JOURNAL OF SHANDONG UNIVERSITY (ENGINEERING SCIENCE) ›› 2016, Vol. 46 ›› Issue (3): 99-105.doi: 10.6040/j.issn.1672-3961.0.2016.115

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The influence of SDS on C-343 solubilizing behavior in SB-16 micelle

BAI Yanyan1, CAO Yuexin2, ZHANG Xianxi1, ZHANG Luge1, SUN Dezhi1, YAN Hui1, ZHANG Chong1*   

  1. 1. School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, Shandong, China;
    2. Pharmacy Department, Shandong Medical College, Jinan 250002, Shandong, China
  • Received:2016-04-07 Online:2016-06-30 Published:2016-04-07

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Abstract: In order to explore the dissolutive law of coumarin(C-343)in the SDS(sodium dodecyl sulfate)/SB-16(N-hexadecyl-N,N-dimethylammonio-1-propanesulfonate)synergistic system, the solvation of C-343 in pure SB-16 micelle solution and the additive of SDS surfactant influencing this solvation process were performed based on molecular dynamics method. The results showed that the C-343 could be spontaneously dissolved in the pure SB-16 micelle in equilibrium at 298 K and 101.3 kPa. After addition of SDS, the SB-16 micelle appeared slightly swollen and its outer surface was inserted by the hydrophobic tails of SDS, forming a thinner SDS outshell covering the SB-16 micelle. Simultaneously, migration of C-343 from the inner of SB-16 micelle back to the outsurface of SDS shell took place due to the hydrohobic and electrostatic interactions. This work provided one convincing evidence that adding certain surfactants in some kinds of micelles could effectively control the solubilization or release behaviors of some drugs in these solutions, and thus give one helpful guidance for those corresponding experimental studies accordingly.

Key words: coumarin(C-343), sodium dodecyl sulfate(SDS), molecular dynamics simulation, N-hexadecyl-N,N-dimethylammonio-1-propanesulfonate(SB-16), solubilization, drug release

CLC Number: 

  • X13
[1] 路静静,曹家庆,李巍,等. 甘草废渣中一个新的香豆素类化合物[J]. 中草药,2015, 46(2):174-177. LU Jingjing, CAO Jiaqing, LI Wei, et al. A new coumarins from residue of Glycyrrhiza uralensis[J]. Chinese Traditional and Herbal Drugs, 2015, 46(2):174-177.
[2] 周堃,王月德,董伟,等. 当归中一个新香豆素类化合物及其细胞毒活性[J]. 中草药,2015, 46(18):2680-2682. ZHOU Kun, WANG Yuede, DONG Wei, et al. A new coumarin from roots of Angelica sinensis and its cytotoxicity[J]. Chinese Traditional and Herbal Drugs, 2015, 46(18):2680-2682.
[3] 张韶瑜,孟林,高文远,等. 香豆素类化合物生物活性研究进展 [J]. 中国中药杂志,2005, 30(6):410-414. ZHANG Shaoyu, MENG Lin, GAO Wenyuan, et al. Advances on biological activities of coumarins[J]. China Journal of Chinese Materia Medica, 2005, 30(6):410-414.
[4] 齐晓丽,田克立,张瑞典,等. 冬凌草甲素诱导胰腺癌PANC-1细胞凋亡及对G2/M细胞周期的阻滞作用[J]. 山东大学学报(医学版),2011, 49(2):9-13. QI Xiaoli, TIAN Keli, ZHANG Ruidian, et al. Induction of apoptosis and G2/M cell cycle arrest by oridonin on human pancreatic cancer PANC-1 cells[J]. Journal of Shandong University(Health Science), 2011, 49(2):9-13.
[5] GARDELLY M, TRIMECH B, BELKACEM M A, et al. Synthesis of novel diazaphosphinanes coumarin derivatives with promoted cytotoxic and anti-tyrosinase activities[J]. Bioorganic & Medicinal Chemistry Letters, 2016, 26(10):2450-2454.
[6] 赵春苗,李亮亮. 白芷总香豆素对疮疡模型的影响[J]. 中药药理与临床,2014, 30(1):61-64. ZHAO Chunmiao, LI Liangliang. Effect of total coumarin of Angelicae dahuricae on sores model[J]. Pharmacology and Clinics of Chinese Materia Medica, 2014, 30(1):61-64.
[7] ESCUDERO G E, LAINO C H, ECHEVERRIA G A, et al. Improving the antidepressant action and the bioavailability of sertraline by co-crystallization with coumarin 3-carboxylate. Structural determination[J]. Chemico-Biological Interactions, 2016, 249:46-55.
[8] 裴媛,马贤德,易杰,等. 独活香豆素对帕金森病模型大鼠抗氧化功能及谷氨酸含量的影响[J]. 中国老年学杂志,2014, 34(5):1272-1274. PEI Yuan, MA Xiande, YI Jie, et al. Effect of total coumarins from Radix Angelicae on antioxidant function and the content of glutamate in rat model of Parkinson disease [J]. Chinese Journal of Gerontology, 2014, 34(5):1272-1274.
[9] 梁新丽,朱梦良,赵国巍,等. 白芷中呋喃香豆素类成分对葛根素、芍药苷、长春新碱肠道转运的影响[J]. 中草药,2015, 46(7):1007-1011. LIANG Xinli, ZHU Mengliang, ZHAO Guowei, et al. Effect of furan coumarins from Angelica Dahuricae Radix on intestinal transport absorption of puerarin, paeoniflorin, and vincristine[J]. Chinese Traditional and Herbal Drugs, 2015, 46(7):1007-1011.
[10] 李娜,孙捷,孙敬勇,等. 4-芳基香豆素类化合物的活性及合成方法研究进展[J]. 中国医药工业杂志,2015, 46(12):1352-1365. LI Na, SUN Jie, SUN Jingyong, et al. Progress in bioactivities and synthetic methods of 4-Arylcoumarins[J]. Chinese Journal of Pharmaceuticals, 2015, 46(12):1352-1365.
[11] 施来顺,万忠义. 新型甜菜碱型沥青乳化剂的合成与性能测试[J]. 山东大学学报(工学版),2008, 38(4):112-126. SHI Laishun, WAN Zhongyi. Synthesis and performance evaluation of a novel betaine-type asphalt emulsifier[J]. Journal of Shandong University(Engineering Science), 2008, 38(4):112-126.
[12] 王丽娟,石静,赵方剑. 气液界面上磺基甜菜碱两性表面活性剂分子动力学模拟 [J]. 山东大学学报(工学版),2014, 44(6):83-89. WANG Lijuan, SHI Jing, ZHAO Fangjian. Molecular dynamics simulation of zwitterionic surfactant sulfobetaine at the vapor/liquid interface[J]. Journal of Shandong University(Engineering Science), 2014, 44(6):83-89.
[13] 张群,裴梅山,张瑾,等. 十二烷基硫酸钠与两性表面活性剂复配体系表面性能及影响因素[J]. 日用化学工业,2006, 36(2):69-72. ZHANG Qun, PEI Meishan, ZHANG Jin, et al. Study of performance and its influencing factors of blends of sodium dodecyl sulfate and zwitterionic surfactants[J]. China Surfactant Detergent & Cosmetics, 2006, 36(2):69-72.
[14] 周雅文,徐宝财,韩富,等. 两性/阴离子表面活性剂复配体系研究[J]. 北京工商大学学报(自然科学版),2008, 26(5):5-8. ZHOU Yawen, XU Baocai, HAN Fu, et al. Study on mixed system of zwitterionic and anionic surfactants[J]. Journal of Beijing Technology and Business Uuniversity(Natural Science Edition), 2008, 26(5):5-8.
[15] 张志庆,徐桂英,肖莉,等. 十二烷基甜菜碱/十二烷基硫酸钠复配体系与原油间的界面张力[J]. 山东大学学报(理学版),2002, 37(2):153-166. ZHANG Zhiqing, XU Guiying, XIAO Li, et al. Study on interfacial tension of the mixed system of dodecyl beyaine and sodium dodecyl sulfate/crude oil[J]. Journal of Shandong University(Natural Science Edition), 2002, 37(2):153-166.
[16] 苗领,李玉江,李枫. 聚合物/表面活性剂驱模拟采出水的乳化稳定性[J]. 山东大学学报(工学版),2015, 45(2):89-94. MIAO Ling, LI Yujiang, LI Feng. Emulsion stability of simulated polymer/surfactant flooding produced water[J]. Journal of Shandong University(Engineering Science), 2015, 45(2):89-94.
[17] 马宝东,高宝玉,卢磊,等. 聚合物/表面活性剂二元体系油水乳化过程[J]. 山东大学学报(工学版),2010,40(4):117-120. MA Baodong, GAO Baoyu, LU Lei, et al. A characterization method of oil-water emulsion dynamic characteristics in surfactant/polymer flooding[J]. Journal of Shandong University(Engineering Science), 2010, 40(4):117-120.
[18] BANERJEE C, GHOSH S, MANDAL S, et al. Exploring the photophysics of curcumin in zwitterionic micellar system: an approach to control ESIPT process in the presence of room temperature ionic liquids(RTILs)and anionic surfactant [J]. Journal of Physical Chemistry B, 2014, 118(13):3669-3681.
[19] BANERJEE C, MANDAL S, GHOSH S, et al. Tuning the probe location on zwitterionic micellar system with variation of pH and addition of surfactants with different alkyl chains: solvent and rotational relaxation studies[J]. Journal of Physical Chemistry B, 2012, 116(36):11313-11322.
[20] SAPELLI E, BRANDAO T A S, FIEDLER H D, et al. Fluorescence of Zn(II)8-hydroxyquinoline complex in the presence of aqueous micellar media: The special cetyltrimethylammonium bromide effect[J]. Journal of Colloid and Interface Science, 2007, 314(1):214-222.
[21] MARTINEZ L, ANDRADE R, BIRGIN E G, et al. Packmol: a package for building initial configurations for molecular dynamics simulations[J]. Journal of Computational Chemistry, 2009, 30(13):2157-2164.
[22] OOSTENBRINK C, VILLIA A, MARK A E, et al. A biomolecular force field based on the free enthalpy of hydration and solvation: the GROMOS force-field parameter sets 53A5 and 53A6[J]. Journal of Computational Chemistry, 2004, 25(13):1656-1676.
[23] BERENDSEN H J C, POSTMA J P M, GUNSTEREN W F, et al. Molecular dynamics with coupling to an external bath[J]. Journal of Chemical Physics, 1984, 81(8):3684-3690.
[24] HESS B, BEKKER H, BERENDSEN H J C, et al. LINCS: a linear constraint solver for molecular simulations[J]. Journal of Computational Chemistry, 1997, 18(12):1463-1472.
[25] ESSMANN U, PERERA L, BERKOWITZ M L, et al. A smooth particle mesh Ewald method[J]. Journal of Chemical Physics, 1995, 103(19):8577-8593.
[26] HUMPHREY W, DALKE A, SCHULTEN K. VMD-visual molecular dynamics[J]. Journal of Molecular Graphics, 1996, 14:33-38.
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