Abstract
Mono- and bis-N-oxides of a 9-aza-anthrapyrazole derivative having two 2-(dimethylamino)ethyl appendages were prepared by using a mild oxaziridine reagent. Biochemical and cell culture assays indicate that the bis-oxide is an inactive prodrug that readily converts to the active parent molecule under hypoxic conditions that are analogous to those present within certain tumors.
MeSH terms
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Anthraquinones / chemical synthesis*
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Anthraquinones / chemistry
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Anthraquinones / pharmacology
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology
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Aza Compounds / chemical synthesis*
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Aza Compounds / chemistry
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Aza Compounds / pharmacology
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Cell Hypoxia
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Cell Line, Tumor
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Drug Screening Assays, Antitumor
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Free Radicals / metabolism
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Humans
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Prodrugs / chemical synthesis*
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Prodrugs / chemistry
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Prodrugs / pharmacology
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Pyrazoles / chemical synthesis*
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Pyrazoles / chemistry
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Pyrazoles / pharmacology
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Structure-Activity Relationship
Substances
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Anthraquinones
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Antineoplastic Agents
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Aza Compounds
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Free Radicals
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Prodrugs
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Pyrazoles