Abstract

In this study, an integrated process for the recovery of sesamin and sesamolin, two high added-value lignans of sesame oil (SO) was developed, using synchronous extraction and chromatography techniques. The extraction of SO phenolic content was studied using two different extraction techniques: Annular centrifugal extraction (ACE) and centrifugal partition extraction (CPE). The derived data of each experiment were compared in terms of revealing the yields, time, and solvents consumption showing that CPE is the most effective technique, concerning the solvent consumption. The isolation of lignans was achieved using centrifugal partition chromatography (CPC) both on semi-preparative and preparative scale. The biphasic system used for this purpose consisted of the following solvents: n-Hex/EtOAc/EtOH/H2O in proportion 2:3:3:2 (v/v/v/v) and direct recovery of the two major lignans sesamin and sesamolin was achieved. In parallel the CPC analysis resulted in the isolation of four minor lignans of sesame oil, i.e., samin, sesamol, sesaminol, and episesaminol. Structure elucidation of isolated lignans was based on HRMS/MS and NMR experiments. High-performance liquid chromatography (HPLC) was employed for quantitative analysis of the obtained extracts to determine the purity of the isolated compounds as well. The results of this study demonstrated that sesamin and sesamolin were recovered in purity higher than 95%, verifying the effectiveness of the purposed separation methodology. Finally, due to the general application of sesame oil in cosmetic industry, all the pure compounds were evaluated for their tyrosinase, elastase, collagenase, and hyaluronidase inhibition activity.

Highlights

  • Sesame oil is a product of high importance, obtained from the seeds of Sesamum indicum (Pedaliaceae) and is directly linked to the traditional nutrition of Asian and African people for more than 5,000 years (Zhang et al, 2013; Sarkis et al, 2014)

  • This study constitutes a holistic procedure for the swift isolation of sesamin and sesamolin in high purity, using techniques with scale up to pilot and industrial prospects

  • Two different approaches were used for the extraction of sesame oil (SO) lignans based on innovative liquid–liquid techniques, Annular centrifugal extraction (ACE) and centrifugal partition extraction (CPE), to obtain both sesamin and sesamolin in high amounts

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Summary

Introduction

Sesame oil is a product of high importance, obtained from the seeds of Sesamum indicum (Pedaliaceae) and is directly linked to the traditional nutrition of Asian and African people for more than 5,000 years (Zhang et al, 2013; Sarkis et al, 2014). In vivo experiments have proved the hypocholesterolemic activity of sesamin (Nakai et al, 2003), whereas a clinical study demonstrated positive results against total and LDL-cholesterol on humans, probably synergistic with vitamin E (Penalvo et al, 2006). This molecule promotes the reduction of fat ratio on human body obviating atherosclerosis and corpulence (Dar and Arumugam, 2013), whereas experiments on gerbils and mice have demonstrated the neuroprotective role of sesamin against cerebral ischemia (Chung et al, 2010; Dar and Arumugam, 2013). The antioxidant activity of sesamin and its protective role against damages of alcohol and carbon tetrachloride on liver have been proven as well (Nakai et al, 2003)

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