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Exploring hydrogen peroxide responsive thiazolidinone-based prodrugs.

ABSTRACT: A novel approach for developing prodrugs based on masked carboxylic acids is described. Rather than using conventional esterase-based activation, thiazolidinone protecting groups have been identified that can reveal carboxylic acid groups upon activation by hydrogen peroxide. This may prove valuable in the continuing development of prodrug strategies that rely on reactive oxygen species (ROS) as a trigger.

SUBMITTER: Perez C 

PROVIDER: S-EPMC4659858 | biostudies-literature | 2015 Apr

REPOSITORIES: biostudies-literature

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Exploring hydrogen peroxide responsive thiazolidinone-based prodrugs.

Perez Christian C   Monserrat Jean-Philippe JP   Chen Yao Y   Cohen Seth M SM  

Chemical communications (Cambridge, England) 20150401 33

A novel approach for developing prodrugs based on masked carboxylic acids is described. Rather than using conventional esterase-based activation, thiazolidinone protecting groups have been identified that can reveal carboxylic acid groups upon activation by hydrogen peroxide. This may prove valuable in the continuing development of prodrug strategies that rely on reactive oxygen species (ROS) as a trigger. ...[more]

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