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  • The Development of New DNA Alkylating Antitumour Agents Modeled on the Natural Product CC-1065

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    02Whole.pdf (1.451Mb)
    Author
    Swan, Leesa Michelle
    Primary Supervisor
    David Young
    Other Supervisors
    Wendy Loughlin
    Year published
    2009
    Metadata
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    Abstract
    Preliminary studies have revealed that the 4-hydroxyphenethyl halides possess the minimal structural requirements needed to mimic the DNA alkylation profile characteristic to seco-CPI subunits. Subsequent assessment of the 4-aminophenethyl halides showed that these adducts exhibit approximately four times the in vitro cytotoxicity demonstrated by their phenolic counterparts. The incorporation of these simpler compounds into more complex molecules containing non-covalent binding subunits was expected to increase both cytotoxicity and sequence selectivity. Biological assessment of the synthesized compounds established that the ...
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    Preliminary studies have revealed that the 4-hydroxyphenethyl halides possess the minimal structural requirements needed to mimic the DNA alkylation profile characteristic to seco-CPI subunits. Subsequent assessment of the 4-aminophenethyl halides showed that these adducts exhibit approximately four times the in vitro cytotoxicity demonstrated by their phenolic counterparts. The incorporation of these simpler compounds into more complex molecules containing non-covalent binding subunits was expected to increase both cytotoxicity and sequence selectivity. Biological assessment of the synthesized compounds established that the simplest compound, 4-aminophenethyl bromide, was a potent antitumor drug which exhibited selectivity for tumor cells over normal fibroblastic cells. This makes 4-aminophenethyl bromide an interesting candidate for further in vivo assessment.
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    Thesis Type
    Thesis (PhD Doctorate)
    Degree Program
    Doctor of Philosophy (PhD)
    School
    School of Biomolecular and Physical Sciences
    Item Access Status
    Public
    Subject
    DNA
    DNA alkylating antitumor agents
    4-aminophenethyl bromide
    4-hydroxyphenethyl halide
    tumor cells
    fibroblastic cells
    antitumor drugs
    Publication URI
    http://hdl.handle.net/10072/367931
    Collection
    • Theses - Higher Degree by Research

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