Synthetic Study of A Heterocyclic Molecular Motor Toward DNA Conformational Change

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We have designed a new heterocyclic molecular motor 2, which would intercalate in the DNA and induce conformational change of the DNA structure. Heterocyclic molecular motors (±)-trans-8and (±)-cis-8were prepared by the McMurry coupling and Buchwald-Hartwig reaction of heterocyclic ketone (±)-7d. The relative stereochemistry of (±)-trans-8and (±)-cis-8was determined as (2R*,2'R*)-(P*,P*) by X- ray crystallography. CD spectral titration experiments exhibit that significant conformational changes of B-DNA are not induced by (±)-trans-10and (±)-cis-10.