Abstract
To comprehensively develop and utilize Camellia semiserrata resources, compounds of ethanol extract of Camellia semise-rrata Chi. cake were separated and identified. Five purified compounds were achieved by HPLC preparation from 4 fractions including XVII, XXVI, XXVIII and XXXIV by ethyl acetate extraction and silica gel column chromatography. The analysis of compound 4 has been reported in another paper. Four compounds were identified as protocatechoic acid (1), apigenin-6-C-β-D-glucopyranoside (2), kaempferol-3-O-\[α-L-rhamnopyranosyl-(1-3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1-6)\]-β-D-glucopyranoside (3), and kaempferol-3-O-\[α-L-rhamnopyranosyl-(1-3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1-6)\]-β-D-glucopyranoside (5) by spectral analysis, among which, compounds 3 was the first time reported in the Camellia genus, and compounds 5 was firstly reported in Camellia semiserrata Chi., The structures were analyzed in detail for compounds 2 and 5, which were isolated from Camellia semiserrata Chi. for the first time, and compound 3 extracted from the camellia genus for the first time. For these three compounds 1H and 13C chemical shifts were fully affiliated.
Publication Date
10-28-2017
First Page
23
Last Page
27,114
DOI
10.13652/j.issn.1003-5788.2017.10.005
Recommended Citation
Weijie, WANG; Qingming, CAO; Fang, LAN; Wenfei, WANG; and Liyuan, BAO
(2017)
"Identification of 4 polyphenolics from seeds extracts of Camellia semiserrata Chi.,"
Food and Machinery: Vol. 33:
Iss.
10, Article 5.
DOI: 10.13652/j.issn.1003-5788.2017.10.005
Available at:
https://www.ifoodmm.cn/journal/vol33/iss10/5
References
[1] 漆龙霖, 吕芳德, 李克瑞, 等. 湖南山茶属植物种质资源调查、收集和利用的研究[J]. 武汉植物学研究, 1989, 7(3): 275-284.
[2] 孙佩光. 广宁红花油茶种质特性与变异研究[D]. 北京: 北京林业大学, 2012: 2.
[3] SUN Li, LIAO Zhen, LI Xue-sen, et al. Flavonoids from the fruits of Camellia oleifera[J]. Asian Journal of Chemistry, 2012, 24(11): 4 892-4 894.
[4] KOPRIVNJAK O, MAJETIC V, MALENICA Staver M, et al. Effect of phospholipids on extraction of hydrophilic phenols from virgin olive oils[J]. Food Chemistry, 2010, 119(2): 698-702.
[5] KOPRIVNJAK O, KEVIN D, PETRICEVIC S, et al. Bitterness, odor properties and volatile compounds of virgin olive oil with phospholipids addition[J]. LWT-Food Science and Technology, 2009, 42(1): 50-55.
[6] 马龙波, 刘祖军, 张大红, 等. 北京市食用油消费调查及消费者需求偏好研究[J]. 林业经济, 2012(2): 63-65.
[7] 张文文. 山茶油市场分析[D]. 北京: 北京林业大学, 2010: 8.
[8] 柏云爱, 宋大海, 张富强, 等. 油茶籽油与橄榄油营养价值的比较[J]. 中国油脂, 2008, 33(3): 39-41.
[9] 张东生, 金青哲, 薛雅琳, 等. 油茶籽油的营养价值及掺伪鉴定研究进展[J]. 中国油脂, 2013, 38(8): 47-50.
[10] FES X, ESTEVINHO L M, SALINERO C, et al. Triacylglyceride, Antioxidant and Antimicrobial Features of Virgin Camellia oleifera, C. reticulata and C. sasanqua Oils[J]. Molecules, 2013, 18(4): 4 573-4 587.
[11] 张志英. 山茶油抗氧化防辐射活性成分及其机理的研究[D]. 杭州: 浙江大学, 2006.
[12] 毛方华, 王鸿飞, 林燕, 等. 油茶籽毛油中多酚类物质对自由基的清除作用[J]. 中国粮油学报, 2010, 25(1): 64-68.
[13] 毛方华, 王鸿飞, 刘飞, 等. 油茶籽油的提取及其对自由基清除作用的研究[J]. 西北林学院学报, 2009(5): 125-128.
[14] 王林果, 蒋玲艳, 钟佳鸿, 等. 两种茶油的抑菌性能研究[J]. 玉林师范学院学报, 2010, 31(2): 51-65.
[15] 邝婉湄, 邓彩间, 林乔禹, 等. 红花油茶籽油的抑菌和抗氧化作用研究[J]. 中国油脂, 2010, 35(9): 25-28.
[16] 陈小权, 黄锐. 茶油、鱼肝油对角膜烧伤的疗效观察[J]. 实用药物与临床, 2007, 10(4): 214-215.
[17] 包莉圆, 钟海雁, 王蔚婕, 等. 南山茶饼中乙醇提取物5个多酚化合物的分离纯化[J]. 食品与机械, 2017, 33(4): 133-138.
[18] 曹清明, 兰芳, 王蔚婕, 等. 南山茶籽中新发现的一个乙酰基黄酮苷的核磁结构解析[J]. 食品与机械, 2017, 33(5): 21-24, 58.
[19] NECHEPURENKO I V, POLOVINKA M P, KOMAROVA N I, et al. Low-molecular-weight phenolic compounds from Hedysarum theinum roots[J]. Chemistry of Natural Compounds, 2008, 44(1): 31-34.
[20] 张微微, 于大永, 史丽颖, 等. 南山茶果皮化学成分的研究[J]. 广西植物, 2012, 32(5): 698-700.
[21] 石海峰, 冯宝民, 史丽颖, 等. 西南山茶化学成分的分离与鉴定[J]. 沈阳药科大学学报, 2010, 27(5): 357-360.
[22] 彭晓, 于大永, 冯宝民, 等. 金花茶花化学成分的研究[J]. 广西植物, 2011, 31(4): 550-553.
[23] 佟小静. 油茶根化学成分研究[D]. 苏州: 苏州大学, 2011: 104.
[24] RAMARATHNAM N, OSAWA T, NAMIKI M, et al. Chemical studies on novel rice hull antioxidants. 2: Identification of isovitexin, a C-glycosyl flavonoid[J]. Journal of Agricultural and Food Chemistry, 1989, 37(2): 316-319.
[25] PARK J S, YEOM M H, PARK W S, et al. Enzymatic hydrolysis of green tea seed extract and its activity on 5alpha-reductase inhibition[J]. Biosci Biotechnol Biochem, 2006, 70(2): 387-394.
[26] LIN Long-ze, CHEN Pei, HARNLY J M. New phenolic components and chromatographic profiles of green and fermented teas[J]. Journal of Agricultural and Food Chemistry, 2008, 56(17): 8 130-8 140.
[27] KIM Y, GOODNER K L, PARK J, et al. Changes in antioxidant phytochemicals and volatile composition of Camellia sinensis by oxidation during tea fermentation[J]. Food Chemistry, 2011, 129(4): 1 331-1 342.
[28] 成桂仁, 金静兰, 文永新. 白水茶中二种新黄酮甙的结构[J]. 药学学报, 1987, 22(3): 203-207.
[29] ZHAO Yang, CHEN Pei, LIN Long-ze, et al. Tentative identification, quantitation, and principal component analysis of green pu-erh, green, and white teas using UPLC/DAD/MS[J]. Food Chemistry, 2011, 126(3): 1 269-1 277.
[30] XIN Hai-liang, WU Ying-chun, SU Yong-hua, et al. Novel flavonoids from the leaves of Actinidia valvata Dunn: structural elucidation and antioxidant activity[J]. Planta Med, 2011, 77(1): 70-73.
[31] LAKENBRINK C, MY Loc Lam T, ENGELHARDT U H, et al. New flavonol triglycosides from tea (Camellia sinensis)[J]. Natural Product Letters, 2000, 14(4): 233-238.
[32] TENG Xi-feng, YANG Jia-yue, YANG Chong-ren, et al. Five New Flavonol Glycosides from the Fresh Flowers of Camellia reticulata[J]. Helvetica Chimica Acta, 2008, 91(7): 1 305-1 312.
[33] 张梁, 屠鹏飞. 普洱茶中黄酮类化学成分研究[J]. 中国中药杂志, 2013, 38(10): 1 552-1 555.
[34] 尚志春, 于大永, 冯宝民, 等. 西南山茶种子的化学成分研究[J]. 中国实验方剂学杂志, 2013, 19(10): 85-88.