Please use this identifier to cite or link to this item:
Title: Conformational study of naringenin in the isolated and solvated states by semiempirical and AB Initio methods.
Authors: Perry, Katia da Silva Peixoto
Nagem, Tanus Jorge
Almeida, Wagner Batista de
Keywords: Naringenin
Conformational analysis
Solvation effects
Issue Date: 1999
Citation: PERRY, L. da S. P.; NAGEM, T. J.; ALMEIDA, W. B. de. Conformational study of naringenin in the isolated and solvated states by semiempirical and AB Initio methods. Structural Chemistry, Hungria, v. 10, n.4, p. 227-284, 1999. Disponível em: <>. Acesso em: 20 mai. 2017.
Abstract: Naringenin is a natural widespread flavanone occurring in different foodstuffs that presents several important biological activities. Although its properties are well documented, its mechanisms of action are still controversial. The present article reports a conformational analysis of naringenin, using the semiempirical AM1 and ab initio methods, at the Hartree-Fock level of theory. The 3-21G, 3-21G*, 6-31G, and 6-31G** basis sets were used. The electron correlation effects were included through the M011er-Plesset second-order perturbation theory. The solvation of naringenin has been investigated through the standard SCRF, the supermolecule (SM), and the combined SM/SCRF models. The results have shown that there are two degenerate forms of naringenin, differing mainly by the orientation of a hydroxyl group (C4'—OH). The energy barrier for the interconversion between them is ca. 6 kcal.mol-1, suggesting some conjugation between the p-system of the aromatic B ring and the hydroxyl group (C4'—OH).
ISSN: 1572-9001
Appears in Collections:DEQUI - Artigos publicados em periódicos

Files in This Item:
File Description SizeFormat 
ARTIGO_ConformationalStudyNarigenin.pdf701,07 kBAdobe PDFView/Open    Request a copy

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.