Abstract
To improve the solubility of ergosterol, the ergosteryl lipoate was prepared by a chemical method under ambient temperature, and the antioxidation of ergosteryl lipoate in oil was studied. By single factor experiments, the optimum conditions for the synthesis of ergosteryl lipoate were obtained. The conversion could be achieved 91% in the following conditions: DMAP/EDC/Et3N as the catalyst, 80 mmol/L ergosterol, molar ratio of lipoic acid/ergosterol/DMAP/EDC/Et3N 2.0∶1.0∶0.2∶1.2∶1.5, dichloromethane as the solvent, reaction temperature of 25 ℃, reaction time of 20 h. The solubility of ergosteryl lipoate in oil is about twice of ergosterol, and the antioxidant ability is about 1.5 times of ergosterol.
Publication Date
8-28-2018
First Page
129
Last Page
134
DOI
10.13652/j.issn.1003-5788.2018.08.026
Recommended Citation
Xiaohui, TANG; Suping, JI; Xue, XIA; and Chengsheng, JIA
(2018)
"Preparation and antioxidation of ergosteryl lipoate,"
Food and Machinery: Vol. 34:
Iss.
8, Article 26.
DOI: 10.13652/j.issn.1003-5788.2018.08.026
Available at:
https://www.ifoodmm.cn/journal/vol34/iss8/26
References
[1] OREP J U, WALTER R, KORTEKAMP A, et al. Ergosterol as an objective indicator for grape rot and fungal biomass in grapes[J]. Food Control, 2014, 37(1): 77-84.
[2] VILLARES A, GARCIA-LAFUENTE A, GUILLAMON E, et al. Identification and quantification of ergosterol and phenolic compounds occurring in Tuber spp. Truffles[J]. Food Composition and Anallytical, 2012, 26(1/2): 177-182.
[3] HU Shu-hu, LIANG Zeng-chin, CHIA Yi-chen, et al. Antihyperlipidemic and antioxidant effects of extracts from Pleurotus citrinopileatus[J]. Journal of Agricultural and Food Chemistry, 2006, 54(6): 2 103-2 110.
[4] KUO Chia-feng, HSIEH Chin-hsuan, LIN Wun-yuan. Proteomic response of LAPactivated RAW 264.7 macrophages to the anti-inflammatory property of fungal ergosterol[J]. Food Chemistry, 2011, 126(1): 207-212.
[5] 高虹, 史德芳, 杨德, 等. 巴西菇麦角甾醇抗肿瘤活性及作用机理初探[J]. 中国食用菌, 2011, 30(6): 35-39.
[6] SCHNEIDER I, KRESSE G, MEYER A, et al. Lipid lowering effects of oyster mushroom (Pleurotus ostreatus) in humans[J]. Functional Foods, 2011, 3(1): 17-24.
[7] CHAIBAKHSH N, BASRI M, RAHMAN M B A, et al. Lipase-catalyzed synthesis of ergosterol ester[J]. Biocatalysis and Agricultural Biotechnology, 2012, 1(1): 51-56.
[8] HE Wen-sen, MA Yuan, PAN Xiao-xia, et al. Efficient solvent-free synthesis of phytostanyl esters in the presence of acid-surfactant-combined catalyst[J]. Journal of Agricultural and Food Chemistry, 2012, 60(38): 9 763-9 769.
[9] NG Z K, KHERADA N, FARRAR B, et al. Lipoic acid effects on established atherosclerosis[J]. Life Sciences, 2010, 86(3/4): 95-102.
[10] MOURA F A, DE ANDRADE K Q, DOS SANTOS J C F, et al. Lipoic acid: its antioxidant and anti-inflammatory role and clinical applications[J]. Current Topics in Medicinal Chemistry, 2015, 15(5): 458-483.
[11] TSUJI-NAITO K, ISHIKURA S, AKAGAWA M, et al. alpha-Lipoic acid induces collagen biosynthesis involving prolyl hydroxylase expression via activation of TGF-beta-Smad signaling in human dermal fibroblasts[J]. Connective Tissue Research, 2010, 51(5): 378-387.
[12] HE Wen-sen, YIN Ji, XU Han-shan, et al. Efficient synthesis and characterization of ergosterol laurate in a solvent-free system[J]. Journal of Agricultural and Food Chemistry, 2014, 62(48): 11 748-11 755.
[13] LIN Ming-zhu, LI Hai-jun, YAN Zan, et al. 2-Naphthoic acid ergosterol ester, an ergosterol derivative, exhibits anti-tumor activity by promoting apoptosis and inhibiting angiogenesis[J]. Steroids, 2017, 122: 9-15.
[14] 贾承胜, 黄晓爱, 董涛, 等. 植物甾醇脂肪酸酯的抗氧化作用研究[J]. 食品与机械, 2008, 24(6): 80-82.