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Molecules 2010, 15(3), 1213-1222; doi:10.3390/molecules15031213
Article

Molecular Recognition Studies on Naphthyridine Derivatives

1
,
1,* , 1
 and
2
1 Departamento de Química Orgánica y Bio-Orgánica, Facultad de Ciencias, UNED, Senda del Rey 9, E-28040 Madrid, Spain 2 Instituto de Química Médica, CSIC, Juan de la Cierva 3, E-28006, Madrid, Spain
* Author to whom correspondence should be addressed.
Received: 14 January 2010 / Revised: 8 February 2010 / Accepted: 1 March 2010 / Published: 3 March 2010
(This article belongs to the Special Issue ECSOC-13)
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Abstract

The association constants Kb of three hosts IIII designed to have both enhanced hydrogen bonding donor strength and conformational preorganization with biotin analogues 15 are reported. 1H-NMR titrations under two different concentration conditions have been employed to determine the association constants Kb. A statistical analysis using a presence absence matrix has been applied to calculate the different contributions. Hydrogen bond interactions make naphthyridine derivatives II and III potent binders and effective receptors for (+)-biotin methyl ester (1), due to the complex stabilization by additional hydrogen bonds.
Keywords: host-guest; naphthyridine; biotin; acridine; NMR titrations host-guest; naphthyridine; biotin; acridine; NMR titrations
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Iglesias-Sánchez, J.C.; María, D.S.; Claramunt, R.M.; Elguero, J. Molecular Recognition Studies on Naphthyridine Derivatives. Molecules 2010, 15, 1213-1222.

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