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Abstract

Objective: This study focuses on improving the stability and water solubility of astaxanthin. Methods: Phytosterol α-linolenic acid ester was synthesized by chemical method with phytosterol andα-linolenic acid as raw materials. Liposomes co-encapsulating astaxanthin and phytosterol α-linolenic acid ester were prepared by employing a thin-film ultrasound technique with the utilization of soybean phospholipid. Results: Based on the structure analysis by infrared spectroscopy and nuclear magnetic resonance, it has been demonstrated that the product was phytosterolα-linolenic acid ester. The purity of phytosterolα-linolenic acid ester was (90.72±2.09)% by gas chromatography. The encapsulation efficiency of liposomes co-encapsulating astaxanthin and phytosterolα-linolenic acid ester were (95.00±0.66)%,the average particle size was (158.70±9.70)nm, the polydispersity index (PDI) was 0.35±0.02, and the average zeta potential was (-33.87±2.48) mV. Transmission electron microscopy revealed that the complex liposomes were spherical with regular shape and uniform particle size distribution. Conclusion: Phytosterol α-linolenic acid ester could be applied in the preparation of astaxanthin-loaded liposomes.

Publication Date

12-28-2022

First Page

133

Last Page

138,144

DOI

10.13652/j.spjx.1003.5788.2022.80305

References

[1] PENG Y J,LU J W,LIU F C,et al.Astaxanthin attenuates joint inflammation induced by monosodium urate crystals[J].FASEB Journal:Official Publication of the Federation of American Societies for Experimental Biology,2020,34(8):11 215-11 226.
[2] PEREIRA C P M,SOUZA A C R,VASCONCELOS A R,et al.Antioxidant and anti-inflammatory mechanisms of action of astaxanthin in cardiovascular diseases(Review)[J].International Journal of Molecular Medicine,2021,47(1):37-48.
[3] DAVINELLI S,NIELSEN M E,SCAPAGNINI G.Astaxanthin in skin health,repair,and disease:A comprehensive review[J].Nutrients,2018,10(4):1-12.
[4] QIANG M D,PANG X,MA D X,et al.Effect of membrane surface modification using chitosan hydrochloride and lactoferrin on the properties of astaxanthin-loaded liposomes[J].Molecules(Basel,Switzerland),2020,25(3):1-12.
[5] AJEESHKUMAR K K,ANEESH P A,RAJU N,et al.Advancements in liposome technology:Preparation techniques and applications in food,functional foods,and bioactive delivery:A review[J].Comprehensive Reviews in Food Science and Food Safety,2021,20(2):1 280-1 306.
[6] LIMA S G M,FREIRE M C L C,OLIVEIRA V D S,et al.Astaxanthin delivery systems for skin application:A Review[J].Marine Drugs,2021,19(9):1-17.
[7] NAKHAEI P,MARGIANA R,BOKOV D O,et al.Liposomes:Structure,biomedical applications,and stability parameters with emphasis on cholesterol[J].Frontiers in Bioengineering and Biotechnology,2021,9:1-23.
[8] SINGH N,KUSHWASA P,AHMAD U,et al.Proliposomes:An approach for the development of stable liposome[J].Ars Pharmaceutica(Internet),2020,60(4):231-240.
[9] LEE D U,PARK H W,LEE S C.Comparing the stability of retinol in liposomes with cholesterol,β-sitosterol,and stigmasterol[J].Food Science and Biotechnology,2021,30(3):389-394.
[10] TOOPKANLOO S P,TAN T B,ABAS F,et al.Impact of quercetin encapsulation with added phytosterols on bilayer membrane and photothermal-alteration of novel mixed soy lecithin-based liposome[J].Nanomaterials(Basel,Switzerland),2020,10(12):1-25.
[11] GACHUMI G,POUDEL A,WASAN K M,et al.Analytical strategies to analyze the oxidation products of phytosterols,and formulation-based approaches to reduce their generation[J].Pharmaceutics,2021,13(2):1-17.
[12] 贾硕,张帆,周寰,等.食源性甾醇类化合物生物活性及应[J].食品工业科技,2019,40(8):310-316.JIA S,ZHANG F,ZHOU H,et al.Biological activity and application of food-derived sterol components[J].Science and Technology of Food Industry,2019,40(8):310-316.
[13] HE W S,LI L L,HUANG Q J,et al.Highly efficient synthesis of phytosterol linolenate in the presence of Bronsted acidic ionic liquid[J].Food Chemistry,2018,263:1-7.
[14] HOU L F,SUN X Y,PAN L,et al.Studies on phytosterol acetate esters and phytosterols liposomes[J].Food Science and Technology,2021,41(4):1 062-1 068.
[15] WANG X P,XIAO B,YANG G L,et al.Enzymatic preparation of phytosterol esters with fatty acids from high-oleic sunflower seed oil using response surface methodology[J].RSC Advances,2021,11(25):15 204-15 212.
[16] 陆燕婷.富含α-亚麻酸的中长碳链结构甘油三酯合成及精制工艺研究[D].无锡:江南大学,2021:3-4.LU Y T.Preparation and purification of medium-and-longchain triacylglycerols rich in α-linolenic acid[D].Wuxi:Jiangnan University,2021:3-4.
[17] HOU L F,SUN X Y,PAN L,et al.Effects of phytosterol butyrate ester on the characteristics of soybean phosphatidylcholine liposomes[J].Journal of Oleo Science,2021,70(9):1 295-1 306.
[18] 张品.α-亚麻酸甾醇酯的合成及品质特性研究[D].武汉:中国农业科学院,2009.ZHANG P.Research on synthesis and quality properties of phytosterolα-linolenate[D].Wuhan:Chinese Academy of Agricultural Sciences Master Dissertation,2009.
[19] 陈茂彬.植物甾醇酯的制备、生物活性及应用研究[D].武汉:华中农业大学,2005:16-22.CHEN M B.Studies on preparation,bioactivities and application of phytosterols ester[D].Wuhan:Huazhong Agricultural University,2005:16-22.
[20] PAN L,ZHANG S W,GU K R,et al.Preparation of astaxanthin-loaded liposomes:Characterization,storage stability and antioxidant activity[J].Cyta Journal of Food,2018,16(1):608-609.
[21] PAN L,ZHANG X,FAN X Z,et al.Whey protein isolate coated liposomes as novel carrier systems for astaxanthin[J].European Journal of Lipid Science and Technology,2020,122(4):2-3.
[22] 林惠颖,辛嘉英,么婷婷,等.利用大豆油脱臭馏出物酶法合成植物甾醇酯[J].食品工业科技,2018,39(11):62-66.LIN H Y,XIN J Y,YAO T T,et al.Enzymatic synthesis of phytosterol ester from soybean oil deodorizer distillated[J].Science and Technology of Food Industry,2018,39(11):62-66.
[23] 杜杰,刘春梅,林春兰,等.气相色谱法测定食用油中的植物甾醇[J].中国油脂,2021,46(9):145-148.DU J,LIU C M,LIN C L,et al.Determination of phytosterols in edible oil by GC[J].China Oils and Fats,2021,46(9):145-148.
[24] 宁永成.有机波谱学谱图解析[M].北京:科学出版社,2010.NING Y C.Spectrum analysis of organic spectroscopy[M].Beijing:Science Press,2010.
[25] LIU W,XIAO B,WANG X P,et al.Solvent-free synthesis of phytosterol linoleic acid esters at low temperature[J].RSC Advances,2021,11(18):10 738-10 746.
[26] 黄瑶.酶法合成聚甘油脂肪酸酯及其功能研究[D].南昌:南昌大学,2017:38-39.HUANG Y.Study on enzymatic synthesis of polyglycerol fatty acid ester and its function[D].Nanchang:Nanchang University,2017:38-39.
[27] CHANG M,ZHANG T,FENG W H,et al.Preparation of highly pure stigmasteryl oleate by enzymatic esterification of stigmasterol enriched from soybean phytosterols[J].LWT-Food Science and Technology,2020,128:1-9.
[28] MARITIM S,BOULAS P,LIN Y Q.Comprehensive analysis of liposome formulation parameters and their influence on encapsulation,stability and drug release in glibenclamide liposomes[J].International Journal of Pharmaceutics,2021,592:1-13.
[29] 侯丽芬,宗珊盈,张海臣,等.β-谷甾醇乙酸酯对脂质膜结构稳定性的影响[J].食品与机械,2019,35(9):20-25.HOU L F,ZONG S Y,ZHANG H C,et al.Effect of β-sitosterol acetate ester on the structural stability of lipid membrane[J].Food & Machinery,2019,35(9):20-25.
[30] 郑景霞.β-胡萝卜素—薏苡仁油复合脂质体的制备及功能特性研究[D].南昌:南昌大学,2018:1-2.ZHENG J X.Preparation and functional properties ofβ-carotene-coix seed oil composite liposomes[D].Nanchang:Nanchang University,2018:1-2.
[31] 沈雪.乳清蛋白的超声改性及其包埋体系的应用研究[D].长春:吉林大学,2017:71-72.SHEN X.Effects of ultrasound on functional properties of whey proteins and whey protein-based delivery system for functional ingredients[D].Changchun:Jilin University,2017:71-72.
[32] LUO M,ZHANG R F,LIU L,et al.Preparation,stability and antioxidant capacity of nano liposomes loaded with procyandins from lychee pericarp[J].Journal of Food Engineering,2020,284:1-10.
[33] TAMJIDI F,SHAHEDI M,VARSHOSAZ J,et al.Design and characterization of astaxanthin-loaded nanostructured lipid carriers[J].Innovative Food Science & Emerging Technologies,2014,26:366-374.
[34] 彭盛峰.pH驱动法制备姜黄素食品运载体及其生物利用率[D].南昌:南昌大学,2019:28-29.PENG S F.The preparation and bioavailability of curcumin loaded food delivery system by pH-driven method[D].Nanchang:Nanchang University,2019:28-29.
[35] ZHAO L S,TEMELLI F,CURITS J M,et al.Preparation of liposomes using supercritical carbon dioxide technology:Effects of phospholipids and sterols[J].Food Research International,2015,77:63-72.

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