The interactions of doxorubicin and its derivatives, hydroxyrubicin and adriamycinone, with DNA were studied by resonance Raman (RR) and surface-enhanced resonance Raman scattering (SERRS) spectroscopy. The π-π interaction between the chromophore of the drug and DNA base pairs has been shown to downshift the skeletal stretching mode ∼ 1440 cm−1 by 8, 5, and 4 cm−1 for doxorubicin, hydroxyrubicin, and adriamycinone, respectively. The additional effects of intercalation with DNA on the RR and SERRS spectra for hydroxyrubicin are similar to those for doxorubicin. However, different effects are observed for adriamycinone. These results indicate that the sugar moiety is necessary to maintain the maximum van der Waals contact between the chromophore and the DNA base pairs and that the amine group in the amino sugar is more favored than the hydroxyl group.
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Yan et al. (1997) studied this question.
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