دورية أكاديمية
Investigation of N-hydroxythalidomide in vitro stability and comparison to other N-substituted derivatives
| العنوان: | Investigation of N-hydroxythalidomide in vitro stability and comparison to other N-substituted derivatives |
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| المؤلفون: | Estour, François, Ferranti, Vincent, Chabenat, Christiane, Toussaint, Emilie, Galons, Hervé, Lafont, Olivier |
| المساهمون: | Secobra, Chimie Organique et Bioorganique : Réactivité et Analyse (COBRA), Institut Normand de Chimie Moléculaire Médicinale et Macromoléculaire (INC3M), Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU)-Normandie Université (NU)-Institut national des sciences appliquées Rouen Normandie (INSA Rouen Normandie), Institut National des Sciences Appliquées (INSA)-Normandie Université (NU)-Institut National des Sciences Appliquées (INSA)-Université Le Havre Normandie (ULH), Normandie Université (NU)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU)-Centre National de la Recherche Scientifique (CNRS)-Université de Caen Normandie (UNICAEN), Normandie Université (NU)-Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie Organique Fine (IRCOF), Université de Rouen Normandie (UNIROUEN), Institut National des Sciences Appliquées (INSA)-Normandie Université (NU)-Institut National des Sciences Appliquées (INSA)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), UNIROUEN - UFR Santé (UNIROUEN UFR Santé), Normandie Université (NU)-Normandie Université (NU), Unité de Technologies Chimiques et Biologiques pour la Santé (UTCBS - UM 4 (UMR 8258 / U1022)), Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Université Paris Descartes - Paris 5 (UPD5)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC) |
| المصدر: | ISSN: 0731-7085 ; Journal of Pharmaceutical and Biomedical Analysis ; https://hal-normandie-univ.archives-ouvertes.fr/hal-02375835Test ; Journal of Pharmaceutical and Biomedical Analysis, Elsevier, 2007, 45 (2), pp.237-242. ⟨10.1016/j.jpba.2007.06.010⟩. |
| بيانات النشر: | HAL CCSD Elsevier |
| سنة النشر: | 2007 |
| المجموعة: | Archive ouverte HAL (Hyper Article en Ligne, CCSD - Centre pour la Communication Scientifique Directe) |
| مصطلحات موضوعية: | Thalidomide, Lipophilicity, Half-life, Hydrolysis kinetics, [CHIM]Chemical Sciences, [SDV]Life Sciences [q-bio] |
| الوصف: | International audience ; The stability of N-substituted derivatives of thalidomide was studied and compared to that of thalidomide itself. Nitrogen atom included in glutarimide ring was successively substituted by a hydroxy group, a methyl acetate group, and an ethyl group. Lipophilicities of these compounds were determined using the method based on experimental determinations of partition coefficients developed by Hansch. Hydroxy group led to a decrease of lipophilicity. Substitution of the nitrogen atom by an ethyl group or a methyl acetate group allowed an increase of lipophilicity. Relative stabilities of each compound were determined under physiological conditions: pH (7.4) and temperature (37 °C) using high performance liquid chromatography procedure. The program Sigma Plot was used to fit experimental data in order to obtain the half-lifes of thalidomide and its analogs. In the case of substitution by an ethyl group, the increase of lipophilicity (Δlog P = 0.36) was in agreement with a higher stability in aqueous medium. In the case of methyl acetate group, hydrolysis of the cycle was chemically favoured despite a higher lipophilicity compared to those of thalidomide. In the case of N-hydroxy compound, the decrease in lipophilicity was not sufficient to affect the stability. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| العلاقة: | hal-02375835; https://hal-normandie-univ.archives-ouvertes.fr/hal-02375835Test |
| DOI: | 10.1016/j.jpba.2007.06.010 |
| الإتاحة: | https://doi.org/10.1016/j.jpba.2007.06.010Test https://hal-normandie-univ.archives-ouvertes.fr/hal-02375835Test |
| رقم الانضمام: | edsbas.3C31A54D |
| قاعدة البيانات: | BASE |
| DOI: | 10.1016/j.jpba.2007.06.010 |
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