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Oxygen transfer from bleomycin-metal complexes.

N Murugesan, G M Ehrenfeld, S M Hecht

    The Journal of Biological Chemistry
    |August 10, 1982
    PubMed
    Summary
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    Bleomycin metal complexes act as oxygen transferases, catalyzing reactions similar to cytochrome P-450. This study suggests bleomycin may function as an oxygen transferase in DNA degradation.

    Area of Science:

    • Biochemistry
    • Organic Chemistry
    • Molecular Biology

    Background:

    • Bleomycin (BLM) is a potent anticancer drug known to degrade DNA.
    • The exact mechanism of bleomycin-mediated DNA degradation, particularly the role of oxygen, is not fully understood.
    • Cytochrome P-450 enzymes are known to utilize metal complexes for oxygen transfer reactions.

    Purpose of the Study:

    • To investigate the oxygen transfer capabilities of iron(III) and copper(II) bleomycin complexes.
    • To explore the relevance of these oxygen transfer properties to bleomycin's DNA degradation activity.
    • To establish a novel assay system for studying bleomycin analogs.

    Main Methods:

    • Studied the oxygen transfer from iodosobenzene to organic substrates using Fe(III)-BLM and Cu(II)-BLM complexes.

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  • Compared the stereoselectivity of epoxide formation from cis- and trans-stilbene.
  • Assessed DNA degradation by measuring the release of [3H]thymine from radiolabeled Escherichia coli DNA in the presence of BLM complexes and iodosobenzene.

    • Main Results:

    • Fe(III)-BLM and Cu(II)-BLM complexes mediated oxygen transfer, efficiently converting cis-stilbene to its epoxide.
    • Trans-stilbene yielded only trace amounts of the corresponding epoxide, indicating stereoselective oxygen transfer.
    • BLM . Cu(II) . C6H5IO induced DNA degradation, observed through the release of [3H]thymine, irrespective of oxygen presence.

    Conclusions:

    • Bleomycin metal complexes can function as oxygen transferases, mimicking cytochrome P-450 activity.
    • These findings suggest a potential mechanism for bleomycin-induced DNA damage involving oxygen transfer.
    • A new assay system using bleomycin analogs and iodosobenzene is proposed for further research.