Abstract
Curcumin, a chemical compound present in the well-known Indian spice turmeric, has uses in many different fields ranging from medicinal chemistry to the dye industry. Its poor water solubility, though, makes Curcumin difficult to handle, making it less appealing for potential uses. The principal aim of this work is to perform a computational study of the structural and electronic properties of Curcumin {IUPAC name: 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6- heptadiene-3,5-dione} in several solvents, and a comparison with experimental data. Rotameric equilibria, vibrational and thermochemical analysis, and electronic absorption spectra (with ab initio and semi-empirical methodologies) have been studied, both in vacuum and in three selected solvents. Different computational techniques have been applied and the results compared. Combined approaches resulted in very satisfactory results. Interesting results have emerged, which suggest subsequent investigations about the nature of the excited states and potential derivatives of Curcumin that possibly have non-linear optical applications, as a π-core for innovative materials in laser engineering and photonics.
| Original language | English |
|---|---|
| Pages (from-to) | 11-29 |
| Number of pages | 19 |
| Journal | Journal of Solution Chemistry |
| Volume | 39 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 1 Jan 2010 |
| Externally published | Yes |
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Keywords
- Absorption electronic spectra
- CS INDO CI
- Curcumin
- Density Functional Theory
- Hartree-Fock
- Molecular quantum mechanics
- Solvent effect
- TD-SCF
ASJC Scopus subject areas
- Biophysics
- Biochemistry
- Molecular Biology
- Physical and Theoretical Chemistry
Cite this
A combined theoretical and experimental approach to the study of the structural and electronic properties of curcumin as a function of the solvent. / Benassi, Enrico; Spagnolo, Ferdinando.
In: Journal of Solution Chemistry, Vol. 39, No. 1, 01.01.2010, p. 11-29.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A combined theoretical and experimental approach to the study of the structural and electronic properties of curcumin as a function of the solvent
AU - Benassi, Enrico
AU - Spagnolo, Ferdinando
PY - 2010/1/1
Y1 - 2010/1/1
N2 - Curcumin, a chemical compound present in the well-known Indian spice turmeric, has uses in many different fields ranging from medicinal chemistry to the dye industry. Its poor water solubility, though, makes Curcumin difficult to handle, making it less appealing for potential uses. The principal aim of this work is to perform a computational study of the structural and electronic properties of Curcumin {IUPAC name: 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6- heptadiene-3,5-dione} in several solvents, and a comparison with experimental data. Rotameric equilibria, vibrational and thermochemical analysis, and electronic absorption spectra (with ab initio and semi-empirical methodologies) have been studied, both in vacuum and in three selected solvents. Different computational techniques have been applied and the results compared. Combined approaches resulted in very satisfactory results. Interesting results have emerged, which suggest subsequent investigations about the nature of the excited states and potential derivatives of Curcumin that possibly have non-linear optical applications, as a π-core for innovative materials in laser engineering and photonics.
AB - Curcumin, a chemical compound present in the well-known Indian spice turmeric, has uses in many different fields ranging from medicinal chemistry to the dye industry. Its poor water solubility, though, makes Curcumin difficult to handle, making it less appealing for potential uses. The principal aim of this work is to perform a computational study of the structural and electronic properties of Curcumin {IUPAC name: 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6- heptadiene-3,5-dione} in several solvents, and a comparison with experimental data. Rotameric equilibria, vibrational and thermochemical analysis, and electronic absorption spectra (with ab initio and semi-empirical methodologies) have been studied, both in vacuum and in three selected solvents. Different computational techniques have been applied and the results compared. Combined approaches resulted in very satisfactory results. Interesting results have emerged, which suggest subsequent investigations about the nature of the excited states and potential derivatives of Curcumin that possibly have non-linear optical applications, as a π-core for innovative materials in laser engineering and photonics.
KW - Absorption electronic spectra
KW - CS INDO CI
KW - Curcumin
KW - Density Functional Theory
KW - Hartree-Fock
KW - Molecular quantum mechanics
KW - Solvent effect
KW - TD-SCF
UR - http://www.scopus.com/inward/record.url?scp=84962439546&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84962439546&partnerID=8YFLogxK
U2 - 10.1007/s10953-009-9483-3
DO - 10.1007/s10953-009-9483-3
M3 - Article
AN - SCOPUS:84962439546
VL - 39
SP - 11
EP - 29
JO - Journal of Solution Chemistry
JF - Journal of Solution Chemistry
SN - 0095-9782
IS - 1
ER -