Chemical feasibility studies of a potential coumarin-based prodrug system

Binghe Wang; Huijuan Zhang; Wei Wang

doi:10.1016/0960-894X(96)00147-3

Chemical feasibility studies of a potential coumarin-based prodrug system

Binghe Wang, Huijuan Zhang, Wei Wang

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

By using model amines, several amides of coumarinic acid with the phenolic hydroxyl group protected as an ester were prepared. These model amides underwent a facile (t( 1/2 ) 1.5-31 min) lactonization to release the original amine compounds upon esterase catalyzed hydrolysis of the phenolic ester. Such a system can be used for the preparation of esterase-sensitive prodrugs of amine-containing compounds or peptids.

Original language	English (US)
Pages (from-to)	945-950
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	6
Issue number	8
DOIs	https://doi.org/10.1016/0960-894X(96)00147-3
State	Published - Apr 23 1996
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/0960-894X(96)00147-3

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abstract = "By using model amines, several amides of coumarinic acid with the phenolic hydroxyl group protected as an ester were prepared. These model amides underwent a facile (t( 1/2 ) 1.5-31 min) lactonization to release the original amine compounds upon esterase catalyzed hydrolysis of the phenolic ester. Such a system can be used for the preparation of esterase-sensitive prodrugs of amine-containing compounds or peptids.",

author = "Binghe Wang and Huijuan Zhang and Wei Wang",

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AU - Zhang, Huijuan

AU - Wang, Wei

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AB - By using model amines, several amides of coumarinic acid with the phenolic hydroxyl group protected as an ester were prepared. These model amides underwent a facile (t( 1/2 ) 1.5-31 min) lactonization to release the original amine compounds upon esterase catalyzed hydrolysis of the phenolic ester. Such a system can be used for the preparation of esterase-sensitive prodrugs of amine-containing compounds or peptids.

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JO - Bioorganic and Medicinal Chemistry Letters

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Chemical feasibility studies of a potential coumarin-based prodrug system

Abstract

ASJC Scopus subject areas

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