去皮苦杏仁粕中苦杏仁苷的提取与鉴定综合实验教学项目创新设计
Innovative Design of Comprehensive Experimental Teaching Project on Extraction and Identification of Amygdalin from Peeled Bitter Almond Meal
DOI: 10.12677/CES.2021.96284, PDF,    科研立项经费支持
作者: 林洁玲, 梁晓棠, 陈佳珊, 朱 峰*, 邓水权, 余学耀, 李 君, 苏淑梅:佛山科学技术学院,环境与化学工程学院,佛山市活性天然产物与功能化学品工程技术研究中心, 广东 佛山
关键词: 去皮苦杏仁粕苦杏仁苷腈苷提取结构鉴定Peeled Bitter Almond Meal Amygdalin Nitrile Glycoside Extraction Structure Identification
摘要: 为了使实验教学跟科研和工业生产相结合,创新设计了从去皮苦杏仁粕中提取苦杏仁苷并进行结构鉴定综合实验教学项目。通过无水乙醇提取去皮苦杏仁粕中的苦杏仁苷,联合运用紫外光谱、高效液相色谱和核磁共振氢谱等现代光谱技术对产品进行结构鉴定,引导学生思考天然产物提取纯化–分子结构–光谱特征三者之间的关系。实验结果表明,该实验不仅有利于激发学生实验兴趣,提高学生动手能力,培养学生创新思维,而且还可以使学生熟悉相关仪器设备的使用,并提高大型仪器设备的使用效率。
Abstract: In order to combine experimental teaching with scientific research and industrial production, a comprehensive experimental teaching project is innovatively designed on extraction and identification of amygdalin from peeled bitter almond meal. Amygdalin is extracted from peeled bitter almond meal by anhydrous ethanol and identified by means of modern spectroscopy technologies such as UV, HPLC and 1H NMR, which can inspire students to think about the relationship between purification, molecular structure and spectral characteristics of natural product. The results show that the experiment is not only conducive to stimulate students’ experimental interest, improve students’ practical ability, cultivate students’ innovative thinking, but also can familiarize students with the use of relevant instruments and equipment, and improve the use efficiency of large instruments and equipment.
文章引用:林洁玲, 梁晓棠, 陈佳珊, 朱峰, 邓水权, 余学耀, 李君, 苏淑梅. 去皮苦杏仁粕中苦杏仁苷的提取与鉴定综合实验教学项目创新设计[J]. 创新教育研究, 2021, 9(6): 1702-1709. https://doi.org/10.12677/CES.2021.96284

参考文献

[1] 国家药典委员会. 中华人民共和国药典: 2015年版. 一部[M]. 北京: 中国医药科技出版社, 2015.
[2] 张金艳, 何萍, 李贻奎. 苦杏仁、桔梗及二者配伍止咳、祛痰作用的研究[J]. 中国实验方剂学杂志, 2010, 16(18): 173-175.
[3] Sanaka, M., Yamamoto, T., Anjiki, H., Nagasawa, K. and Kuyama, Y. (2007) Effects of Agar and Pectin on Gastric Emptying and Post-Prandial Glycaemic Profiles in Healthy Human Volunteers. Clinical & Experimental Pharmacology & Physiology, 34, 1151-1155. [Google Scholar] [CrossRef] [PubMed]
[4] Makarevića, J., Tsaur, I., Juengel, E., Borgmanna, H., Nlesonb, K., Thomasa, C., Bartscha, G. and Haferkampa, A. (2016) Amygdalin Delays Cell Cycle Progression and Blocks Growth of Prostate Cancer Cells in Vitro. Life Sciences, 147, 137-142. [Google Scholar] [CrossRef] [PubMed]
[5] 张清安, 姚建莉. 苦杏仁资源加工与综合利用研究进展[J]. 中国农业科学, 2019, 52(19): 3430-3447.
[6] 吴美兰. 苦杏仁苷提取精制工艺研究[D]: [硕士学位论文]. 杭州: 浙江工业大学, 2016.
[7] 权美平. 苦杏仁苷乙醇提取工艺参数优化[J]. 江苏农业科学, 2013, 41(5): 260-261.
[8] 邓康颖, 谭晓梅, 罗佳波. 一种苦杏仁苷提取物的制备方法[J]. 中华中医药学刊, 2010, 28(10): 2172-2174.
[9] 王秀娟, 王春雷, 詹冬玲. 杏仁中苦杏仁苷的提取分离纯化[J]. 粮油加工, 2010(10): 132-135.
[10] 闾肖波, 苏宝根, 杨亦文, 任其龙. 纯苦杏仁苷的制备[J]. 中国医药工业杂志, 2006, 37(3): 165-167.
[11] 邢国秀, 李楠, 杨美燕, 崔丽钧, 王童. 天然苦杏仁苷的研究进展[J]. 中成药, 2003, 25(12): 61-63.
[12] 段帅, 吴晓彤, 李博. 苦杏仁苷的结构及其降解过程的研究进展[J]. 食品科技, 2020, 45(9): 233-237.
[13] Koo, J.Y., Hwang, E.Y., Cho, S., Lee, J.H. and Hong, S.P. (2005) Quantitative Determination of Amygdalin Epimers from Armeniacae Semen by Liquid Chromatography. Journal of Chromatography B, 814, 69-73. [Google Scholar] [CrossRef] [PubMed]
[14] 聂鲁, 丁永萍, 程春萍, 郭玉玮. 苦杏仁苷的研究进展[J]. 阴山学刊, 2012, 26(4): 27-30.
[15] 陈健, 向鹏宇, 李洪斌, 刘前林. 桑菊感冒冲剂中苦杏仁苷含量测定方法研究[J]. 世界最新医学信息文摘, 2017, 17(47): 87-89.
[16] 沙明, 曹爱民, 姜丽, 孟淑智. 高效液相色谱法测定苦杏仁中苦杏仁昔的含量[J]. 药物分析杂志, 1996, 16(6): 397-398.
[17] 吴迪, 王建中, 赵云霞, 王慧强. 苦杏仁苷几种测定方法的比较研究[J]. 食品工业科技, 2006, 27(2): 184-185.
[18] 张瑾, 聂诗明. 高效液相色谱法测定蜜枇杷叶苦杏仁苷含量[J]. 湖北中医药大学学报, 2016, 18(2): 32-34.
[19] 云琦, 马小华, 高晓黎, 周建平. 新疆桃仁中苦杏仁苷含量测定新方法研究[J]. 中国药品标准, 2013, 14(6): 433-436.
[20] 白万富, 石松利, 周红兵, 张媛. 不同产地蒙古扁桃仁中苦杏仁苷的含量比较[J]. 中国卫生检验杂志, 2015, 25(3): 315-317.
[21] Turczan, J.W. and Medwick, T. (1979) Nuclear Magnetic Resonance Studies of Cyanogenetic Glycosides: Spectra of Amygdalin and Neoamygdalin in DMSO-d6 and D2O; Epimerization Studies; Predicted Laetrile Spectrum. Journal of the Association of Official Analytical Chemists, 62, 190-196. [Google Scholar] [CrossRef
[22] Ribeiro, A.A. (1990) 1H and 13C NMR Analysis of D-Amygdalin: Oligo-saccharide Assignment and Sequencing. Magnetic Resonance in Chemistry, 28, 765-773. [Google Scholar] [CrossRef
[23] Lu, Y. and Foo, L.Y. (1998) Constitution of Some Chemical Components of Apple Seed. Food Chemistry, 61, 29-33. [Google Scholar] [CrossRef
[24] Yan, J., Tong, S., Li, J. and Lou, J. (2006) Preparative Isolation and Purification of Amygdalin from Prunus armeniaca L. with High Recovery by High-Speed Counter Current Chromatography. Journal of Liquid Chromatography & Related Technologies, 29, 1271-1279. [Google Scholar] [CrossRef