Literature DB >> 29780759

Para-Substituted Functionalised Ferrocene Esters with Novel Antibacterial Properties.

Kevin Muñoz Forti1, Faviola Bernard2, Gustavo Santiago-Collazo2, Waldemar Garcia3, Jose L Vera4, Enrique Meléndez5, Edu B Suarez-Martinez6.   

Abstract

INTRODUCTION: Bacterial antibiotic resistance is on rise despite advances in the development of new antibiotics. In an attempt to circumvent resistance, scientists are shifting focus from modifying existent antibiotics to identifying new antibiotic compounds. AIM: To assess the potential antibiotic effects of functionalised ferrocenecarboxylates para-substituted on the phenoxy pendant group to form: 4-fluorophenyl, 4-chlorophenyl, 4-bromophenyl, 4-iodophenyl and 4-(H-pyrrol-1-yl)phenyl.
MATERIALS AND METHODS: For this, we employed the Kirby-Bauer disc diffusion method using a collection of nine bacterial species: Staphylococcus aureus, Escherichia coli, Micrococcus luteus, Pseudomonas aeruginosa, Serratia marcescens, Klebsiella pneumoniae, Bacillus subtilis, Proteus vulgaris and Enterobacter aerogenes.
RESULTS: The results show that all four-halogen substituted ferrocenecarboxylates 4-fluorophenyl (23.33 μM, 11.66 μM, 5.83 μM), 4-chlorophenyl (10.16 μM, 5.08 μM, 2.54 μM), 4-bromophenyl (9.0 μM, 4.5 μM, 2.25 μM), and 4-iodophenyl (17.12 μM, 8.56 μM, 4.28 μM) exhibited an antibacterial effect by reducing proliferation of Bacillus subtilis. Meanwhile, only 4-bromophenyl (9.0 μM) and 4-chlorophenyl (10.16 μM) ferrocenecarboxylates were able to decrease the growth of Micrococcus luteus.
CONCLUSION: Hence, functionalised ferrocenecarboxylates para-substituted with small and simple groups represent a novel class of bio-organometallic compounds with the potential to be used as antibacterial agents.

Entities:  

Keywords:  Antibacterial; Bio-organometallic compounds; Ferrocenecarbolylate; Phenoxy pendant

Year:  2018        PMID: 29780759      PMCID: PMC5958608          DOI: 10.7860/JCDR/2018/30149.11218

Source DB:  PubMed          Journal:  J Clin Diagn Res        ISSN: 0973-709X


  14 in total

Review 1.  Bioorganometallic chemistry of ferrocene.

Authors:  Dave R van Staveren; Nils Metzler-Nolte
Journal:  Chem Rev       Date:  2004-12       Impact factor: 60.622

Review 2.  Platforms for antibiotic discovery.

Authors:  Kim Lewis
Journal:  Nat Rev Drug Discov       Date:  2013-05       Impact factor: 84.694

3.  Synthesis and biological evaluation of novel ferrocene-naphthoquinones as antiplasmodial agents.

Authors:  Pedro M García-Barrantes; Guy V Lamoureux; Alice L Pérez; Rory N García-Sánchez; Antonio R Martínez; Arturo San Feliciano
Journal:  Eur J Med Chem       Date:  2013-10-12       Impact factor: 6.514

4.  Functionalized ferrocenes: The role of the para substituent on the phenoxy pendant group.

Authors:  José L Vera; Jorge Rullán; Natasha Santos; Jesús Jiménez; Joshua Rivera; Alberto Santana; Jon Briggs; Arnold L Rheingold; Jaime Matta; Enrique Meléndez
Journal:  J Organomet Chem       Date:  2014-01-01       Impact factor: 2.369

5.  Identification, library synthesis and anti-vibriosis activity of 2-benzyl-4-chlorophenol from cultures of the marine bacterium Shewanella halifaxensis.

Authors:  Sarah L Moore; Lucile Berthomier; Chriselle D Braganza; Joanna K MacKichan; Jason L Ryan; Gabriel Visnovsky; Robert A Keyzers
Journal:  Bioorg Med Chem Lett       Date:  2016-05-04       Impact factor: 2.823

6.  Analysis of the mechanism of action of potent antibacterial hetero-tri-organometallic compounds: a structurally new class of antibiotics.

Authors:  Michaela Wenzel; Malay Patra; Christoph Helmut Rudi Senges; Ingo Ott; Jennifer Janina Stepanek; Antonio Pinto; Pascal Prochnow; Cuong Vuong; Sina Langklotz; Nils Metzler-Nolte; Julia Elisabeth Bandow
Journal:  ACS Chem Biol       Date:  2013-04-26       Impact factor: 5.100

7.  Metallocenes as Target Specific Drugs for Cancer Treatment.

Authors:  Enrique Meléndez
Journal:  Inorganica Chim Acta       Date:  2012-06-21       Impact factor: 2.545

8.  Quinolone-resistant gyrase mutants demonstrate decreased susceptibility to triclosan.

Authors:  Mark A Webber; Michelle M C Buckner; Liam S Redgrave; Gyles Ifill; Lesley A Mitchenall; Carly Webb; Robyn Iddles; Anthony Maxwell; Laura J V Piddock
Journal:  J Antimicrob Chemother       Date:  2017-10-01       Impact factor: 5.790

9.  Antimicrobial Peptide Resistance Mechanisms of Gram-Positive Bacteria.

Authors:  Kathryn L Nawrocki; Emily K Crispell; Shonna M McBride
Journal:  Antibiotics (Basel)       Date:  2014-10-13

Review 10.  Ferroquine and its derivatives: new generation of antimalarial agents.

Authors:  Waseem A Wani; Ehtesham Jameel; Umair Baig; Syed Mumtazuddin; Lee Ting Hun
Journal:  Eur J Med Chem       Date:  2015-07-08       Impact factor: 6.514

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