Literature DB >> 29175421

A review of hydrogen sulfide (H2S) donors: Chemistry and potential therapeutic applications.

Chadwick R Powell1, Kearsley M Dillon1, John B Matson2.   

Abstract

Hydrogen sulfide (H2S) is a ubiquitous small gaseous signaling molecule, playing an important role in many physiological processes and joining nitric oxide and carbon monoxide in the group of signaling agents termed gasotransmitters. Endogenous concentrations of H2S are generally low, making it difficult to discern precise biological functions. As such, probing the physiological roles of H2S is aided by exogenous delivery of the gas in cell and animal studies. This need for an exogenous source of H2S provides a unique challenge for chemists to develop chemical tools that facilitate the study of H2S under biological conditions. Compounds that degrade in response to a specific trigger to release H2S, termed H2S donors, include a wide variety of functional groups and delivery systems, some of which mimic the tightly controlled endogenous production in response to specific, biologically relevant conditions. This review examines a variety of H2S donor systems classified by their H2S-releasing trigger as well as their H2S release profiles, byproducts, and potential therapeutic applications.
Copyright © 2017 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Carbonyl sulfide; Cell signaling; Gasotransmitter; Perthiols; Self-immolation

Mesh:

Substances:

Year:  2017        PMID: 29175421      PMCID: PMC5866188          DOI: 10.1016/j.bcp.2017.11.014

Source DB:  PubMed          Journal:  Biochem Pharmacol        ISSN: 0006-2952            Impact factor:   5.858


  108 in total

1.  Two's company, three's a crowd: can H2S be the third endogenous gaseous transmitter?

Authors:  Rui Wang
Journal:  FASEB J       Date:  2002-11       Impact factor: 5.191

2.  AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro.

Authors:  Bartosz Szczesny; Katalin Módis; Kazunori Yanagi; Ciro Coletta; Sophie Le Trionnaire; Alexis Perry; Mark E Wood; Matthew Whiteman; Csaba Szabo
Journal:  Nitric Oxide       Date:  2014-04-19       Impact factor: 4.427

Review 3.  Making and working with hydrogen sulfide: The chemistry and generation of hydrogen sulfide in vitro and its measurement in vivo: a review.

Authors:  Martin N Hughes; Miguel N Centelles; Kevin P Moore
Journal:  Free Radic Biol Med       Date:  2009-09-19       Impact factor: 7.376

4.  H2S signals through protein S-sulfhydration.

Authors:  Asif K Mustafa; Moataz M Gadalla; Nilkantha Sen; Seyun Kim; Weitong Mu; Sadia K Gazi; Roxanne K Barrow; Guangdong Yang; Rui Wang; Solomon H Snyder
Journal:  Sci Signal       Date:  2009-11-10       Impact factor: 8.192

5.  Enhanced chemopreventive effects of a hydrogen sulfide-releasing anti-inflammatory drug (ATB-346) in experimental colorectal cancer.

Authors:  Wagdi Elsheikh; Rory W Blackler; Kyle L Flannigan; John L Wallace
Journal:  Nitric Oxide       Date:  2014-04-18       Impact factor: 4.427

6.  Effect of S-diclofenac, a novel hydrogen sulfide releasing derivative, on carrageenan-induced hindpaw oedema formation in the rat.

Authors:  Jenab Sidhapuriwala; Ling Li; Anna Sparatore; Madhav Bhatia; Philip K Moore
Journal:  Eur J Pharmacol       Date:  2007-05-13       Impact factor: 4.432

7.  Cystathionine γ-lyase deficiency protects mice from galactosamine/lipopolysaccharide-induced acute liver failure.

Authors:  Kazuhiro Shirozu; Kentaro Tokuda; Eizo Marutani; David Lefer; Rui Wang; Fumito Ichinose
Journal:  Antioxid Redox Signal       Date:  2013-08-22       Impact factor: 8.401

8.  Esterase-Sensitive Prodrugs with Tunable Release Rates and Direct Generation of Hydrogen Sulfide.

Authors:  Yueqin Zheng; Bingchen Yu; Kaili Ji; Zhixiang Pan; Vayou Chittavong; Binghe Wang
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-28       Impact factor: 15.336

9.  Design, Synthesis, and Cardioprotective Effects of N-Mercapto-Based Hydrogen Sulfide Donors.

Authors:  Yu Zhao; Chuntao Yang; Chelsea Organ; Zhen Li; Shashi Bhushan; Hiro Otsuka; Armando Pacheco; Jianming Kang; Hector C Aguilar; David J Lefer; Ming Xian
Journal:  J Med Chem       Date:  2015-09-04       Impact factor: 7.446

10.  Selectivity of commonly used pharmacological inhibitors for cystathionine β synthase (CBS) and cystathionine γ lyase (CSE).

Authors:  Antonia Asimakopoulou; Panagiotis Panopoulos; Christos T Chasapis; Ciro Coletta; Zongmin Zhou; Giuseppe Cirino; Athanassios Giannis; Csaba Szabo; Georgios A Spyroulias; Andreas Papapetropoulos
Journal:  Br J Pharmacol       Date:  2013-06       Impact factor: 8.739

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  105 in total

1.  H2S donors with optical responses.

Authors:  Michael D Pluth; Yu Zhao; Matthew M Cerda
Journal:  Methods Enzymol       Date:  2020-06-15       Impact factor: 1.600

2.  Acyl Selenyl Sulfides as the Precursors for Reactive Sulfur Species (Hydrogen Sulfide, Polysulfide, and Selenyl Sulfide).

Authors:  Akil Hamsath; Yingying Wang; Chun-Tao Yang; Shi Xu; Danica Cañedo; Wei Chen; Ming Xian
Journal:  Org Lett       Date:  2019-07-02       Impact factor: 6.005

3.  Effects of sulfane sulfur content in benzyl polysulfides on thiol-triggered H2S release and cell proliferation.

Authors:  Sarah G Bolton; Matthew M Cerda; Annie K Gilbert; Michael D Pluth
Journal:  Free Radic Biol Med       Date:  2018-12-21       Impact factor: 7.376

4.  Effects of fast versus slow-releasing hydrogen sulfide donors in hypertension in pregnancy and fetoplacental growth restriction.

Authors:  Gabriela Palma Zochio; Jose Sergio Possomato-Vieira; Jessica Sabbatine Chimini; Maria Luiza Santos da Silva; Carlos Alan Dias-Junior
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2019-07-30       Impact factor: 3.000

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

Authors:  Kearsley M Dillon; Chadwick R Powell; John B Matson
Journal:  Synlett       Date:  2019-01-09       Impact factor: 2.454

6.  Hydrogen sulfide inhibits ethylene-induced petiole abscission in tomato (Solanum lycopersicum L.).

Authors:  Danmei Liu; Jianing Li; Zhuowen Li; Yanxi Pei
Journal:  Hortic Res       Date:  2020-02-01       Impact factor: 6.793

7.  Characterization and Biological Activity of a Hydrogen Sulfide-Releasing Red Light-Activated Ruthenium(II) Complex.

Authors:  Joshua J Woods; Jian Cao; Alexander R Lippert; Justin J Wilson
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

8.  Thionoesters: A Native Chemical Ligation-Inspired Approach to Cysteine-Triggered H2S Donors.

Authors:  Matthew M Cerda; Yu Zhao; Michael D Pluth
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

9.  Cyclic Sulfenyl Thiocarbamates Release Carbonyl Sulfide and Hydrogen Sulfide Independently in Thiol-Promoted Pathways.

Authors:  Yu Zhao; Andrea K Steiger; Michael D Pluth
Journal:  J Am Chem Soc       Date:  2019-08-14       Impact factor: 15.419

10.  The Cardiovascular Effects of Hydrogen Sulfide: The Epigenetic Mechanisms.

Authors:  Qian Ding; Yi-Zhun Zhu
Journal:  Adv Exp Med Biol       Date:  2021       Impact factor: 2.622

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