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第 35 卷第 10 期 精 细 化 工 Vol.35, No.10
2018 年 10 月 FINE CHEMICALS Oct. 2018

医药与日化原料
缬氨酸薄荷酯的制备及其生物活性

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匡新谋 ，孙 颖 ，何希瑞 ，卞唯琪 ，白亚军 ，吴志革
（1. 宁波乙烯工程碳五碳九下游深加工协同创新中心，浙江 宁波 315800；2. 西北大学 生命科学学院，
陕西 西安 710069；3. 西安交通大学附属红会医院，陕西 西安 710054；4. 浙江大学 宁波理工学院 生
物与化学工程学院，浙江 宁波 315100）
摘要：以 N-boc-L-缬氨酸和薄荷为原料，以二环己基碳二亚胺（DCC）及 4-二甲氨基吡啶（DMAP）为催化剂
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合成了缬氨酸薄荷酯（BHX），利用 HNMR、MS 及 FTIR 对产物进行表征。利用电休克惊厥实验及抑制 HeLa
细胞增殖实验分别对 BHX 的抗癫痫及体外抑制肿瘤活性进行了初步研究。在最大电休克惊厥实验（MES）中，
小鼠腹腔注射给药，当 BHX 给药量为 100 mg/kg 时，与生理盐水组及卡马西平组相比，4 只预筛选过的小鼠，
在 0.5、1、2、3、4 h 后出现的惊厥数分别为 2、2、1、0、0 只，显示出与对照品卡马西平类似的抗癫痫活性；
在体外抗肿瘤活性实验中，与对照组相比，抑制率最高达到 56.5%，显示出明显的抑制肿瘤细胞增殖能力。
关键词：缬氨酸薄荷酯；DCC/DMAP；生物活性；医药原料
中图分类号：R932 文献标识码：A 文章编号：1003-5214 (2018) 10-1691-04

Synthesis and Bioactivity of Valine Menthol Ester

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KUANG Xin-mou , SUN Ying , HE Xi-rui , BIAN Wei-qi , BAI Ya-jun , WU Zhi-ge
（1. Ningbo Collaborative Innovation Center for Deep Processing Technology for Pyrolysis C5 and C9 from
By-Products of Ethylene Plant Ningbo Polytechnic, Ningbo 315800, Zhejiang, China; 2. College of Life Sciences,
Northwest University, Xi'an 710069, Shaanxi, China; 3. Affiliated Red Cross Hospital, Xi'an Jiaotong University, Xi'an,
710054, Shaanxi, China; 4. College of Biology and Chemical Engineering, Ningbo Institute of Technology, Zhejiang
University, Ningbo 315100, Jiangsu, China）
Abstract: Valine menthyl eater (BHX) was synthesized by using N-(tert-butoxy carbonyl)-L-valine and
menthol as raw materials in the presence of a catalytic amount of dicyclohexylcarbodiimide (DCC) and
4-dimethylaminopyridine (DMAP). The structure of the product was identified by mass spectroscopy (MS),
nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) spectroscopies. Then, bioactivities
of anti-epilepsy and antitumor were carefully measured by the maximal electrical shock convulsion
experiment (MES) and inhibition of HeLa cell growth experiment, respectively. In the maximal electrical
shock convulsion experiment, mice were injected intraperitoneally. When BHX was dosed at 100 mg/kg,
compared with those of saline and carbamazepine groups, four experimental mice, the convulsions number
of mice after 0.5, 1, 2, 3 and 4 h were 2, 2, 1 , 0 and 0, respectively. The results showed that the antiepileptic
activity of BHX was similar to the reference substance carboplatin. In the antitumor experiments, the
growth of HeLa cells were significantly inhibited, and the highest inhibition rate reached 56.5%.
Key words: valine menthol ester; DCC/DMAP; bioactivity; drug materials
Foundation items: National Natural Science Foundation of China (81502421);Natural Science Foundation
of Zhejiang Province (LQ14C070001); National Spark Program (2015GA701022); Ningbo Municipal
Science and Technology Huimin Project (2015C50042); Ningbo Municipal Natural Science Foundation
(2014A610214); Science and Technology Innovation Project in Zhejiang Province for College Students
(2017R465012); Annual Project of Ningbo Polytechnic in 2018(NZ18006)

收稿日期：2017-09-14; 定用日期：2018-01-12; DOI: 10.13550/j.jxhg.20170746
基金项目：国家自然科学基金项目（81502421）；浙江省自然科学基金项目（LQ14C070001）；国家星火计划项目（2015GA701022）；
宁波市科技惠民计划项目（2015C50042）；宁波市自然科学基金项目（2014A610214）；浙江省大学生科技创新项目(2017R465012); 宁
波职业技术学院 2018 年度课题（NZ18006）
作者简介：匡新谋（1983—），男，工程师，硕士，电话：0574-86894243，E-mail：kuangxinmou@163.com。