Zusammenfassung
We perform a first-principles calculation of the electronic properties
of three recently synthesized naphtofuranquinone compounds that have an
enhanced biological activity against the protozoan Trypanosoma cruzi
that causes the Chagas disease. Using density functional theory, we show
that the most active iodinized molecules have three stable conformations
associated with the torsion angle of the iodine radical. For each stable
conformation of these molecules, we compute the charge distribution,
absorption electronic energy, and NMR-shielding in the gas phase as well
as in the presence of distinct solvent media. Our results show that the
most active compound has a larger dipole moment and electronic
absorption energy. The estimated chemical shifts are in good agreement
with experimental findings, except for the carbon bonded to the Iodine
atom. We discuss on potential improvements of the calculation
prescription that can potentially overcome this point. (C) 2010 Wiley
Periodicals, Inc. Int J Quantum Chem 111: 1270-1279, 2011
Nutzer