Literature DB >> 16005218

Generation of reactive oxygen species by a persulfide (BnSSH).

Tonika Chatterji1, Kripa Keerthi, Kent S Gates.   

Abstract

Hydropersulfides (RS(x)SH) have been implicated as important intermediates in the cell-killing action of the anticancer natural products leinamycin and varacin. It has been suggested that persulfides can mediate the conversion of molecular oxygen to reactive oxygen species (O2*-, H2O2, and HO*). Here, experiments with synthetic benzyl hydrodisulfide (BnSSH) provide direct evidence that persulfides readily decompose to produce reactive oxygen species under physiologically relevant conditions.

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Year:  2005        PMID: 16005218     DOI: 10.1016/j.bmcl.2005.05.110

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  21 in total

1.  Generation of DNA-damaging reactive oxygen species via the autoxidation of hydrogen sulfide under physiologically relevant conditions: chemistry relevant to both the genotoxic and cell signaling properties of H(2)S.

Authors:  Marjorie Hoffman; Anuruddha Rajapakse; Xiulong Shen; Kent S Gates
Journal:  Chem Res Toxicol       Date:  2012-06-04       Impact factor: 3.739

2.  DNA strand cleaving properties and hypoxia-selective cytotoxicity of 7-chloro-2-thienylcarbonyl-3-trifluoromethylquinoxaline 1,4-dioxide.

Authors:  Venkatraman Junnotula; Anuruddha Rajapakse; Leire Arbillaga; Adela López de Cerain; Beatriz Solano; Raquel Villar; Antonio Monge; Kent S Gates
Journal:  Bioorg Med Chem       Date:  2010-03-19       Impact factor: 3.641

3.  Noncovalent DNA binding drives DNA alkylation by leinamycin: evidence that the Z,E-5-(thiazol-4-yl)-penta-2,4-dienone moiety of the natural product serves as an atypical DNA intercalator.

Authors:  Mostafa I Fekry; Jozsef Szekely; Sanjay Dutta; Leonid Breydo; Hong Zang; Kent S Gates
Journal:  J Am Chem Soc       Date:  2011-10-18       Impact factor: 15.419

4.  One-pot synthesis of cinnamylideneacetophenones and their in vitro cytotoxicity in breast cancer cells.

Authors:  David J Weldon; Marilyn D Saulsbury; Joshua Goh; Leah Rowland; Petreena Campbell; Laijia Robinson; Calvin Miller; Joshua Christian; Louisa Amis; Nia Taylor; Cassandra Dill; Willie Davis; Stanley L Evans; Eileen Brantley
Journal:  Bioorg Med Chem Lett       Date:  2014-06-04       Impact factor: 2.823

5.  Synthesis and characterization of a small analogue of the anticancer natural product leinamycin.

Authors:  Kripa Keerthi; Anuruddha Rajapakse; Daekyu Sun; Kent S Gates
Journal:  Bioorg Med Chem       Date:  2012-10-27       Impact factor: 3.641

Review 6.  Hydrogen sulfide in biochemistry and medicine.

Authors:  Benjamin Lee Predmore; David Joseph Lefer; Gabriel Gojon
Journal:  Antioxid Redox Signal       Date:  2012-04-20       Impact factor: 8.401

7.  Entering the leinamycin rearrangement via 2-(trimethylsilyl)ethyl sulfoxides.

Authors:  Kripa Keerthi; Kent S Gates
Journal:  Org Biomol Chem       Date:  2007-04-13       Impact factor: 3.876

8.  Characterization of DNA damage induced by a natural product antitumor antibiotic leinamycin in human cancer cells.

Authors:  Velliyur Viswesh; Kent Gates; Daekyu Sun
Journal:  Chem Res Toxicol       Date:  2010-01       Impact factor: 3.739

9.  Characterization of a covalent polysulfane bridge in copper-zinc superoxide dismutase .

Authors:  Zheng You; Xiaohang Cao; Alexander B Taylor; P John Hart; Rodney L Levine
Journal:  Biochemistry       Date:  2010-02-16       Impact factor: 3.162

Review 10.  Redox-directed cancer therapeutics: molecular mechanisms and opportunities.

Authors:  Georg T Wondrak
Journal:  Antioxid Redox Signal       Date:  2009-12       Impact factor: 8.401

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