2026-05-30T15:35:56Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/47432022-04-29T12:02:46Zcom_10259_3924com_10259_5086com_10259_2604col_10259_3925
2018-03-07T10:33:46Z
urn:hdl:10259/4743
QSAR analysis of substituent effects on tambjamine anion transporters
Knight, Nicola J. .
Hernando Santa Cruz, Elsa
Haynes, Cally J. E. .
Busschaert, Nathalie
Clarke, Harriet J. .
Takimoto, Koji
García Valverde, María
Frey, Jeremy G. .
Quesada Pato, Roberto
Gale, Philip A. .
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.
2018-03-07T10:33:46Z
2018-03-07T10:33:46Z
2016-02
info:eu-repo/semantics/article
2041-6520
http://hdl.handle.net/10259/4743
10.1039/c5sc03932k
eng
Chemical Science. 2016, V. 7, n. 2, p. 1600-1608
https://doi.org/10.1039/c5sc03932k
info:eu-repo/grantAgreement/JCyL/BU340U13
info:eu-repo/grantAgreement/Fundació la Marató de TV3/20132730
info:eu-repo/grantAgreement/EPSRC/EP-J009687-1
info:eu-repo/grantAgreement/EPSRC/EP-K039466-1
info:eu-repo/grantAgreement/EPSRC/GR-R67729
info:eu-repo/grantAgreement/EPSRC/EP-
K003569
http://creativecommons.org/licenses/by/3.0/
info:eu-repo/semantics/openAccess
Attribution 3.0 Unported
Royal Society of Chemistry