Synthesis, micellization properties, and cytotoxicity trends of N-hydroxyethyl-3-alkyloxypyridinium surfactants
作者： Vinay Chauhan , Sukhprit Singh , Raman Kamboj , Rachana Mishra , Gurcharan Kaur
DOI: 10.1007/S00396-013-3083-X
关键词: Gibbs free energy 、 Inorganic chemistry 、 Gibbs isotherm 、 Physical chemistry 、 Adsorption 、 Bromide 、 Thermodynamics of micellization 、 Critical micelle concentration 、 Thermogravimetric analysis 、 Chemistry 、 Surface tension
摘要: N-hydroxyethyl-3-alkyloxypyridinium amphiphiles have been synthesized and characterized by various spectroscopic techniques. Self-assembling properties of these studied surface tension, conductivity, fluorescence measurements. Basic micellization parameters like critical micelle concentration (cmc), tension at the cmc (γ cmc), adsorption efficiency (pC20), effectiveness reduction (Π maximum excess (Γ max) minimum area/molecule (A min), Gibbs free energy (ΔG0 mic) also determined. The 3-alkyloxypyridinium halides in aqueous phase found to be exothermic entropy-driven as assessed conductivity measurements different temperatures. Thermal degradation surfactants has thermal gravimetric analysis under nitrogen atmosphere. Further, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay on C6 glioma cells show them less toxic than conventional cationic surfactants.
springer.com
sci-hub.se 参考文章(43)
Milton J. Rosen, Surfactants and Interfacial Phenomena ,(1978)
Avinash Bhadani, Hardeep Kataria, Sukhprit Singh, Synthesis, characterization and comparative evaluation of phenoxy ring containing long chain gemini imidazolium and pyridinium amphiphiles. joint international conference on information sciences. ,vol. 361, pp. 33- 41 ,(2011) , 10.1016/J.JCIS.2011.05.023
Christian Jungnickel, Justyna Łuczak, Johannes Ranke, José F. Fernández, Anja Müller, Jorg Thöming, Micelle formation of imidazolium ionic liquids in aqueous solution Colloids and Surfaces A: Physicochemical and Engineering Aspects. ,vol. 316, pp. 278- 284 ,(2008) , 10.1016/J.COLSURFA.2007.09.020
Jayanta Haldar, Paturu Kondaiah, Santanu Bhattacharya, Synthesis and antibacterial properties of novel hydrolyzable cationic amphiphiles. Incorporation of multiple head groups leads to impressive antibacterial activity. Journal of Medicinal Chemistry. ,vol. 48, pp. 3823- 3831 ,(2005) , 10.1021/JM049106L
Larissa Martins Gonçalves, Talita Guedes Kobayakawa, Dino Zanette, Hernan Chaimovich, Iolanda Midea Cuccovia, Effects of Micelles and Vesicles on the Oximolysis of p‐Nitrophenyl Diphenyl Phosphate: A Model System for Surfactant‐Based Skin‐Defensive Formulations against Organophosphates Journal of Pharmaceutical Sciences. ,vol. 98, pp. 1040- 1052 ,(2009) , 10.1002/JPS.21506
Johanna M. Kuiper, Rixt T. Buwalda, Ron Hulst, Jan B. F. N. Engberts, Novel Pyridinium Surfactants with Unsaturated Alkyl Chains: Aggregation Behavior and Interactions with Methyl Orange in Aqueous Solution Langmuir. ,vol. 17, pp. 5216- 5224 ,(2001) , 10.1021/LA010473Z
Raman Kamboj, Sukhprit Singh, Avinash Bhadani, Hardeep Kataria, Gurcharan Kaur, Gemini imidazolium surfactants: synthesis and their biophysiochemical study. Langmuir. ,vol. 28, pp. 11969- 11978 ,(2012) , 10.1021/LA300920P
K. Kalyanasundaram, J. K. Thomas, Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems Journal of the American Chemical Society. ,vol. 99, pp. 2039- 2044 ,(1977) , 10.1021/JA00449A004
G. Basu Ray, I. Chakraborty, S. Ghosh, S. P. Moulik, R. Palepu, Self-Aggregation of Alkyltrimethylammonium Bromides (C10-, C12-, C14-, and C16TAB) and Their Binary Mixtures in Aqueous Medium: A Critical and Comprehensive Assessment of Interfacial Behavior and Bulk Properties with Reference to Two Types of Micelle Formation Langmuir. ,vol. 21, pp. 10958- 10967 ,(2005) , 10.1021/LA051509G
Tohru Inoue, Hayato Ebina, Bin Dong, Liqiang Zheng, Electrical conductivity study on micelle formation of long-chain imidazolium ionic liquids in aqueous solution. Journal of Colloid and Interface Science. ,vol. 314, pp. 236- 241 ,(2007) , 10.1016/J.JCIS.2007.05.052