3,4-Dihydroxybenzylamine: an improved dopamine analog cytotoxic for melanoma cells in part through oxidation products inhibitory to dna polymerase.

doi:10.1111/1523-1747.EP12531751

Paper

3,4-Dihydroxybenzylamine: an improved dopamine analog cytotoxic for melanoma cells in part through oxidation products inhibitory to dna polymerase.

Published Feb 1, 1983 · G. Fitzgerald, M. Wick

The Journal of investigative dermatology

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24

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0

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Abstract

The dopamine analog 3,4-dihydroxybenzylamine (3,4-DHBA), a novel antitumor agent, was shown to inhibit directly DNA polymerase in cells of the deeply pigmented murine melanoma, S-91A, permeabilized to nucleotides by lysolecithin. In contrast, levodopa and dopamine did not inhibit DNA polymerase in permeabilized cells in the absence of exogenous tyrosinase. Analysis using isolated DNA polymerase showed that the inhibitory activity of the ortho dihydroxy compounds was totally dependent upon enzymatic activation. The enzymatic activation of the ortho derivative 3,4-DHBA by tyrosinase results in two reactive species: a semiquinone intermediate and a less reactive quinone. Inhibition of DNA polymerase by activated 3,4-DHBA was shown by dialysis and kinetic studies to involve an irreversible reaction which occurs at two inhibitor interaction sites as determined by a Hill plot analysis. Double-stranded DNA protected the enzyme from inhibition by 3,4-DHBA, suggesting that the inhibitory sites are at or near the template-initiator binding site.

In Vitro Study

Study Snapshot

3,4-DHBA shows potential as an effective antitumor agent for melanoma cells by inhibiting DNA polymerase, with its inhibitory activity dependent on enzymatic activation.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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3,4-Dihydroxybenzylamine: an improved dopamine analog cytotoxic for melanoma cells in part through oxidation products inhibitory to dna polymerase.

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References

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Citations

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