Literature DB >> 34161211

Moving Past Quinone-Methides: Recent Advances Toward Minimizing Electrophilic Byproducts from COS/H2S Donors.

Michael D Pluth1.   

Abstract

Hydrogen sulfide (H2S) is an important biomolecule that plays key signaling and protective roles in different physiological processes. With goals of advancing both the available research tools and the associated therapeutic potential of H2S, researchers have developed different methods to deliver H2S on demand in different biological contexts. A recent approach to develop such donors has been to design compounds that release carbonyl sulfide (COS), which is quickly converted to H2S in biological systems by the ubiquitous enzyme carbonic anhydrase (CA). Although highly diversifiable, many approaches using this general platform release quinone methides or related electrophiles after donor activation. Many such electrophiles are likely scavenged by water, but recent efforts have also expanded alternative approaches that minimize the formation of electrophilic byproducts generated after COS release. This mini-review focuses specifically on recent examples of COS-based H2S donors that do no generate quinone methide byproducts after donor activation. Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.

Entities:  

Keywords:  Carbonyl sulfide; Donors; Engineered release; Hydrogen sulfide; Reactive sulfur species.; Self-immolation

Mesh:

Substances:

Year:  2021        PMID: 34161211      PMCID: PMC9179098          DOI: 10.2174/1568026621666210622130002

Source DB:  PubMed          Journal:  Curr Top Med Chem        ISSN: 1568-0266            Impact factor:   3.570


  59 in total

1.  Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting.

Authors:  Peter Štacko; Lucie Muchová; Libor Vítek; Petr Klán
Journal:  Org Lett       Date:  2018-07-31       Impact factor: 6.005

2.  Data-Driven Identification of Hydrogen Sulfide Scavengers.

Authors:  Chun-Tao Yang; Yingying Wang; Eizo Marutani; Tomoaki Ida; Xiang Ni; Shi Xu; Wei Chen; Hui Zhang; Takaaki Akaike; Fumito Ichinose; Ming Xian
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-11       Impact factor: 15.336

Review 3.  Activatable Small-Molecule Hydrogen Sulfide Donors.

Authors:  Carolyn M Levinn; Matthew M Cerda; Michael D Pluth
Journal:  Antioxid Redox Signal       Date:  2019-10-29       Impact factor: 8.401

4.  Hydrogen Sulfide Donors Activated by Reactive Oxygen Species.

Authors:  Yu Zhao; Michael D Pluth
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-24       Impact factor: 15.336

5.  Sulfhydration of AKT triggers Tau-phosphorylation by activating glycogen synthase kinase 3β in Alzheimer's disease.

Authors:  Tanusree Sen; Pampa Saha; Tong Jiang; Nilkantha Sen
Journal:  Proc Natl Acad Sci U S A       Date:  2020-02-12       Impact factor: 11.205

6.  Persulfide reactivity in the detection of protein s-sulfhydration.

Authors:  Jia Pan; Kate S Carroll
Journal:  ACS Chem Biol       Date:  2013-04-12       Impact factor: 5.100

Review 7.  International Union of Basic and Clinical Pharmacology. CII: Pharmacological Modulation of H2S Levels: H2S Donors and H2S Biosynthesis Inhibitors.

Authors:  Csaba Szabo; Andreas Papapetropoulos
Journal:  Pharmacol Rev       Date:  2017-10       Impact factor: 25.468

Review 8.  Chemical probes for molecular imaging and detection of hydrogen sulfide and reactive sulfur species in biological systems.

Authors:  Vivian S Lin; Wei Chen; Ming Xian; Christopher J Chang
Journal:  Chem Soc Rev       Date:  2015-07-21       Impact factor: 54.564

9.  Discovery and Mechanistic Characterization of Selective Inhibitors of H2S-producing Enzyme: 3-Mercaptopyruvate Sulfurtransferase (3MST) Targeting Active-site Cysteine Persulfide.

Authors:  Kenjiro Hanaoka; Kiyoshi Sasakura; Yusuke Suwanai; Sachiko Toma-Fukai; Kazuhito Shimamoto; Yoko Takano; Norihiro Shibuya; Takuya Terai; Toru Komatsu; Tasuku Ueno; Yuki Ogasawara; Yukihiro Tsuchiya; Yasuo Watanabe; Hideo Kimura; Chao Wang; Masanobu Uchiyama; Hirotatsu Kojima; Takayoshi Okabe; Yasuteru Urano; Toshiyuki Shimizu; Tetsuo Nagano
Journal:  Sci Rep       Date:  2017-01-12       Impact factor: 4.379

10.  Highly efficient H2S scavengers via thiolysis of positively-charged NBD amines.

Authors:  Ismail Ismail; Zhuoyue Chen; Lu Sun; Xiuru Ji; Haishun Ye; Xueying Kang; Haojie Huang; Haibin Song; Sarah G Bolton; Zhen Xi; Michael D Pluth; Long Yi
Journal:  Chem Sci       Date:  2020-07-09       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.