Alkylresorcinols (5-alkyl-1,3-dihydroxybenzenes, ARs) are bioactive phenolic lipid compounds which are particularly abundant in rye and partly other cereals. In this study on ARs, whole rye grain extracts were gained with cyclohexane/ethyl acetate (46/54, w/w). Silylated extracts were used to develop a gas chromatography with mass spectrometry method in the selected ion monitoring mode (GC/MS-SIM) for the sensitive detection of conventional ARs along with keto-substituted (oxo-AR) and ring-methylated ARs (mAR) with 5-alkyl chain lengths of 14 to 27 carbon atoms and 0 to 4 double bonds in one run. Analysis was performed by countercurrent chromatographic (CCC) fractionation using the solvent system n-hexane/ethyl acetate/methanol/water (9/1/9/1, v/v/v/v). Subsequent GC/MS-(SIM) analysis of 80 silylated CCC fractions enabled the detection of 74 ARs in the sample. The CCC elution of the ARs followed the equivalent chain length (ECL) rule in which one double bond compensated the effect of two (additional) carbon atoms. Novel or rarely reported ARs were detected in virtually all classes, i.e. saturated AR (AR14:0), even-numbered monounsaturated AR isomers (AR16:1-AR26:1), triunsaturated ARs (AR25:3), oxo-ARs (AR17:0 oxo, AR19:1 oxo, AR21:2 oxo, AR23:2 oxo) and odd-numbered methyl-ARs (mAR15:0-mAR23:0). Positions of the double bonds of monounsaturated ARs and oxo-ARs were determined with the help of dimethyl disulfide (DMDS) derivatives.

烷基间苯二酚（5-烷基-1,3-二羟基苯，ARs）是生物活性的酚类脂质化合物，在黑麦和部分其他谷物中特别丰富。在这项关于AR的研究中，用环己烷/乙酸乙酯（46/54，w / w）获得了全黑麦谷物提取物。甲硅烷基化提取物用于在选定的离子监测模式（GC / MS-SIM）下用质谱法开发气相色谱法，用于灵敏检测常规AR以及酮基取代的（OXO-AR）和环甲基化的AR（mAR） ）的一个烷基中具有14至27个碳原子的5烷基链长和0至4个双键。使用溶剂系统n-通过逆流色谱（CCC）分级进行分析己烷/乙酸乙酯/甲醇/水（9/1/9/1，v / v / v / v）。随后对80个甲硅烷基化CCC馏分进行GC / MS-（SIM）分析，可检测出样品中74种AR。AR的CCC洗脱遵循等效链长（ECL）规则，其中一个双键补偿了两个（附加）碳原子的作用。在几乎所有类别中都检测到了新颖的或报告很少的AR，例如饱和AR（AR14：0），偶数单不饱和AR异构体（AR16：1-AR26：1），三不饱和AR（AR25：3），氧-AR（AR17 ：0 oxo，AR19：1 oxo，AR21：2 oxo，AR23：2 oxo）和奇数甲基ARs（mAR15：0-mAR23：0）。借助二甲基二硫（DMDS）衍生物确定了单不饱和AR和氧代AR的双键的位置。