2024-03-28T17:54:32Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/47432022-04-29T12:02:46Zcom_10259_3924com_10259_5086com_10259_2604col_10259_3925
00925njm 22002777a 4500
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Knight, Nicola J. .
author
Hernando Santa Cruz, Elsa
author
Haynes, Cally J. E. .
author
Busschaert, Nathalie
author
Clarke, Harriet J. .
author
Takimoto, Koji
author
García Valverde, María
author
Frey, Jeremy G. .
author
Quesada Pato, Roberto
author
Gale, Philip A. .
author
2016-02
The transmembrane anion transport activity of 43 synthetic molecules based on the structure of marine
alkaloid tambjamine were assessed in model phospholipid (POPC) liposomes. The anionophoric activity
of these molecules showed a parabolic dependence with lipophilicity, with an optimum range for
transport efficiency. Using a quantitative structure–transport activity (QSAR) approach it was possible to
rationalize these results and to quantify the contribution of lipophilicity to the transport activity of these
derivatives. While the optimal value of log P and the curvature of the parabolic dependence is a property
of the membrane (and so similar for the different series of substituents) we found that for relatively
simple substituents in certain locations on the tambjamine core, hydrophobic interactions clearly
dominate, but for others, more specific interactions are present that change the position of the
membrane hydrophobicity parabolic envelope.
2041-6520
http://hdl.handle.net/10259/4743
10.1039/c5sc03932k
QSAR analysis of substituent effects on tambjamine anion transporters