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Thiol-Activated 1,2,4-Thiadiazolidin-3,5-diones Release Hydrogen Sulfide through a Carbonyl-Sulfide-Dependent Pathway.

ABSTRACT: Recent efforts have expanded the development of small molecule donors that release the important biological signaling molecule hydrogen sulfide (H₂S). Previous work on 1,2,4-thiadiazolidin-3,5-diones (TDZNs) reported that these compounds release H₂S directly, albeit inefficiently. However, TDZNs showed promising efficacy in H₂S-mediated relaxation in ex vivo aortic ring relaxation models. Here, we show that TDZNs release carbonyl sulfide (COS) efficiently, which can be converted to H₂S by the enzyme carbonic anhydrase (CA) rather than releasing H₂S directly as previously reported.

SUBMITTER: Smith HM

PROVIDER: S-EPMC9893878 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature

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Thiol-Activated 1,2,4-Thiadiazolidin-3,5-diones Release Hydrogen Sulfide through a Carbonyl-Sulfide-Dependent Pathway.

Smith Haley M HM Pluth Michael D MD

The Journal of organic chemistry 20220907 18

Recent efforts have expanded the development of small molecule donors that release the important biological signaling molecule hydrogen sulfide (H2S). Previous work on 1,2,4-thiadiazolidin-3,5-diones (TDZNs) reported that these compounds release H2S directly, albeit inefficiently. However, TDZNs showed promising efficacy in H2S-mediated relaxation in ex vivo aortic ring relaxation models. Here, we show that TDZNs release carbonyl sulfide (COS) efficiently, which ...[more]

PMID: 36070356

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