大 连 民 族 学 院 本 科 毕 业 论 文
姜黄素-芳基双胍衍生物及电化学性质
学 院（系）： 生命科学学院 专 业： 应用化学 学 生 姓 名： 姚佳欢 学 号： 2010034226 指 导 教 师： 刘巨涛教授 评 阅 教 师： 完 成 日 期： 2014年6月
大连民族学院
大连民族学院专业学位硕士学位论文
摘 要
姜黄素作为一种有效的抗癌剂，具有抗肿瘤谱广、多靶点、能逆转肿瘤多药耐药性等特点。尤其是姜黄素确切的抗肿瘤活性、简单的结构及易于合成、改造等优点，使之成为备受瞩目的药物开发先导物。合理地进行姜黄素的结构衍生化，实现结构和优良性能的有效协调一直是姜黄素应用研究的热点问题。双胍类降糖药可以抑制肝糖元异生，减少葡萄糖的来源，增强组织对葡萄糖的摄取和利用，提高胰岛素敏感性，抑制胰高血糖素的释放，对胰岛功能正常或已丧失的糖尿病病人均有降血糖作用。将姜黄素和双胍衍生物的生物活性有效融合，实现一药双能或多能，并开展姜黄素双胍衍生物的性能研究，以确定衍生物孪药化的实效性，具有重要的理论和实际意义。
本文以苯胺、苄胺、萘胺、双氰胺和姜黄素为基本原料，合成了3个姜黄素芳基双胍衍生物，经红外光谱、核磁共振波谱等方法进行了结构表征，证明为目标化合物。利用电化学工作站研究了姜黄素芳基双胍衍生物的电化学性质。结果表明，姜黄素芳基双胍衍生物均具有良好的氧化-还原反应性能，其中姜黄素苯胺双胍衍生物的扫描速率与氧化峰电流的关系为I=5×10-8v+6×10-7（R2=0.9988），姜黄素苄胺双胍衍生物的扫描速率与氧化峰电流的关系为I=3×10-8v+4×10-7（R2=0.9961），姜黄素萘胺双胍衍生物的扫描速率与氧化峰电流的关系为I=6×10-8v+9×10-7（R2=0.9976），由此可见其反应过程表现为吸附控制。
关键词：姜黄素；双胍；合成；紫外光谱；电化学
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姜黄素芳基双胍衍生物的合成及电化学性质研究
Studies on synthesis and electrochemical properties of
the Curcumin-aryl bisguanidino derivatives
Abstract
As an efficient anticancer agent, curcumin was famous for its broad-spectrum antitumor activity, multi-target and which can reverse multidrug resistance in cancer. Especially, the advantages of the exact antitumor activity, simple structure and easy to synthesis and modification, made it become a high-profile leading compound of the drug development. Realize the reasonable structure derivatization of the curcumin and effective coordination of structure and excellent properties has been a hot issue in the study on application of the curcumin. Biguanides could inhibit the dysplasia of glycogen yuan, reduced the source of glucose, enhanced the uptake and utilization glucose of tissue, improve the sensitivity of insulin, inhibit the release of glucagon. At the same time, biguanides also has hypoglycemic impact on the diabetes patients whose function of the islets was normal or lost. Fused the biological activities of the curcumin and the double guanidine derivatives effectively, implementation of a dual or multi energy and study properties of curcumin biguanide derivatives to determine the effectiveness of twin drug of the derivatives, which has important theoretical and practical significance.
Three curcumin-aryl bisguanidino derivatives were synthesized with aniline, benzyl amine, naphthylamine, dicyandiamide and the curcumin as basic material. Their structures were characterized by the means of IR, 1H NMR and 13C NMR, demonstrated for the target compounds.The electrochemical workstation was used to investigate the electrochemical property of these curcumin-aryl bisguanidino derivatives. The results showed that, Curcumin-aryl bisguanidino derivatives had good oxidation - reduction reaction performance, and the relationship of the scan rate and the oxidation peak current of these derivatives was I=5×10-8v+6×10-7 (R2=0.9988), I=3×10-8v+4×10-7 (R2=0.9961) and I=6×10-8v+9×10-7 (R2=0.9976) respectively, thus the reaction process was adsorption controlled.
Keywords: Curcumin, Biguanide, Synthesis, Ultraviolet Spectrum, Electrochemistry
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