Food Science and Nutrition Program, Department of Chemistry, Carleton University, Ottawa, Ontario K1S 5B6, Canada.
J Agric Food Chem. 2010 Aug 11;58(15):8715-21. doi: 10.1021/jf101412y.
A high-performance liquid chromatography method was developed to obtain fingerprints of secondary metabolites of 12 lentil cultivars grown under the same environmental condition. Extracts (100% methanol and methanol-water (1:1)) were analyzed by RP-HPLC. Full photodiode array (191-360 nm) data were collected and used for cluster analysis. Methanol and methanol-water extracts showed slightly different clustering patterns. In the dendogram of methanol extracts, CDC Richlea appeared as an isolated group, whereas Indianhead was the isolated group in methanol-water extracts. The cultivar CDC Milestone was selected for further evaluation because of the presence of three peaks (8.9, 16.7, and 32.7 min) that were absent in other cultivars or present in very small amounts. Chromatographic separations of the methanol extract afforded several compounds including the novel 4-chloro-1H-indole-3-N-methylacetamide (13) as well as itaconic acid (3), arbutin (5), gentisic acid 5-O-[beta-d-apiofuranosyl-(1-->2)-beta-d-xylopyranoside] (9), and (6S,7Z,9R)-9-hydroxymegastigma-4,7-dien-3-one-9-O-beta-d-apiofuranosyl-(1-->2)-beta-d-glucopyranoside (14), which are described for the first time from lentils. Structures were determined by high-resolution NMR experiments.
建立了一种高效液相色谱法，以获得在相同环境条件下生长的 12 个小扁豆品种的次生代谢产物指纹图谱。用 RP-HPLC 分析提取物（100%甲醇和甲醇-水（1:1））。收集全光电二极管阵列（191-360nm）数据并用于聚类分析。甲醇和甲醇-水提取物显示出略有不同的聚类模式。在甲醇提取物的聚类图中，CDC Richlea 作为一个孤立的群体出现，而 Indianhead 是甲醇-水提取物中的孤立群体。由于存在三个峰（8.9、16.7 和 32.7min），而其他品种不存在或存在非常少量，因此选择 CDC Milestone 品种进行进一步评估。甲醇提取物的色谱分离得到了几种化合物，包括新型 4-氯-1H-吲哚-3-N-甲基乙酰胺（13）以及衣康酸（3）、熊果苷（5）、没食子酸 5-O-[β-d-吡喃阿拉伯糖苷基-(1-->2)-β-d-吡喃木糖苷]（9）和（6S，7Z，9R）-9-羟基megastigma-4,7-二烯-3-酮-9-O-β-d-吡喃阿拉伯糖苷基-(1-->2)-β-d-葡萄糖苷（14），这些化合物均首次从小扁豆中分离得到。通过高分辨率 NMR 实验确定了结构。
