An updated method for isolation, purification and characterization of clinically important antioxidant lignans - Sesamin and sesamolin, from sesame oil
An updated method for isolation, purification and characterization of clinically important antioxidant lignans - Sesamin and sesamolin, from sesame oil
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DOI：
10.1016/j.indcrop.2014.10.026
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发表时间：
2015-02-01
影响因子：
5.9
通讯作者：
Arumugam, Neelakantan
中科院分区：
文献类型：
--
作者：
Dar, Aejaz Ahmad;Verma, Nitish Kumar;Arumugam, Neelakantan
芝麻素和芝麻林素是临床上重要的抗氧化木脂素，具有抗胆固醇血症、抗高血压和抗癌特性。在化学上，它们是苯基丙烷二聚体，在几种植物中作为次级代谢产物合成。到目前为止，古老的油料作物芝麻是这些木脂素的主要来源。早先为分离所考虑的纯形式的木酚素所做的几次尝试远不能令人满意，导致高成本和它们在市场上的稀少。在这里，我们报告我们的结果成功的分离和表征的两个木脂素从商业芝麻油。在-80 ℃下冷冻时，油与丙酮的1：8混合物产生甘油三酯和黄色油。后者在4 ℃下用异辛烷进行类似的处理，得到无色结晶产物。TLC和HPLC显示结晶产物是88%芝麻素和12%芝麻林素的混合物。将分离的木脂素混合物进行半制备HPLC和TLC，以成功地将推定的芝麻素和芝麻林分离成两个独立的级分。通过TLC和LC-MS确认由此分离的化合物的纯度。通过NMR确认分离物的结构细节。本研究中纯化的芝麻酚素经进一步检测，证明其可作为芝麻种质资源木脂素多样性分析的可靠生化标准。开发的分析研究和工业生产的木脂素用于治疗目的的方法的相关性进行了讨论。(C)2014爱思唯尔有限公司版权所有。
Sesamin and sesamolin are clinically important antioxidant lignans that exhibit anticholestrolemic, antihypertensive and anticancer properties. Chemically they are phenyl propane dimers synthesized as products of secondary metabolism in several plants. The ancient oil crop Sesamum indicum, by far, is the major source of these lignans. Several attempts made earlier for isolation of the lignans under consideration, in pure form, is far from satisfactory resulting in high cost and their rarity in the market. Here we report our results on successful isolation and characterization of the two lignans from commercial sesame oil. A 1:8 mixture of the oil with acetone, on freezing at -80 degrees C, yielded triglycerides and yellow oil. The latter when subjected to a similar treatment but with isooctane at 4 degrees C yielded colourless crystalline product. TLC followed by HPLC revealed that the crystalline product is a mixture of 88% sesamin and 12% sesamolin. The isolated lignan mixture was subjected to semi-preparative HPLC and TLC to result in successful separation of putative sesamin and sesamolin in two independent fractions. Purity of the compounds thus isolated was confirmed by TLC and LC-MS. Structure detail of the isolates was confirmed by NMR. The sesamolin purified in this study was further tested successfully to prove that it can serve as reliable biochemical standard for analysis of lignan diversity among sesame germplasm. Relevance of the method developed for analytical studies and for industrial production of the lignans for therapeutic purpose is discussed. (C) 2014 Elsevier B.V. All rights reserved.