Literature DB >> 28671224

Garlic-inspired trisulfide linkers for thiol-stimulated H2S release.

Francesca Ercole1, Michael R Whittaker, Michelle L Halls, Ben J Boyd, Thomas P Davis, John F Quinn.   

Abstract

Garlic-derived polysulfides (e.g., diallyl trisulfide, DATS) act as potent donors of the cell-signalling mediator H2S when exposed to endogenous thiols. Inspired by this chemistry, we incorporated a trisulfide linkage into a conjugate comprising an mPEG tail and a cholesteryl head via thiol-mediated fragmentation chemistry. The synthesized conjugate releases H2S upon exposure to thiol even at intracellular levels.

Entities:  

Year:  2017        PMID： 28671224     DOI： 10.1039/c7cc03820h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  9 in total

1.  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

2.  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

Review 3.  The Benefits of Macromolecular/Supramolecular Approaches in Hydrogen Sulfide Delivery: A Review of Polymeric and Self-Assembled Hydrogen Sulfide Donors.

Authors:  Kuljeet Kaur; Ryan J Carrazzone; John B Matson
Journal:  Antioxid Redox Signal       Date:  2020-01-10       Impact factor: 8.401

Review 4.  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

5.  Hydrogen sulfide-releasing peptide hydrogel limits the development of intimal hyperplasia in human vein segments.

Authors:  Alban Longchamp; Kuljeet Kaur; Diane Macabrey; Celine Dubuis; Jean-Marc Corpataux; Sébastien Déglise; John B Matson; Florent Allagnat
Journal:  Acta Biomater       Date:  2019-07-26       Impact factor: 8.947

6.  Trisulfide bond-mediated doxorubicin dimeric prodrug nanoassemblies with high drug loading, high self-assembly stability, and high tumor selectivity.

Authors:  Yinxian Yang; Bingjun Sun; Shiyi Zuo; Ximu Li; Shuang Zhou; Lingxiao Li; Cong Luo; Hongzhuo Liu; Maosheng Cheng; Yongjun Wang; Shujun Wang; Zhonggui He; Jin Sun
Journal:  Sci Adv       Date:  2020-11-04       Impact factor: 14.136

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

8.  Dithioesters: simple, tunable, cysteine-selective H2S donors.

Authors:  Matthew M Cerda; Turner D Newton; Yu Zhao; Brylee K Collins; Christopher H Hendon; Michael D Pluth
Journal:  Chem Sci       Date:  2018-11-30       Impact factor: 9.825

Review 9.  Intelligent polymeric hydrogen sulfide delivery systems for therapeutic applications.

Authors:  Fan Rong; Tengjiao Wang; Qian Zhou; Haowei Peng; Jingtian Yang; Quli Fan; Peng Li
Journal:  Bioact Mater       Date:  2022-04-13
  9 in total

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