In the present study, we investigate the structures of glucosylated curcumin derivatives with DFT at B3LYP/6-31G*level. A conformational analysis is performed in order to determine the conformational minimum (GS) and rotationaltransition state (TS) of curcumin derivatives and then their electronic features are evaluated. HOMO and LUMOfrontier orbitals and maps of electron density potential (MEPs) are plotted and compared. In order to correlate theirpredicted spectroscopic properties with IR, UV–vis and NMR experimental data we extended the theoretical study onelectronic properties to different solvents (H2O, MeOH, ACN, DMSO). The main finding is that the curcuminic coremaintains the same geometrical and electronic structures in all compounds miming the metal coordination capabilityshowed by curcumin. Therefore, wemay confirm that the presence of glucose does not affect the electronic propertiesof the derivatives.

How glucosylation triggers physical–chemical properties of curcumin: an experimental and theoretical study / Benassi, Rois; Ferrari, Erika; Lazzari, Sandra; Pignedoli, Francesca; F., Spagnolo; Saladini, Monica. - In: JOURNAL OF PHYSICAL ORGANIC CHEMISTRY. - ISSN 0894-3230. - STAMPA. - 24(2011), pp. 299-310. [10.1002/poc.1750]

How glucosylation triggers physical–chemical properties of curcumin: an experimental and theoretical study.

BENASSI, Rois;FERRARI, Erika;LAZZARI, Sandra;PIGNEDOLI, FRANCESCA;SALADINI, Monica
2011

Abstract

In the present study, we investigate the structures of glucosylated curcumin derivatives with DFT at B3LYP/6-31G*level. A conformational analysis is performed in order to determine the conformational minimum (GS) and rotationaltransition state (TS) of curcumin derivatives and then their electronic features are evaluated. HOMO and LUMOfrontier orbitals and maps of electron density potential (MEPs) are plotted and compared. In order to correlate theirpredicted spectroscopic properties with IR, UV–vis and NMR experimental data we extended the theoretical study onelectronic properties to different solvents (H2O, MeOH, ACN, DMSO). The main finding is that the curcuminic coremaintains the same geometrical and electronic structures in all compounds miming the metal coordination capabilityshowed by curcumin. Therefore, wemay confirm that the presence of glucose does not affect the electronic propertiesof the derivatives.
24
299
310
How glucosylation triggers physical–chemical properties of curcumin: an experimental and theoretical study / Benassi, Rois; Ferrari, Erika; Lazzari, Sandra; Pignedoli, Francesca; F., Spagnolo; Saladini, Monica. - In: JOURNAL OF PHYSICAL ORGANIC CHEMISTRY. - ISSN 0894-3230. - STAMPA. - 24(2011), pp. 299-310. [10.1002/poc.1750]
Benassi, Rois; Ferrari, Erika; Lazzari, Sandra; Pignedoli, Francesca; F., Spagnolo; Saladini, Monica
File in questo prodotto:
File Dimensione Formato  
1750_ftp.pdf

non disponibili

Tipologia: Post-print dell'autore (bozza post referaggio)
Dimensione 370.58 kB
Formato Adobe PDF
370.58 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

Caricamento pubblicazioni consigliate

Licenza Creative Commons
I metadati presenti in IRIS UNIMORE sono rilasciati con licenza Creative Commons CC0 1.0 Universal, mentre i file delle pubblicazioni sono rilasciati con licenza Attribuzione 4.0 Internazionale (CC BY 4.0), salvo diversa indicazione.
In caso di violazione di copyright, contattare Supporto Iris

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11380/642262
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 6
  • ???jsp.display-item.citation.isi??? 6
social impact