Abstract
A prodrug form (17) of a novel C2/C2'-aryl-substituted pyrrolobenzodiazepine (PBD) dimer (16) has been synthesized by introducing sodium bisulfite groups to the C11/C11'-positions of the parent bis-imine. The prodrug form is highly water soluble, stable in aqueous conditions, and the rate of DNA cross-link formation is much slower compared to the parent bis-imine.
MeSH terms
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Animals
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Benzodiazepines / pharmacology
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Benzodiazepinones / chemical synthesis*
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Benzodiazepinones / chemistry
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Benzodiazepinones / pharmacology
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Cell Line, Tumor
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Computer Simulation
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DNA / drug effects*
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DNA / metabolism
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Drug Design
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Drug Resistance, Neoplasm / drug effects*
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Drug Screening Assays, Antitumor
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Epoxy Compounds / pharmacology
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Humans
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Models, Molecular
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Prodrugs*
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Pyrroles / pharmacology
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Solubility / drug effects
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Stereoisomerism
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Structure-Activity Relationship
Substances
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1,1'-((propane-1,3-diyl)dioxy)bis(7-methoxy-2-methylidene-1,2,3,10,11,11a-hexahydro-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5,11-dione)
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Benzodiazepinones
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Epoxy Compounds
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Prodrugs
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Pyrroles
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Benzodiazepines
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DNA