Literature DB >> 12529118

Zinc and copper complexes of prodigiosin: implications for copper-mediated double-strand DNA cleavage.

Gyungse Park1, John T Tomlinson, Matt S Melvin, Marcus W Wright, Cynthia S Day, Richard A Manderville.   

Abstract

[reaction: see text] Zinc(II) and copper(II) complexes of prodigiosin (1) have been characterized. All N-atoms of 1 bind Cu(II) to generate 5: the complex exhibits regiospecific oxidation of the C-pyrrole. In contrast, coordination by Zn(II) to 1 produces Zn(1)(2) (8), a 4-coordinate tetrahedral complex. The influence of these binding geometries on Cu-mediated double-strand (ds) DNA cleavage by 1 is discussed.

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Year:  2003        PMID： 12529118     DOI： 10.1021/ol027165s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 in total

1.  Disruption of the copper efflux pump (CopA) of Serratia marcescens ATCC 274 pleiotropically affects copper sensitivity and production of the tripyrrole secondary metabolite, prodigiosin.

Authors:  N R Williamson; H T Simonsen; A K P Harris; F J Leeper; George P C Salmond
Journal:  J Ind Microbiol Biotechnol       Date:  2005-09-27       Impact factor: 3.346

2.  Prodigiosin inhibits Wnt/β-catenin signaling and exerts anticancer activity in breast cancer cells.

Authors:  Zhongyuan Wang; Bo Li; Liang Zhou; Shubin Yu; Zijie Su; Jiaxing Song; Qi Sun; Ou Sha; Xiaomei Wang; Wenqi Jiang; Karl Willert; Lei Wei; Dennis A Carson; Desheng Lu
Journal:  Proc Natl Acad Sci U S A       Date:  2016-10-31       Impact factor: 11.205

3.  Selective DNA strand scission with binuclear copper complexes: implications for an active Cu2-O2 species.

Authors:  Sunita Thyagarajan; Narasimha N Murthy; Amy A Narducci Sarjeant; Kenneth D Karlin; Steve E Rokita
Journal:  J Am Chem Soc       Date:  2006-05-31       Impact factor: 15.419

4.  Synthesis, Anticancer Potential and Comprehensive Toxicity Studies of Novel Brominated Derivatives of Bacterial Biopigment Prodigiosin from Serratia marcescens ATCC 27117.

Authors:  Jelena Lazic; Sanja Skaro Bogojevic; Sandra Vojnovic; Ivana Aleksic; Dusan Milivojevic; Martin Kretzschmar; Tanja Gulder; Milos Petkovic; Jasmina Nikodinovic-Runic
Journal:  Molecules       Date:  2022-06-09       Impact factor: 4.927

Review 5.  Structure, Chemical Synthesis, and Biosynthesis of Prodiginine Natural Products.

Authors:  Dennis X Hu; David M Withall; Gregory L Challis; Regan J Thomson
Journal:  Chem Rev       Date:  2016-06-17       Impact factor: 60.622

6.  A step-wise synthetic approach is necessary to access γ-conjugates of folate: folate-conjugated prodigiosenes.

Authors:  Carlotta Figliola; Estelle Marchal; Brandon R Groves; Alison Thompson
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 4.036

7.  Investigating Alkylated Prodigiosenes and Their Cu(II)-Dependent Biological Activity: Interactions with DNA, Antimicrobial and Photoinduced Anticancer Activity.

Authors:  Sebastian Doniz Kettenmann; Matthew White; Julien Colard-Thomas; Matilda Kraft; Andrea T Feßler; Karin Danz; Gerhard Wieland; Sylvia Wagner; Stefan Schwarz; Arno Wiehe; Nora Kulak
Journal:  ChemMedChem       Date:  2021-12-22       Impact factor: 3.540

Review 8.  Prodigiosin: a promising biomolecule with many potential biomedical applications.

Authors:  German A Islan; Boris Rodenak-Kladniew; Nehuen Noacco; Nelson Duran; Guillermo R Castro
Journal:  Bioengineered       Date:  2022-06       Impact factor: 6.832

9.  Prodigiosin analogue designed for metal coordination: stable zinc and copper pyrrolyldipyrrins.

Authors:  Tsuhen M Chang; Sanhita Sinharay; Andrei V Astashkin; Elisa Tomat
Journal:  Inorg Chem       Date:  2014-07-10       Impact factor: 5.165

10.  Serratia Secondary Metabolite Prodigiosin Inhibits Pseudomonas aeruginosa Biofilm Development by Producing Reactive Oxygen Species that Damage Biological Molecules.

Authors:  Önder Kimyon; Theerthankar Das; Amaye I Ibugo; Samuel K Kutty; Kitty K Ho; Jan Tebben; Naresh Kumar; Mike Manefield
Journal:  Front Microbiol       Date:  2016-06-27       Impact factor: 5.640
  10 in total

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