Self-Immolative Prodrugs: Effective Tools for the Controlled Release of Sulfur Signaling Species

Kearsley M. Dillon; Chadwick R. Powell; John B. Matson

doi:10.1055/s-0037-1611693

Synlett, Inhaltsverzeichnis

Synlett 2019; 30(05): 525-531
DOI: 10.1055/s-0037-1611693

synpacts

Self-Immolative Prodrugs: Effective Tools for the Controlled Release of Sulfur Signaling Species

Kearsley M. Dillon

^aDepartment of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA eMail: jbmatson@vt.edu

^bVirginia Tech Center for Drug Discovery, Blacksburg, Virginia, 24061, USA

,

Chadwick R. Powell

^aDepartment of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA eMail: jbmatson@vt.edu

^bVirginia Tech Center for Drug Discovery, Blacksburg, Virginia, 24061, USA

,

John B. Matson*

^aDepartment of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA eMail: jbmatson@vt.edu

^bVirginia Tech Center for Drug Discovery, Blacksburg, Virginia, 24061, USA

› Institutsangaben

Abstract

Alle Artikel dieser Rubrik

^◊ These authors contributed equally to this work

Abstract

H₂S, persulfides (R–SSH), and related sulfur species have recently received attention due to the pronounced physiological effects they elicit. Delivering sulfur signaling molecules in a controlled manner presents many challenges, as many available donors have short half-lives, lack water solubility, and exhibit poor trigger specificity. Self-immolative prodrugs provide a unique ability to impart stability to H₂S precursors and persulfides while allowing for trigger specificity by tuning the functional group installed on the self-immolative linker. This strategy has proven successful in delivering sulfur signaling species under specific conditions and may lead to the further elucidation of persulfide interactions within biological systems, affording effective therapeutics.

1 Introduction

2 Currently Available Persulfide Donors

3 BDP-NAC: An ROS-Responsive Persulfide Prodrug

4 Conclusion

Key words

self-immolation - gasotransmitter - perthiol - redox - reactive oxygen species

Volltext

Referenzen

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