Abstract
The synthesis of a nonhydrolyzable, carbon-linked analogue (4-HBR) of the retinoid N-(4-hydroxyphenyl)retinamide (4-HPR) using Umpolung methods is described. Preliminary studies of biological activity show 4-HBR is similar to 4-HPR in its actions although a potentially relevant and desirable difference is its reduced suppression of plasma vitamin A levels. These results show that 4-HPR does not have to be hydrolyzed to retinoic acid to produce its chemotherapeutic effects.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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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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Biotransformation
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Female
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Fenretinide / analogs & derivatives*
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Fenretinide / chemical synthesis
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Fenretinide / pharmacokinetics*
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Fenretinide / pharmacology
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Hydrolysis
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Mammary Neoplasms, Experimental / drug therapy
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Rats
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Vitamin A / blood
Substances
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Antineoplastic Agents
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Vitamin A
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Fenretinide