caa a22 4500 477125611 CHVBK 20180405111648.0 cr unu---uuuuu 170330e19970101xx s 000 0 eng 10.1023/A:1012047231989 doi (NATIONALLICENCE)springer-10.1023/A:1012047231989 Tensioactivity and Supramolecular Organization of the Palmitoyl Prodrug of Timolol [Elektronische Daten] [Brigitte Pech, Jacques-Emile Proust, Yves Bouligand, Jean-Pierre Benoit] Purpose. To improve the bioavailability of the ocular drug timolol by facilitating its transport through the cornea, an amphiphilic prodrug was synthesized via the addition of a palmitic chain by esterification. The present study was undertaken to investigate the physicochemical and tensioactive properties of the prodrug. Methods. The amphiphilic properties of the prodrug were firstly investigated by the Wilhelmy plate method. The textures generated by the supramolecular organizations of the ester were visualized by optical microscopy. Results. The prodrug clearly decreased the surface tension. Optical microscopy provided excellent evidence for the existence of lyotropic liquid crystalline phases: two isotropic but organized phases and a birefringent lamellar phase. Conclusions. The results from the ensemble of studies undertaken to determine the amphiphilic properties of the prodrug were all in accord with its ability to form liquid crystalline phases. The liquid crystalline state of the prodrug is believed to introduce a delay in the drug pharmacological effect. Plenum Publishing Corporation, 1997 timolol prodrug nationallicence amphiphilicity nationallicence surface tension nationallicence liquid crystals nationallicence microscopy nationallicence Pech Brigitte Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut Proust Jacques-Emile Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut Bouligand Yves Laboratoire d'Histophysique, Ecole Pratique des Hautes Etudes-10, rue André Bocquel, 49100, Angers, France aut Benoit Jean-Pierre Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut Pharmaceutical Research Kluwer Academic Publishers-Plenum Publishers 14/1(1997-01-01), 37-41 0724-8741 14:1<37 1997 14 11095 https://doi.org/10.1023/A:1012047231989 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1023/A:1012047231989 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Pech Brigitte Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut NATIONALLICENCE 700 1- Proust Jacques-Emile Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut NATIONALLICENCE 700 1- Bouligand Yves Laboratoire d'Histophysique, Ecole Pratique des Hautes Etudes-10, rue André Bocquel, 49100, Angers, France aut NATIONALLICENCE 700 1- Benoit Jean-Pierre Faculté de Pharmacie—16, Laboratoire de Pharmacie Galénique et de Biophysique Pharmaceutique, Boulevard Daviers, 49100, Angers, France aut NATIONALLICENCE 773 0- Pharmaceutical Research Kluwer Academic Publishers-Plenum Publishers 14/1(1997-01-01), 37-41 0724-8741 14:1<37 1997 14 11095 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer