Abstract
A new glucuronylated prodrug of doxorubicin, potentially useful for ADEPT or PMT cancer chemotherapy, has been prepared from 4-methyl phenyl malonaldehyde. The enol ether spacer, linked via a carbamate to the 3'-amino group of doxorubicin is rapidly cleaved after beta-glucuronidase (E coli) catalyzed hydrolysis at pH 7.2 and 37 degrees C.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antibiotics, Antineoplastic / chemical synthesis*
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Antibiotics, Antineoplastic / chemistry
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Doxorubicin / analogs & derivatives*
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Doxorubicin / chemistry
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Glucuronates / chemistry*
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Glucuronidase / metabolism
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Models, Chemical
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Molecular Structure
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Prodrugs / chemical synthesis*
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Prodrugs / chemistry
Substances
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Antibiotics, Antineoplastic
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Glucuronates
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N-(4-glucuronyl-3-nitrobenzyloxycarbonyl)doxorubicin
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Prodrugs
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Doxorubicin
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Glucuronidase