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Phytosterol and α-Lipoic Acid Conjugates: Synthesis, Free Radical Scavenging Capacity and RP-LC-MS-APCI Analysis
 
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Publication date: 2012-09-30
 
 
Pol. J. Food Nutr. Sci. 2012;62(3):159-169
 
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ABSTRACT
Plant sterols (PS) are bioactive compounds effective in reducing plasma cholesterol. Fatty acid esters of PS have improved solubility and blending properties when utilized in various food products. Naturally occurring α-lipoic acid (LA) and its reduced form dihydrolipoic acid (DHLA) are known for their antioxidant activity. In addition, they have shown an array of health beneficial properties against obesity, diabetes, cancer, cardiovascular and inflammatory diseases etc. Different LA conjugates have been reported to have increased bioactivity compared to the parent compounds. The objective of this study was to synthesize PS esters of LA (PSLA) and DHLA (PSDHLA) in order to increase their cholesterol lowering effect and reducing the risk of atherosclerosis with additional health benefits e.g. against oxidative stress. Synthesis of PSLA and PSDHLA was performed with a pure PS mixture of -sitosterol, stigmasterol, campesterol and brassicasterol. The free radical scavenging capacity of the conjugates was assessed by the DPPH method. Remaining percentage of DPPH free radicals was measured at the steady state for different concentrations of PSLA and PSDHLA. High free radical scavenging capacity was observed for PSDHLA compared with PSLA. Efficient concentration EC50 as a molar ratio for PSDHLA was 0.43. The derivatives were analyzed by RP-HPLC-MS-APCI. The order of the elution times of the compounds observed in HPLC-MS analysis was PS< PSDHLA< PSLA. Baseline separation was not achieved between campesterol and stigmasterol and their derivatives. These compounds could be identified by their characteristic fragment ions from the mass spectral data.
 
CITATIONS (10):
1.
Phytosterol and γ-Oryzanol Conjugates: Synthesis and Evaluation of their Antioxidant, Antiproliferative, and Anticholesterol Activities
Giordano Lesma, Andrea Luraghi, Teodora Bavaro, Roberta Bortolozzi, Giulia Rainoldi, Gabriella Roda, Giampietro Viola, Daniela Ubiali, Alessandra Silvani
Journal of Natural Products
 
2.
LC-NMR Technique in the Analysis of Phytosterols in Natural Extracts
Štěpán Horník, Marie Sajfrtová, Jindřich Karban, Jan Sýkora, Anna Březinová, Zdeněk Wimmer
Journal of Analytical Methods in Chemistry
 
3.
Plant Sterols: Chemical and Enzymatic Structural Modifications and Effects on Their Cholesterol-Lowering Activity
Wen-Sen He, Hanyue Zhu, Zhen-Yu Chen
Journal of Agricultural and Food Chemistry
 
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Techniques for the extraction of phytosterols and their benefits in human health: a review
Uddin MS, Sahena Ferdosh, Akanda Haque, Kashif Ghafoor, Rukshana A.H., Md. Ali, B. Kamaruzzaman, B. M., Hadijah S., Sharifudin Shaarani, Sarker Islam
Separation Science and Technology
 
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Enzymatic synthesis of phytosteryl lipoate and its antioxidant properties
Huiqi Wang, Chengsheng Jia, Xue Xia, Eric Karangwa, Xiaoming Zhang
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Tribological studies of α-lipoic acid esters as effective environmentally friendly multifunctional lubricant additives
Venkateshwarlu Kontham, Korlipara Padmaja
Energy Sources, Part A: Recovery, Utilization, and Environmental Effects
 
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Ultrasound-Assisted Interfacial Immobilization of Lipase on Hollow Mesoporous Silica Spheres in a Pickering Emulsion System: A Hyperactive and Sustainable Biocatalyst
Teng Sun, Zhe Dong, Jing Wang, Feng-Hong Huang, Ming-Ming Zheng
ACS Sustainable Chemistry & Engineering
 
8.
Development and characterization of phytosterol nanoemulsions and self-microemulsifying drug delivery systems
Yuan Chuanxun, Zhang Xueru, Jin Risheng
 
9.
Enhanced antioxidant capacity of lipoic acid in different food systems through lipase‐mediated esterification with phytosterols
Wen‐Sen He, Yuying Sun, Zhishuo Li, Haonan Yang, Junjie Li, Qingzhi Wang, Chen Tan, Bin Zou
Journal of the Science of Food and Agriculture
 
10.
Advances and Challenges in Plant Sterol Research: Fundamentals, Analysis, Applications and Production
Dmitry Evtyugin, Dmitry Evtuguin, Susana Casal, Maria Domingues
Molecules
 
eISSN:2083-6007
ISSN:1230-0322
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