HEPATOPROTECTIVE FLAVONOID BIOCONJUGATE / β-CYCLODEXTRIN NANOPARTICLES: DSC - MOLECULAR MODELING CORRELATION.

Pînzaru, I. A.; Hadaruga, D. I.; Hadaruga, N. G.; Corpa, L.; Grozescu, I.; Peter, F.

The paper presents the biosynthesis of some rutin- and silybin-fatty acid bioconjugates with potential enhanced hepatoprotective activity and complexation of these new compounds with β-cyclodextrin by using the crystallization from ethanol-water solution method. Bioconjugate / β-cyclodextrin nanoparticles were analyzed by differential scanning calorimetry (DSC) and the energy of dissociation of water molecules was evaluated, as well as other calorimetric parameters. On the other hand, molecular modeling and docking experiments on the molecular encapsulation of these bioconjugates in β-cyclodextrin were performed by using molecular mechanics MM program from the HyperChem 5.1 package. The interaction energy evaluated from docking experiments correlates with some DSC parameters (i.e. water dissociation energy, value or inflection temperatures of the water dissociation peaks - the dissociation peak are shifted after encapsulation). Statistically significant correlation was obtained also between water dissociation energy and logP (logarithm of the octanol/water partition coefficient of bioconjugates) for rutin and silybin derivative classes. All samples were better classified by using principal component analysis (PCA) with DSC and theoretical docking parameters.

BIOCONJUGATES; FLAVONOIDS; CYCLODEXTRINS; NANOPARTICLES; MOLECULAR models; BIOSYNTHESIS; RUTIN; CALORIMETRY; SOLUTION (Chemistry)

Digest Journal of Nanomaterials & Biostructures (DJNB), 2011, Vol 6, Issue 4, p1605

1842-3582

Academic Journal