The conformation-dependent lipophilicity of morphine glucuronides as calculated from their molecular lipophilicity potential

Gaillard, Patrick; Carrupt, Pierre-Alain; Testa, Bernard

doi:10.1016/s0960-894x(01)80191-8

Scientific article

English

The conformation-dependent lipophilicity of morphine glucuronides as calculated from their molecular lipophilicity potential

ContributorsGaillard, Patrick; Carrupt, Pierre-Alain; Testa, Bernard

Published inBioorganic & medicinal chemistry letters, vol. 4, no. 5, p. 737-742

Publication date1994

Abstract

A whole range of conformers of morphine-6-0-glucuronide and morphine 3-0-glucuronide were examined for their theoretical log P values using the molecular lipophilicity potential method. The results substantiate the ''chameleonic'' behavior of morphine glucuronides to exist in water as hydrophilic, extended conformers, and in lipidic media as folded, more lipophilic conformers

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Citation (ISO format)

GAILLARD, Patrick, CARRUPT, Pierre-Alain, TESTA, Bernard. The conformation-dependent lipophilicity of morphine glucuronides as calculated from their molecular lipophilicity potential. In: Bioorganic & medicinal chemistry letters, 1994, vol. 4, n° 5, p. 737–742. doi: 10.1016/s0960-894x(01)80191-8

Identifiers

PID : unige:9932
DOI : 10.1016/s0960-894x(01)80191-8

Journal ISSN0960-894X

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The conformation-dependent lipophilicity of morphine glucuronides as calculated from their molecular lipophilicity potential

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