Literature DB >> 33479610

Cyrene™ is a green alternative to DMSO as a solvent for antibacterial drug discovery against ESKAPE pathogens.

Jason E Camp1,2, Simbarashe B Nyamini1, Fraser J Scott3.   

Abstract

Dimethyl sulfoxide (DMSO) is currently employed across the biomedical field, from cryopreservation to in vitro assays, despite the fact that it has been shown to have an assortment of biologically relevant effects. The amphiphilic nature of DMSO along with its relatively low toxicity at dilute concentrations make it a challenging solvent to replace. A possible alternative is Cyrene™ (dihydrolevoglucosenone), an aprotic dipolar solvent that is derived from waste biomass. In addition to being a green solvent, Cyrene™ has comparable solvation properties and is reported to have low toxicity. Herein the abilities of the two solvents to solubilize drug compounds and to act as non-participatory vehicles in drug discovery for antibacterials are compared. It was demonstrate that the results of standardised antimicrobial susceptibility testing do not differ between drugs prepared from either Cyrene™ or DMSO stock. Moreover, in contrast to DMSO, Cyrene™ does not offer protection from ROS mediated killing of bacteria and may therefore be an improvement over DMSO as a vehicle in antimicrobial drug discovery. This journal is © The Royal Society of Chemistry 2020.

Entities:  

Year:  2019        PMID: 33479610      PMCID: PMC7522793          DOI: 10.1039/c9md00341j

Source DB:  PubMed          Journal:  RSC Med Chem        ISSN: 2632-8682


  31 in total

1.  A NOTE ON THE TOXICITY AND SOLVENT PROPERTIES OF DIMETHYL SULPHOXIDE.

Authors:  V K BROWN; J ROBINSON; D E STEVENSON
Journal:  J Pharm Pharmacol       Date:  1963-10       Impact factor: 3.765

2.  Comparison of dimethyl sulfoxide and water as solvents for echinocandin susceptibility testing by the EUCAST methodology.

Authors:  Ana Alastruey-Izquierdo; Alicia Gómez-López; Maiken C Arendrup; Cornelia Lass-Florl; William W Hope; David S Perlin; Juan L Rodriguez-Tudela; Manuel Cuenca-Estrella
Journal:  J Clin Microbiol       Date:  2012-04-25       Impact factor: 5.948

3.  Echinocandin susceptibility testing of Candida species: comparison of EUCAST EDef 7.1, CLSI M27-A3, Etest, disk diffusion, and agar dilution methods with RPMI and isosensitest media.

Authors:  Maiken Cavling Arendrup; Guillermo Garcia-Effron; Cornelia Lass-Flörl; Alicia Gomez Lopez; Juan-Luis Rodriguez-Tudela; Manuel Cuenca-Estrella; David S Perlin
Journal:  Antimicrob Agents Chemother       Date:  2009-11-02       Impact factor: 5.191

4.  Dimethyl Sulfoxide Protects Escherichia coli from Rapid Antimicrobial-Mediated Killing.

Authors:  Hongfei Mi; Dai Wang; Yunxin Xue; Zhi Zhang; Jianjun Niu; Yuzhi Hong; Karl Drlica; Xilin Zhao
Journal:  Antimicrob Agents Chemother       Date:  2016-07-22       Impact factor: 5.191

5.  Inhibition of quorum sensing in Chromobacterium violaceum by pigments extracted from Auricularia auricular.

Authors:  H Zhu; C-C He; Q-H Chu
Journal:  Lett Appl Microbiol       Date:  2011-03       Impact factor: 2.858

6.  Green and Sustainable Solvents in Chemical Processes.

Authors:  Coby J Clarke; Wei-Chien Tu; Oliver Levers; Andreas Bröhl; Jason P Hallett
Journal:  Chem Rev       Date:  2018-01-04       Impact factor: 60.622

7.  Compatibility of organic solvents with the Salmonella/microsome test.

Authors:  D Maron; J Katzenellenbogen; B N Ames
Journal:  Mutat Res       Date:  1981-04       Impact factor: 2.433

8.  Potential Use of Dimethyl Sulfoxide in Treatment of Infections Caused by Pseudomonas aeruginosa.

Authors:  Qiao Guo; Qiaolian Wu; Dangdang Bai; Yang Liu; Lin Chen; Sheng Jin; Yuting Wu; Kangmin Duan
Journal:  Antimicrob Agents Chemother       Date:  2016-11-21       Impact factor: 5.191

Review 9.  Bio-available Solvent Cyrene: Synthesis, Derivatization, and Applications.

Authors:  Jason E Camp
Journal:  ChemSusChem       Date:  2018-08-15       Impact factor: 8.928

10.  Cyrene as a bio-based solvent for HATU mediated amide coupling.

Authors:  Kirsty L Wilson; Jane Murray; Craig Jamieson; Allan J B Watson
Journal:  Org Biomol Chem       Date:  2018-04-25       Impact factor: 3.876

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  7 in total

1.  Creation of Cross-Linked Crystals With Intermolecular Disulfide Bonds Connecting Symmetry-Related Molecules Allows Retention of Tertiary Structure in Different Solvent Conditions.

Authors:  Takeshi Hiromoto; Teikichi Ikura; Eijiro Honjo; Michael Blaber; Ryota Kuroki; Taro Tamada
Journal:  Front Mol Biosci       Date:  2022-06-08

2.  Carbon substrate re-orders relative growth of a bacterium using Mo-, V-, or Fe-nitrogenase for nitrogen fixation.

Authors:  Katja E Luxem; Anne M L Kraepiel; Lichun Zhang; Jacob R Waldbauer; Xinning Zhang
Journal:  Environ Microbiol       Date:  2022-04       Impact factor: 5.476

3.  From Monographs to Chromatograms: The Antimicrobial Potential of Inula helenium L. (Elecampane) Naturalised in Ireland.

Authors:  Ciara-Ruth Kenny; Anna Stojakowska; Ambrose Furey; Brigid Lucey
Journal:  Molecules       Date:  2022-02-18       Impact factor: 4.411

4.  New Screening Protocol for Effective Green Solvents Selection of Benzamide, Salicylamide and Ethenzamide.

Authors:  Maciej Przybyłek; Anna Miernicka; Mateusz Nowak; Piotr Cysewski
Journal:  Molecules       Date:  2022-05-22       Impact factor: 4.927

5.  Search for the Active Ingredients from a 2-Aminothiazole DMSO Stock Solution with Antimalarial Activity.

Authors:  Henni-Karoliina Ropponen; Chantal D Bader; Eleonora Diamanti; Boris Illarionov; Matthias Rottmann; Markus Fischer; Matthias Witschel; Rolf Müller; Anna K H Hirsch
Journal:  ChemMedChem       Date:  2021-05-07       Impact factor: 3.466

Review 6.  Potential of Flow Cytometric Approaches for Rapid Microbial Detection and Characterization in the Food Industry-A Review.

Authors:  Elena Zand; Antje Froehling; Christoph Schoenher; Marija Zunabovic-Pichler; Oliver Schlueter; Henry Jaeger
Journal:  Foods       Date:  2021-12-15

7.  Lignin-Inspired Polymers with High Glass Transition Temperature and Solvent Resistance from 4-Hydroxybenzonitrile, Vanillonitrile, and Syringonitrile Methacrylates.

Authors:  Olivier Bonjour; Hannes Nederstedt; Monica V Arcos-Hernandez; Siim Laanesoo; Lauri Vares; Patric Jannasch
Journal:  ACS Sustain Chem Eng       Date:  2021-12-07       Impact factor: 8.198

  7 in total

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