Extraction and Purification of Lignans from <i>Cinnamomum camphora </i>Leaves and Its Antioxidant Activity and Anticancer Activity

ZHOU Haixu; SU Tongchao; LI Shu; RAN Junjian; LI Bo; GAO Han; YU Mengwei; XUE Jingli; LI Jingyu; LI Xiaoqing; LI Zhonghai

doi:10.13386/j.issn1002-0306.2020080306

Volume 42 Issue 13

Jun. 2021

Turn off MathJax

Article Contents

Abstract

References

Science and Technology of Food Industry > 2021 > 42(13): 170-178. > DOI: 10.13386/j.issn1002-0306.2020080306

ZHOU Haixu, SU Tongchao, LI Shu, et al. Extraction and Purification of Lignans from Cinnamomum camphora Leaves and Its Antioxidant Activity and Anticancer Activity[J]. Science and Technology of Food Industry, 2021, 42(13): 170−178. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2020080306.

Citation:

PDF (1525 KB)

Extraction and Purification of Lignans from Cinnamomum camphora Leaves and Its Antioxidant Activity and Anticancer Activity

1.
Scool of Food Science and Technology, Henan Institute of Science and Technology, Xinxiang 453003, China
2.
College of Food Science and Engineering, Central South University of Forestry and Technology, Changsha 410004, China

More Information

Received Date: August 31, 2020
Available Online: April 26, 2021

Graphical Abstract

Abstract

Abstract

The aim of this study was to evaluate the antioxidant and anticancer activities of lignans from Cinnamomum camphora leaves. Response surface methodology (RSM) was used to optimize ultrasonic wave assisted extraction of lignans based on single factor tests and establish the corresponding mathematical model. The lignans were separated and purified by the steps of concentration, extraction, chromatography-spectrum and so on. The structure was identified by ultraviolet chromatography, infrared spectroscopy, mass spectrometry and nuclear magnetia resonance.The purity of the compounds was determined using HPLC technique and they were used for further experiments. The antioxidant activity of lignans was studied in vitro by scavenging activity against DPPH· and ·OH. The effects of lignans on HepG2 liver cancer cells and human umbilical vein endothelial cell (HUVEC) were compared by MTS assay. The results were as follows: Liquid-to-solid ratio 1cells and human umbilical vein endothelial cell (HUVEC) were compared by MTS assay. The results were as follows: Liquid-to-solid ratio 1:22 g/mL, ultrasonic time 3 min, ethanol concentration 60% and extraction time 78 min, the yield of lignans was 45.31 mg/g. The purity of sesamin and pinoresinol-β-D-glucaside was 94.84%, 90.14% respectively. And the lignans had strong scavenging activity against DPPH· and·OH. Among them, the half inhibitory concentration(IC₅₀) of pinoresinol-β-D-glucaside for scavenging DPPH free radical and hydroxyl free radical was 0.31 mg/mL and 0.71 mg/mL, respectively; the IC₅₀ of sesamin for scavenging DPPH free radical and hydroxyl radical was 0.55 mg/mL and 0.94 mg/mL, respectively. Anticancer activity experiments showed that sesamin had stronger inhibition against HepG2 and HUVEC than pinoresinol-β-D-glucaside. The extraction process by RSM was reliable and the optimal conditions were achieved to get sesamin and pinoresinol-β-D-glucaside, and they had antioxidant and anticancer activities.
- Cinnamomum camphora leaves,
- lignans,
- response surface methodology,
- purity identification,
- antioxidant activity,
- cytotoxicity

FullText(HTML)

References (36)

References

[1]	周海旭, 李忠海, 张慧, 等. 微波辅助提取樟树叶木脂素工艺优化[J]. 食品与机械,2016,32(6):193−197.
[2]	李应洪, 李忠海, 付湘晋, 等. 樟树叶多酚抑菌活性及在冷藏草鱼肉保鲜中的应用[J]. 食品与机械,2018,34(5):128−131.
[3]	王宗成, 蒋涛, 蒋小琴, 等. 樟树叶总黄酮提取工艺的正交试验设计优化[J]. 时珍国医医药,2015,26(12):2892−2894.
[4]	王智慧, 凌铁军, 张梁, 等. 樟树叶化学成分的研究[J]. 天然产物研究与开发,2014,26(6):860−863.
[5]	廖矛川, 杨芳云, 沙光普, 等. 樟树叶化学成分研究[J]. 中国民族大学学报: 自然科学版,2012,31(3):52−55.
[6]	夏云麒. 樟叶木脂素的提取及活性研究[D]. 福建: 福建农林大学, 2011: 27−29.
[7]	Shan S, Luo J, Xu D, et al. Elucidation of micromolecular phenylpropanoid and lignan glycosides as the main antioxidants of Ginkgo seeds[J]. Industrial Crops and Products,2018,112:830−838. doi: 10.1016/j.indcrop.2017.12.013
[8]	Rokh A R E, Negm A, Shamy M E, et al. Sucrose diester of aryldihydronaphthalene-type lignans from Echium angustifolium Mill. and their antitumor activity[J]. Phytochemistry,2018,149:155−160. doi: 10.1016/j.phytochem.2018.02.014
[9]	Zhou H, Ren J, Li Z. Antibacterial activity and mechanism of pinoresinol from Cinnamomum camphora leaves against food-related bacteria[J]. Food Control. 2017, 79: 192−199.
[10]	Xu X, Wang D, Ku C, et al. Anti-HIV lignans from Justicia procumbens[J]. Chinese Journal of Natural Medicines,2019,17(12):945−952. doi: 10.1016/S1875-5364(19)30117-7
[11]	Su L, Li P, Lu T, et al. Protective effect of Schisandra chinensis total lignans on acute alcoholic-induced liver injury related to inhibiting CYP2E1 activation and activating the Nrf2/ARE signaling pathway[J]. Revista Brasileira de Farmacognosia,2019,29(2):198−205. doi: 10.1016/j.bjp.2019.01.008
[12]	Kim M, Woo M, Noh J S, et al. Sesame oil lignans inhibit hepatic endoplasmic reticulum stress and apoptosis in high-fat diet-fed mice[J]. Journal of Functional Foods,2017,37:658−665. doi: 10.1016/j.jff.2017.08.036
[13]	Fang L, Fang Z, Zhou P, et al. Anti-inflammatory lignans from Melodinus suaveolens[J]. Phytochemistry Letters,2018,26:134−137. doi: 10.1016/j.phytol.2018.05.027
[14]	Wu H B, Liu T T, Zhang Z X, et al. Leaves of Magnolia liliflora Desr. as a high-potential by-product: Lignans composition, antioxidant, anti-inflammatory, anti-phytopathogenic fungal and phytotoxic activities[J]. Industrial Crops and Products,2018,125:416−424. doi: 10.1016/j.indcrop.2018.09.023
[15]	袁列江, 伍平香. 响应面法优化热回流提取樟树叶中木脂素工艺[J]. 食品工业科技,2018,39(21):46−51.
[16]	Fujii T, Kawasaki S. Effects of process parameters on vanillin partition coefficient in water-supercritical CO₂extraction[J]. Fluid Phase Equilibria,2019,485:153−157. doi: 10.1016/j.fluid.2018.12.030
[17]	周海旭. 樟树叶中多酚及挥发油的提取、分离及其成分分析[D]. 长沙: 中南林业科技大学, 2013: 5.
[18]	李佳桥, 余修亮, 曾林晖, 等. 响应面试验优化超声波辅助提取莲房原花青素工艺[J]. 食品科学,2016,37(12):40−45. doi: 10.7506/spkx1002-6630-201612007
[19]	赵见军, 张润光, 马玉娟, 等. 核桃粕中蛋白提取工艺的优化[J]. 食品科学,2014,35(18):40−46. doi: 10.7506/spkx1002-6630-201418008
[20]	张丙云, 孙莉, 黄艳, 等. 响应面法优化竹叶椒总木脂素的超声提取工艺[J]. 食品工业科技,2014,35(7):198−201, 206.
[21]	周海旭. 樟树叶中木脂素提取分离及其生物活性研究[D]. 长沙: 中南林业科技大学, 2017: 52−53.
[22]	李应洪, 周海旭, 李忠海. 樟树叶中木脂素化合物的分离鉴定及其抑菌活性[J]. 中国食品学报,2018,18(8):267−273.
[23]	Lu J, Zhang J, Luo D, et al. Antioxidant activity of methanol extract and its fractions from spine grape (Vitis davidii Foëx. ) Peel[J]. 食品科学, 2017, 38(23): 87−93.
[24]	牛广财, 朱丹, 王军, 等. 沙棘酒清除自由基作用的研究[J]. 中国食品学报,2010,10(1):36−41. doi: 10.3969/j.issn.1009-7848.2010.01.006
[25]	Ma Y, Wang H, Wang R, et al. Cytotoxic lignans from the stems of Herpetospermum pedunculosum[J]. Phytochemistry,2019,164:102−110. doi: 10.1016/j.phytochem.2019.05.004
[26]	李莹, 黄德春, 陈贵堂, 等. 昆布多糖不同提取工艺优化及其理化性质和抗肿瘤活性比较[J]. 食品科学,2019,40(6):289−295. doi: 10.7506/spkx1002-6630-20180312-147
[27]	黎英, 陈雪梅, 严月萍, 等. 超声波辅助酶法提取红腰豆多糖工艺优化[J]. 农业工程学报,2015,31(15):293−301. doi: 10.11975/j.issn.1002-6819.2015.15.040
[28]	王灵玲, 潘鑫, 方勇, 等. 超声波辅助同步提取籼米和金针菇混溶蛋白的工艺优化及其营养特性[J]. 食品科学,2019,40(14):283−288. doi: 10.7506/spkx1002-6630-20181205-067
[29]	Jang S, Lee Y, Lee A R, et al. Optimization of ultrasound-assisted extraction of glycyrrhizic acid from licorice using response surface methodology[J]. Integrative Medicine Research,2017,6(4):388−394. doi: 10.1016/j.imr.2017.08.003
[30]	付亚玲, 姚俊修, 张仁堂. 响应面法优化黑化红枣三萜酸提取工艺及抗氧化活性研究[J/OL]. 食品工业科技: 1−14 [2020-12-07]. https://doi.org/10.13386/j.issn1002-0306.2020080218.
[31]	陈晓明, 李开绵, 台建祥, 等. 木薯皮总香豆素活性物质超声波提取工艺优化[J]. 农业机械学报,2012,43(1):158−164. doi: 10.6041/j.issn.1000-1298.2012.01.028
[32]	杜瑾, 张晓青, 张爱君, 等. 响应面法优化酿酒酵母中S-腺苷甲硫氨酸的提取工艺[J]. 食品科学,2019,40(18):295−301. doi: 10.7506/spkx1002-6630-20181010-075
[33]	魏晨业, 包晓玮, 王娟, 等. 沙棘多糖分离纯化及抗氧化活性[J/OL]. 食品科学, 2020-01-08, http://kns.cnki.net/kcms/detail/11.2206.TS.20200108.1428.032.html.
[34]	宋思圆, 苏平, 王丽娟, 等. 响应面试验优化超声提取黄秋葵花果胶多糖工艺及其体外抗氧化活性[J]. 食品科学,2017,38(2):283−289. doi: 10.7506/spkx1002-6630-201702044
[35]	傅茂润, 何志平, 赵双, 等. 柱前DPPH-HPLC-DAD-MS联用快速鉴定紫薯中的抗氧化花色苷[J]. 食品工业科技,2012,33(21):125−129.
[36]	杨永丹. 芝麻素抑制肝癌HepG2细胞增殖的机制研究[D]. 武汉: 华中科技大学, 2011.