Selective Inhibition of Gastrointestinal β-Glucuronidase by Polyvinylbenzyl D-glucaro(1,4)lactonate: Attachment of D-Glucaro(1,4)lactone to Polyvinylbenzyl Chloride

Author:

Sacco C.1,McEwen W.E.2,Calabrese E.J.1

Affiliation:

1. Environmental Health Sciences Program, School of Public Health

2. Department of Chemistry, University of Massachusetts, Amherst, MA 01003, USA

Abstract

D-Glucaro(1,4)lactone, a potent β-glucuronidase inhibitor was attached via the carboxylic acid moiety to polyvinylbenzyl chloride (PVBC) using a bimolecular nucleophilic displacement reaction, First, the caesium salt of D-glucaro(1,4)lactone was prepared by titrating the carboxylic acid to neutrality with aqueous caesium bicarbonate. The polyvinylbenzyl D-glucaro(1,4)lactonate was obtained in maximum yields of between 50 and 60% when caesium D-glucaro(1,4)lactonate was incubated with PVBC in DMF at 50°C for 7 d in the presence of a catalyst, caesium iodide.

Publisher

SAGE Publications

Subject

Health, Toxicology and Mutagenesis,Toxicology,General Medicine

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