Extraction and Purification of Squalene from Virgin Olive Oil via Catalytic Transesterification and Molecular Distillation

H. K. Manikyam, Dhanaseelan J, Jayaraj Mani
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Abstract

Squalene, a highly valuable compound abundant in various natural sources, shows great potential in pharmaceutical, cosmetic, and nutraceutical applications. This research article outlines a comprehensive methodology for extracting and purifying squalene from virgin olive oil, a rich source of the compound. The extraction process begins with degumming, which involves heating the olive oil to 60-70°C to reduce viscosity, followed by the addition of 2-3% warm water to hydrate phospholipids. Food-grade phosphoric acid is then added to react with the phospholipids, forming precipitates. The mixture is stirred for 20-30 minutes and allowed to rest for an additional 20-30 minutes, enabling impurities to settle. The upper layer of degummed oil is separated via decantation or centrifugation and washed with warm water for pH adjustment. Next, transesterification is performed by mixing 100 ml of virgin olive oil with 25% methanol (w/w) and a catalyst (0.5% sodium methoxide or PTSA), and heating the mixture to 80-90°C under reflux for 1-2 hours. Following transesterification, the solvent and acetone are distilled out, and acetone precipitation is repeated 2-3 times to remove unsaponified matter, which is then filtered and evaporated. The concentrated oil undergoes molecular distillation at 180°C and 0.0033 bar pressure for 1 hour, yielding the distillate and residue for further analysis. Qualitative analysis using Thin Layer Chromatography (TLC) involves Merck TLC plates with silica gel 60 F254 and a hexane: chloroform (9:1) mobile phase. Spots are developed with a 10% HCl solution, confirming the presence of squalene with an RF value of 0.93. Quantitative analysis via High-Performance Thin-Layer Chromatography (HPTLC) employs Merck TLC plates with cyclohexane as the mobile phase and CAMAG at 254 nm and 366 nm wavelengths, revealing a squalene purity of 67% and a recovery rate of 69.8%. The initial purification through transesterification facilitated the conversion of ester groups, yielding squalene-rich fractions, while acetone precipitation effectively removed saponified matter. Molecular distillation further enhanced squalene purity. TLC analysis confirmed the qualitative presence of squalene, and HPTLC provided precise quantitative measurements. The obtained squalene purity of 67% significantly enriches the initial content in virgin olive oil, though further optimization could enhance purity and yield. Complementary techniques like GC-MS or HPLC could validate the purification process. This study presents an efficient, replicable procedure for extracting and purifying squalene from virgin olive oil, with significant implications for pharmaceutical, cosmetic, and nutraceutical industries. The findings support a sustainable and ethical shift towards vegetable-derived squalene, meeting market demands while ensuring high-quality production.
通过催化酯交换反应和分子蒸馏从初榨橄榄油中提取和纯化角鲨烯
角鲨烯是一种非常有价值的化合物,在各种天然资源中含量丰富,在医药、化妆品和营养保健品方面具有巨大的应用潜力。本文概述了从角鲨烯含量丰富的初榨橄榄油中提取和纯化角鲨烯的综合方法。提取过程首先是脱胶,将橄榄油加热到 60-70°C 以降低粘度,然后加入 2-3% 的温水使磷脂水合。然后加入食品级磷酸与磷脂反应,形成沉淀物。将混合物搅拌 20-30 分钟,再静置 20-30 分钟,使杂质沉淀。通过倾析或离心分离上层脱胶油,并用温水清洗以调节 pH 值。接下来进行酯交换反应,将 100 毫升初榨橄榄油与 25% 的甲醇(重量比)和催化剂(0.5% 甲醇钠或 PTSA)混合,在回流条件下将混合物加热至 80-90°C 并持续 1-2 小时。酯交换反应后,蒸馏出溶剂和丙酮,丙酮沉淀重复 2-3 次,以除去未皂化物,然后过滤并蒸发。浓缩油在 180°C 和 0.0033 巴压力下进行分子蒸馏 1 小时,得到蒸馏物和残留物,供进一步分析。使用默克公司的 TLC 板(硅胶 60 F254)和正己烷:氯仿(9:1)流动相进行薄层色谱法(TLC)定性分析。用 10% HCl 溶液显色,确认角鲨烯的存在,RF 值为 0.93。通过高效薄层色谱法(HPTLC)进行定量分析,采用默克 TLC 板,以环己烷为流动相,CAMAG 波长为 254 纳米和 366 纳米,结果表明角鲨烯的纯度为 67%,回收率为 69.8%。通过酯交换反应进行的初步纯化促进了酯基的转化,得到了富含角鲨烯的馏分,而丙酮沉淀则有效地去除了皂化物。分子蒸馏进一步提高了角鲨烯的纯度。TLC 分析证实了角鲨烯的定性存在,而 HPTLC 则提供了精确的定量测量。所获得的 67% 角鲨烯纯度大大提高了初榨橄榄油中的初始含量,不过进一步优化还可以提高纯度和产量。GC-MS 或 HPLC 等辅助技术可以验证纯化过程。这项研究提出了一种高效、可复制的从初榨橄榄油中提取和纯化角鲨烯的方法,对制药、化妆品和保健品行业具有重要意义。研究结果支持向植物角鲨烯的可持续和道德转变,在满足市场需求的同时确保高质量生产。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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