6533b85bfe1ef96bd12bb643
RESEARCH PRODUCT
Spectrophotometric determination of binding constants between some aminocyclodextrins and nitrobenzene derivatives at various pH values
Renato NotoPaolo Lo MeoMichelangelo GruttadauriaSerena RielaFrancesca D'annasubject
chemistry.chemical_classificationCyclodextrinHydrogen bondOrganic ChemistrySettore CHIM/06 - Chimica OrganicaBiochemistryBinding constantMedicinal chemistryMolecular mechanicscyclodextrins inclusion molecular mechanicsNitrobenzenesymbols.namesakechemistry.chemical_compoundchemistryComputational chemistryDrug DiscoverysymbolsNon-covalent interactionsDesolvationvan der Waals forcedescription
Abstract The inclusion capacity of three modified cyclodextrins—namely mono-(6- N , N -dimethylamino-6-deoxy)- ( 3 ), mono-6-(2-aminoethyl)-amino-6-deoxy- ( 4 ) and mono-6-(2- N , N -dimethylaminoethyl)-amino-6-deoxy- ( 5 ) β-cyclodextrin, with six para -substituted nitrobenzenes ( A – F ) has been investigated at three different pH values. Molecular interactions in inclusion complexes have also been investigated by means of molecular mechanics (MM2/QD) models. The desolvation of the cyclodextrin is the most important factor in determining the binding ability of the various hosts. However, for a given host, electrostatic and van der Waals interactions and the formation of a hydrogen bond between the donor amino group and the oxygen atom of a secondary hydroxyl group are the most important contributions in determining the binding constant of different guests.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-07-01 |