湖南农业大学学报（自然科学版）2025，Vol.51Issue(2)：16-23,8.
4-甲基愈创木酚-β-D-葡萄糖苷的合成及其在卷烟加香中的应用研究
Synthesis of 4-methylguaiacol-β-D-glucoside and its application in cigarettes flavoring
摘要
Abstract
In order to develop thermal and aroma stable tobacco flavorings,4-methylguaiacol-β-D-glucoside was synthesized using ionic liquid catalytic method,the synthesized 4-methylguaiacol-β-D-glucoside was subjected to thermal stability and pyrolysis analysis,and added to cigarettes to investigate the release of 4-methylguaiacol into mainstream smoke particles.The results showed that 1-Butyl-3-methyl-imidazonium bromide was selected as an ionic liquid catalyst to synthesize 4-methylguaiacol-2,3,4,6-tetra-O-acetyl-β-D-glucoside with a yield of 49.3%.The target 4-methylguaiacol-β-D-glucoside was obtained by deacetylation of 4-methylguaiacol-2,3,4,6-tetra-O-acetyl-β-D-glucoside with a yield of 87.3%.The thermal stability of 4-methylguaiacol-β-D-glucoside was found to be superior to that of 4-methylguaiacol using the thermogravimetric analysis(TG-DTG).Through pyrolysis gas chromatography-mass spectrometry(Py-GC-MS)technology,it was shown that the main cracking product of 4-methylguaiacol-β-D-glucoside at 300,600 and 900℃was 4-methylguaiacol.The release amount of 4-methylguaiacol in smoke is different between the tobacco flavoring method and the cigarette paper flavoring method,resulting in different flavoring effects.Flavored cigarettes added with 4-methylguaiacol-β-D-glucoside can release 4-methylguaiacol during smoking,and the release of fragrance is more uniform,with better stability per bite,and the effect is better compared to 4-methylguaiacol addition.We speculate that 4-methylguaiacol-β-D-glucoside can be a stable fragrance precursor.关键词
卷烟/4-甲基愈创木酚-β-D-葡萄糖苷/糖苷化/离子液体/加香Key words
cigarette/4-methylguaiacol-β-D-glucoside/glycosidation/ionic liquid/flavoring分类
化学引用本文复制引用
张改红,杜帅,许航,徐月莹,石栋栋,毛多斌..4-甲基愈创木酚-β-D-葡萄糖苷的合成及其在卷烟加香中的应用研究[J].湖南农业大学学报（自然科学版）,2025,51(2):16-23,8.基金项目
中国烟草总公司重大科技项目(110202201053(SJ-03)) （110202201053(SJ-03）
河南省科技攻关计划项目(192102110212) （192102110212）
郑州轻工业大学校基础研究基金项目(23XJCYJ032) （23XJCYJ032）
