6533b871fe1ef96bd12d0d9b
RESEARCH PRODUCT
N -Diphenylmethyl-2-propenamide: theoretical study of the structure and interaction with a DNA model system
Giampaolo BaroneGiovanni De MartinoDario DucaGianfranco La MannaCarmela Saturninosubject
ONIOMStereochemistryIntercalation (chemistry)AromaticityCondensed Matter PhysicsBiochemistryIn vitrochemistry.chemical_compoundchemistryAb initio quantum chemistry methodsMoleculeA-DNAPhysical and Theoretical ChemistryDNAdescription
Abstract N -diphenylmethyl-2-propenamide (NDP) was synthesised and characterised. Pharmacological in vitro tests pointed out that NDP had a cytotoxic activity on a human ovarian carcinoma comparable to that of doxorubicin. Hypothesising that this in vitro cytotoxic activity could be mainly due to intercalating interactions, between the drug and DNA fragments, ab initio calculations, at the Hartree–Fock (HF) level, were performed on the structure, and on the conformational properties of NDP, whereas its interaction with an (AC)(TG) dinucleotide triphosphate duplex (DD) was studied by the ONIOM method, at HF and PM3 level for NDP and DD, respectively. The supposed intercalation process with the DNA fragment was discussed in terms of the co-planarity of the aromatic rings present in the NDP molecule.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-09-01 | Journal of Molecular Structure: THEOCHEM |