Abstract
Selective acylation of the phenolic hydroxyl group of 10-hydroxycamptothecin has been accomplished using phenyl dichlorophosphate. Additional modification of the 10-OH as an ether permits a 20-acyl derivative to be synthesized. This result along with data from a 6-hydroxyquinoline model strongly suggests that powerful intermolecular hydrogen bonding exists in the parent molecule.
MeSH terms
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Acylation
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Animals
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacokinetics
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Antineoplastic Agents / pharmacology
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Camptothecin / analogs & derivatives*
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Camptothecin / chemical synthesis*
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Camptothecin / pharmacokinetics
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Camptothecin / pharmacology
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Carboxylic Acids / chemistry
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Hydrogen Bonding
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Hydroxyquinolines / chemistry
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Indicators and Reagents
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Leukemia P388 / drug therapy
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Magnetic Resonance Spectroscopy
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Neoplasms / drug therapy
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Neoplasms / pathology
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Polyethylene Glycols / chemistry
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Rats
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Tumor Cells, Cultured
Substances
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Antineoplastic Agents
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Carboxylic Acids
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Hydroxyquinolines
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Indicators and Reagents
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Polyethylene Glycols
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6-hydroxyquinoline
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10-hydroxycamptothecin
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Camptothecin