The study of the lipophilicity of some aminoalkanol derivatives with anticonvulsant activity |
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| Authors: | Anna Waszkielewicz Natalia Szkaradek El?bieta P?kala Fabiola Galzarano Henryk Marona |
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| Institution: | 1. Department of Bioorganic Chemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9 Str, 30‐688 Cracow, Poland;2. Department of Technology and Biotechnology of Drugs, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9 Str, 30‐688 Cracow, Poland;3. Dipartimento di Scienze Farmaceutiche, Universita della Calabria, Calabria, Italy |
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| Abstract: | A series of new (phenoxyethyl)aminoalkanol derivatives were synthesized and evaluated for their anticonvulsant activity. The most promising compound seemed to be (R,S)‐1N‐(2,6‐dimethyl)phenoxyethyl]amino‐2‐butanol, which displayed anti‐MES activity (in mice, i.p.) with protective index (TD50/ED50) of 5.712, corresponding to that of phenytoin (6.6), carbamazepine (4.9) and valproate (1.7). The lipophilicity of compounds 1–17 exhibiting anticonvulsant activity was investigated. Their lipophilicities (RM0) were determined using reversed‐phase thin‐layer chromatography (RP‐TLC) with a mixture of acetone and water as mobile phases. The partition coefficients of 1–17 (logP) were also calculated using two computer programs (Pallas and ALOGPS) and compared with RM0. The relationship between anticonvulsant activity and lipophilicity of the tested substances was estimated. Copyright © 2010 John Wiley & Sons, Ltd. |
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| Keywords: | aminoalkanol derivatives lipophilicity RP TLC retention parameters RM0 logP anticonvulsant properties |
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