Extraction of nervonic acid from Acer truncatum oil by urea inclusion

IF 2.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Chemical Papers Pub Date : 2023-06-26 DOI:10.1007/s11696-023-02890-5

Jiayi Shi, Jie Wang, Yingxi Gao, Shichao Tian, Zhiyong Zhou, Zhongqi Ren

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Abstract

Acer Truncatum Bunge is a woody plant of the maple family unique to China that produces oil containing 5‒7% nervonic acid, which has various uses in medicine. This work demonstrates the extraction of nervonic acid ethyl ester from the oil of this plant using urea inclusion. In the case of the urea inclusion solid, there is no new peaks found in SEM image and just a superposition of those expected peaks representing urea and fatty acid ethyl esters can be observed, indicating that the interaction force between urea and fatty acid ethyl esters was just intermolecular forces rather than chemical reaction. A 95% ethanol solution was determined to be the optimum solvent for this process. Urea inclusion was found to separate various fatty acid esters with decreasing efficiency in the order of lignoceric acid > behenic acid > arachidic acid > stearic acid > nervonic acid > palmitic acid > erucic acid > cis-11-eicosenoicacid > oleic acid > linoleic acid > linolenic acid. In the optimized process, ethyl esters of cis-11-eicosenoicacid, oleic acid, linoleic acid and linolenic acid were removed from the oil via a two-stage urea inclusion mechanism that also removed sterols and other substances. Ethyl esters of arachidic acid, behenic acid and lignoceric acid were subsequently separated through a third-stage urea inclusion step. After six extractions, the product contained erucic acid and nervonic acid ethyl esters with a nervonic acid ethyl ester proportion of 52.4%. Characterization by infrared spectroscopy confirmed that the product was free of residual urea.

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尿素包埋法提取槭油中神经酸的研究

槭是一种中国特有的枫科木本植物，其油中含有5-7%的神经酸，在医学上有多种用途。研究了用尿素包合法从该植物精油中提取神经酸乙酯。尿素包合固体的SEM图像中没有发现新的峰，只是尿素和脂肪酸乙酯的预期峰的叠加，说明尿素和脂肪酸乙酯之间的相互作用力只是分子间的作用力，而不是化学反应。以95%乙醇溶液为最佳溶剂。尿素包合物对各种脂肪酸酯的分离效率依次递减，依次为木犀油酸>、脱酸>、花生酸>、硬脂酸>、神经酸>、棕榈酸>、芥酸>、顺式-11-二十烯酸>、油酸>、亚油酸>、亚麻酸。在优化的工艺中，通过两级尿素包合机制去除油中顺式-11-二十碳酸乙酯、油酸、亚油酸和亚麻酸，同时去除甾醇等物质。随后通过第三步尿素包合分离花生酸乙酯、脱酸乙酯和木质素酸乙酯。经六次提取，产物中含有芥酸和神经酸乙酯，神经酸乙酯的含量为52.4%。红外光谱表征证实产物不含尿素残留。

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来源期刊

Chemical Papers 化学-化学综合

CiteScore

3.90

自引率

4.50%

发文量

590

审稿时长

2.5 months

期刊介绍： Chemical Papers is a peer-reviewed, international journal devoted to basic and applied chemical research. It has a broad scope covering the chemical sciences, but favors interdisciplinary research and studies that bring chemistry together with other disciplines.