number of fatty acids substituted on glucose and fructose,thus fac

关 键 词：白肋烟 蔗糖酯 葡萄糖酯 液相色谱-串联质谱(LC-MSn) 结构鉴定 

分 类 号：O657.63[理学—分析化学]