Lipophilic prodrug of paclitaxel: Interaction with a dimyristoylphosphatidylcholine monolayer
作者： Maria Chiara Giuffrida , Franco Dosio , Francesco Castelli , Maria Grazia Sarpietro
DOI: 10.1016/J.IJPHARM.2014.09.022
关键词:
摘要: Interactions between paclitaxel and its squalenoyl prodrug with dimyristoylphosphatidylcholine (DMPC) monolayer at the air/water interface were studied. Paclitaxel is an antineoplastic drug, largely used as anti-cancer agents. Because low aqueous solubility, Cremophor EL excipient for formulation. However, it has been shown that causes serious side effects. Several attempts have made to develop a safer formulation such synthesis of lipophilic prodrug. In particular we synthesized obtained by conjugation 1,1,2-trisnorsqualenoic acid improve physico-chemical properties this drug. The miscibility these compounds DMPC studied analyzing thermodynamic well excess Gibbs free energies, compressibility modulus mixed isotherms. results allowed evaluate spatial organization suggested can efficiently be incorporated in monolayer.
sci-hub.se 参考文章(41)
Eva Nogales, Sharon G. Wolf, Kenneth H. Downing, Structure of the alpha beta tubulin dimer by electron crystallography. Nature. ,vol. 391, pp. 199- 203 ,(1998) , 10.1038/34465
Elizabeth A. Eisenhauer, Jan B. Vermorken, The taxoids. Comparative clinical pharmacology and therapeutic potential. Drugs. ,vol. 55, pp. 5- 30 ,(1998) , 10.2165/00003495-199855010-00002
Francesco Castelli, Maria Grazia Sarpietro, Dorotea Micieli, Barbara Stella, Flavio Rocco, Luigi Cattel, Enhancement of gemcitabine affinity for biomembranes by conjugation with squalene: differential scanning calorimetry and Langmuir-Blodgett studies using biomembrane models. joint international conference on information sciences. ,vol. 316, pp. 43- 52 ,(2007) , 10.1016/J.JCIS.2007.07.064
Sathyamangalam V Balasubramanian, Robert M Straubinger, None, Taxol-lipid interactions: taxol-dependent effects on the physical properties of model membranes. Biochemistry. ,vol. 33, pp. 8941- 8947 ,(1994) , 10.1021/BI00196A011
Gladwin S. Das, Gundu H. R. Rao, Robert F. Wilson, Thomas Chandy, Controlled delivery of taxol from poly(ethylene glycol)-coated poly(lactic acid) microspheres Journal of Biomedical Materials Research. ,vol. 55, pp. 96- 103 ,(2001) , 10.1002/1097-4636(200104)55:1<96::AID-JBM130>3.0.CO;2-3
Si-shen Feng, Guofeng Huang, Effects of emulsifiers on the controlled release of paclitaxel (Taxol®) from nanospheres of biodegradable polymers Journal of Controlled Release. ,vol. 71, pp. 53- 69 ,(2001) , 10.1016/S0168-3659(00)00364-3
Pei Kan, Zhi-Beng Chen, Chau-Jen Lee, I-Ming Chu, Development of nonionic surfactant/phospholipid o/w emulsion as a paclitaxel delivery system. Journal of Controlled Release. ,vol. 58, pp. 271- 278 ,(1999) , 10.1016/S0168-3659(98)00164-3
Katarzyna Hąc-Wydro, Paweł Wydro, The influence of fatty acids on model cholesterol/phospholipid membranes Chemistry and Physics of Lipids. ,vol. 150, pp. 66- 81 ,(2007) , 10.1016/J.CHEMPHYSLIP.2007.06.213
Helena Gylling, Tatu A. Miettinen, Postabsorptive metabolism of dietary squalene Atherosclerosis. ,vol. 106, pp. 169- 178 ,(1994) , 10.1016/0021-9150(94)90122-8
Uma S Sharma, Sathyamangalam V Balasubramanian, Robert M Straubinger, None, Pharmaceutical and Physical Properties of Paclitaxel (Taxol †) Complexes with Cyclodextrins ‡ Journal of Pharmaceutical Sciences. ,vol. 84, pp. 1223- 1230 ,(1995) , 10.1002/JPS.2600841015