6533b834fe1ef96bd129decf
RESEARCH PRODUCT
Molecular modeling of intercalation complexes of antitumor active 9-aminoacridine and a [d, e]-anellated isoquinoline derivative with base paired deoxytetranucleotides
C. RehnUlf Pindursubject
chemistry.chemical_compoundDNA IntercalationchemistryMolecular modelStereochemistryComputational chemistryHydrogen bondBase pairIntercalation (chemistry)MoleculeGeneral ChemistryIsoquinolineNucleobasedescription
Intercalators are molecules capable of sliding between DNA base pairs without breaking up the hydrogen bonds between the DNA bases. On the basis of molecular mechanics calculations structural, models of B-DNA tetranucleotide intercalation complexes of some cytostatic active 9-aminoacridines and of a [d, e]-anellated isoquinoline derivative are presented. The drug complexes are stabilized by energetically favouredvan der Waals interactions and by selective hydrogen bonds between the side chains of the drugs and the DNA bases. Semiempirical quantum chemistry calculations revealed that the chromophoric system of the intercalators is able to form π,π-charge-transfer interactions with the purine bases of the base paired deoxytetranucleotides. The theoretical findings are of interest for a more specific drug design of cytostatically active agents.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1996-01-01 | Monatshefte f�r Chemie Chemical Monthly |