齐墩果酸-烷醇胺复合物的制备及性能

doi:10.3724/SP.J.1095.2014.30499

摘要/Abstract

摘要： 采用超声法制备齐墩果酸(OA)与烷醇胺(EAs)[单乙醇胺(MEA)、二乙醇胺(DEA)或三乙醇胺(TEA)]复合物，利用差示扫描量热、X射线衍射、红外光谱和拉曼光谱等技术手段对复合物进行了表征。发现OA与EA之间无新的化学键形成，它们以分子间力结合形成复合物。 OA与EA复合物提高了OA的溶解度，为OA新型给药系统提供新思路和理论依据。

关键词: 齐墩果酸, 烷醇胺, 超声法, 溶解度

Abstract: Complexes of oleanolic acid(OA) and alkanolamines(EAs)[Ethanolamine(MEA), diethanolamine(DEA) or triethanolamine(TEA)] were prepared by an ultrasonic method. The complexes were characterized by DSC, XRD, IR and Raman spectroscopy. It was found that the complexes is formed through the intermolecular force between OA and EAs rather than chemical bonding. The solubility of OA-EAs complexes is much higher than that of OA. The present study supplies a novel concept for the design of an efficient delivery system of OA.

Key words: oleanic acid, alkanolamines, ultrasound method, solubility

中图分类号:

O621.2

闫佳文, 马振毛. 齐墩果酸-烷醇胺复合物的制备及性能[J]. 应用化学, DOI: 10.3724/SP.J.1095.2014.30499.

YAN Jiawen, MA Zhenmao*. Preparation and Properties of Oleanolic Acid-Alkanolamines Complexes[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30499.

参考文献

[1] WANG Long,MA Li,HAN Feng,et al. Optimization of Prescriptions of Dispersible Tablets of Oleanolic Acid[J]. Tianjin J Tradit Chinese Med,2011,28(2):161-163(in Chinese).

王龙,马莉,韩锋,等. 齐墩果酸分散片的处方优化[J]. 天津中医药,2011,28(2):161-163.

[2] TIAN Yan,JIANG Ni,TIAN Ge,et al. Preparation and Quality Check of Oleanolic Acid Microcapsules[J]. J Dalian Med Univ,2007,29(2):1118-1119(in Chinese).

田燕,蒋妮,田舸,等. 齐墩果酸微囊的制备及质量考察[J]. 大连医科大学学报,2007,29(2):118-1119.

[3] XIANG Daxiong,TAO Yufei,WANG Feng,et al. Studies on Formation and Solubilizing Mechanism of Oleanolic Acid Solid Dispersion[J]. Chinese Tradit Herb Drugs,2002,33(4):311-314(in Chinese).

向大雄,陶昱斐,王峰,等. 齐墩果酸固体分散体形成和增溶机制研究[J]. 中草药,2002,33(4):311-314.

[4] Liu L X,Wang X C. Solubility of Oleanolic Acid in Various Solvents from(288.3 to 328.3) K[J]. J Chem Eng Data,2007,52:2527-2528.

[5] LI Hualong,YIN Dongdong,WANG Xinlin. Solubilizing Techniques Their Application to Water-insoluble Drug Preparation[J]. Tianjin Pharm,2010,22(1):60-67(in Chinese).

李华龙,尹东东,王杏林. 难溶性药物的制剂增溶技术及应用[J]. 天津药学,2010,22(1):60-67.

[6] FENG Caixia,XU Hui,WANG Shaoning,et al. Improvement of Transdermal Permeation of Flurbiprofen via Complex Salts Formation with Triethanolamine[J]. J Shenyang Pharm Univ,2008,25(4):255-257(in Chinese).

冯彩霞,徐晖,王绍宁,等. 三乙醇胺复合物促进氟比洛芬体外经皮透过[J]. 沈阳药科大学学报,2008,25(4):255-257.

[7] LU Guoqing,ZHENG Jiang,ZHENG Xinchuan,et al. Preparation and Characterization of Oridonin Phospholipid Complex[J]. Acta Acad Med Mil Tert,2010,32(20):2220-2223(in Chinese).

陆国庆,郑江,郑新川,等. 冬凌草甲素磷脂复合物的制备及其性质研究[J]. 第三军医大学学报,2010,32(20):2220-2223.

[8] Fang L,Numajiri S,Kobayashi D,et al. Physicochemical and Crystallographic Characterization of Mefenamic Acid Complexes with Alkanomines[J]. J Pharm Sci,2004,93(1):144-154.

[9] Han H K,Choi H K. Improved Absorption of Meloxicam via Salt Formation with Ethanolamines[J]. Eur J Pharm Biopharm,2007,65(1):99-103.

[10] Gwak H S,Choi J S,Choi H K. Enhanced Bioavailability of Piroxicam via Salt Formation with Ethanolamines[J]. Int J Pharm,2005,297:156-161.

[11] Chinese Pharmacopoeia Commission. Pharmacopoeia of People′s Republic of China(part2), Appendix XIXJ:208[M]. Beijing:The Medicine Science and Technology Press of China,2010(in Chinese).

国家药典委员会. 中华人民共和国药典（二部）,附录XIXJ:208[M]. 北京:中国医药科技出版社,2010.

[12] SUN Yuqing,HU Yuzhu. Analytical Chemistry[M]. Beijing:Science Press,2009:331-333(in Chinese).

孙毓庆，胡育筑. 分析化学[M]. 第2版. 北京:科学出版社,2009:331-333.

[13] CHEN Yizhang,ZHANG Jinlin,JIA Mingyin,et al. Absorption of Poly(methyl methacrylate) on Nano-alumina and Bound carbonyls[J]. Chem J Chinese Univ,2010,31(10):2093-2097(in Chinese).

陈艺章,张锦琳,贾明印,等. 聚甲基丙烯酸甲酯在纳米氧化铝表面的吸附和氢键作用[J]. 高等学校化学学报,2010,31(10):2093-2097.

[14] LI Jianzhang. Discussion on the Influence of Intermolecular Hydrogen Bonding on the Properties of Organic Compounds[J]. Zigong Teachers College J,2003,18(2):89-92(in Chinese).

李建章. 浅谈分子间氢键对有机化合物性质的影响[J]. 自贡师范高等专科学校学报,2003,18(2):89-92.

[15] LIU Anchang,ZHAO Lixia,ZHAI Guangxi,et al. An Investigation on Formation Mechanisms and Preparation of Curcumin Phospholipid Complex[J]. China J Chinese Mater Med,2008,17(33):2112-2117(in Chinese).

刘安昌,赵丽霞,翟光喜,等. 姜黄素磷脂复合物的制备及其形成机制研究[J]. 中国中药杂志,2008,17(33):2112-2117.

[16] WU Lianzhong,KE Chuizhong,SONG Genping. Analysis of Oleanolic Acid with Raman Spectroscopy[J]. Chinese Tradit Herb Drugs,1995,26(5):227-228,238(in Chinese).

吴练中,柯椎中,宋根萍. 齐墩果酸的拉曼光谱分析[J]. 中草药,1995,26(5):227-228,238.

[17] WU Lianzhong,KE Chuizhong. Testing Structure Characters of the Effective Ingredients of the Traditional Chinese Medicine with Raman Soectroscopy[J]. Spectrosc Spectr Anal,1995,15(6):51-54(in Chinese).

吴练中,柯椎中. 激光拉曼光谱法验证中草药有效成分的结构特征[J]. 光谱学与光谱分析,1995,15(6):51-54.