TY - JOUR
T1 - Prediction of 13C chemical shifts in methoxyflavonol derivatives using MIA-QSPR
AU - Goodarzi, Mohammad
AU - Freitas, Matheus P.
AU - Ramalho, Teodorico C.
N1 - Funding Information:
FAPEMIG (grant numbers: CEX 415/06, CEX 353/06 and CEX APQ-0262-5.02/07) is gratefully acknowledged for the support of this research, as is CNPq for the fellowship (M.P.F and T.C.R.). We are especially grateful to CENAPAD-SP for the computational facilities.
PY - 2009/10/1
Y1 - 2009/10/1
N2 - The 13C chemical shifts of 19 methoxyflavonol derivatives have been modeled through using a structure-based quantitative structure-property relationship approach, which is based on the treatment of 2D images. In MIA-QSPR (multivariate image analysis applied to quantitative-structure-property relationships), descriptors correlating with dependent variables are pixels (binaries) of 2D chemical structures; variant pixels in the structures (substituents) account for the explained variance in the chemical shifts. Thus, a predictive model may be built from the regression between descriptors and experimental data. The MIA-QSPR approach coupled to partial least squares (PLS) regression built for the series of flavonols revealed that the predictive ability of MIA descriptors is comparable, or even superior for the fused rings moiety, when compared to the well-known Gauge Included Atomic Orbital (GIAO) procedure for 13C chemical shifts calculations.
AB - The 13C chemical shifts of 19 methoxyflavonol derivatives have been modeled through using a structure-based quantitative structure-property relationship approach, which is based on the treatment of 2D images. In MIA-QSPR (multivariate image analysis applied to quantitative-structure-property relationships), descriptors correlating with dependent variables are pixels (binaries) of 2D chemical structures; variant pixels in the structures (substituents) account for the explained variance in the chemical shifts. Thus, a predictive model may be built from the regression between descriptors and experimental data. The MIA-QSPR approach coupled to partial least squares (PLS) regression built for the series of flavonols revealed that the predictive ability of MIA descriptors is comparable, or even superior for the fused rings moiety, when compared to the well-known Gauge Included Atomic Orbital (GIAO) procedure for 13C chemical shifts calculations.
KW - C chemical shifts
KW - GIAO
KW - MIA-QSPR
KW - Methoxyflavonol derivatives
UR - http://www.scopus.com/inward/record.url?scp=69249209721&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=69249209721&partnerID=8YFLogxK
U2 - 10.1016/j.saa.2009.07.003
DO - 10.1016/j.saa.2009.07.003
M3 - Article
C2 - 19648055
AN - SCOPUS:69249209721
SN - 1386-1425
VL - 74
SP - 563
EP - 568
JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
IS - 2
ER -