酱香型酒糟中难挥发性化学成分的研究

Identification of involatile chemical components from Moutai-flavored distiller’s grains

为了研究酱香型酒糟中难挥发性化学成分,实验以75%乙醇提取茅台酒糟,利用硅胶、ODS、Sephadex LH-20等柱色谱及制备型HPLC对酒糟石油醚、乙酸乙酯萃取部位进行分离纯化,得到21个化合物。化合物经ESI-MS和NMR波谱分析技术鉴定,分别鉴定为十五烷酸(1)、十六烷酸(2)、反式-2-癸烯酸(3)、十八酸正壬酯(4)、十八酸乙酯(5)、亚油酸乙酯(6)、十二烷酸(7)、1,3-二辛酰基-2-亚油酰基甘油(8)、环(苯丙氨酸-脯氨酸)(9)、环(脯氨酸-亮氨酸)(10)、3,6-双(2-甲基丙基)-2,5-哌嗪二酮(11)、4-羟基苯乙醇(12)、2,4-二羟基苯甲酸(13)、豆甾醇(14)、2-呋喃甲酸(15)、缬氨酸(16)、L-丙氨酰-L-脯氨酸(17)、二氢槲皮素(18)、5,7,3',4'-四羟基二氢黄酮(19)、槲皮素(20)、柚皮素(21)。化合物1~21为首次从酒糟中分离得到。

In order to study the involatile chemical components in Moutai-flavored distiller’s grains,the Moutaiflavored distiller’s grains were extracted with 75%ethanol,followed by extraction with petroleum ether,ethyl acetate,and n-butanol.Silica gel,ODS,sephadex LH-20,and preparative HPLC were used to separate and iden⁃tify the petroleum ether and ethyl acetate layers.ESI-MS and NMR were used to identify the compounds,which were respectively identified as pentadecanoic acid(1),palmitic acid(2),trans-2-decenoic acid(3),n-nonyl octa⁃decanoate(4),ethyl octadecanoate(5),ethyl linoleate(6),luric acid(7),1,3-dicaprylyl-2-linoleylglycerin(8),cyclic(phenylalanine-proline)(9),cyclo-(proline-leucine)(10),3,6-bis-(2-methylpropyl)-2,5-dione piperazine(11),4-hydroxyphenethyl alcohol(12),2,4-dihydroxybenzoic acid(13),stigmasterol(14),2-furancarboxylic acid(15),valine(16),L-alanine acyl-L-proline(17),dihydroquercetin(18),5,7,3',4'-tetrahydroxyflavonoids(19),quercetin(20),and naringenin(21).Compounds 1-21 were isolated from distiller’s grains for the first time.