Literature DB >> 29126738

Biphenylthiazole antibiotics with an oxadiazole linker: An approach to improve physicochemical properties and oral bioavailability.

Mohamed Hagras1, Youssef A Hegazy2, Amr H Elkabbany1, Haroon Mohammad2, Adel Ghiaty1, Tamer M Abdelghany3, Mohamed N Seleem4, Abdelrahman S Mayhoub5.   

Abstract

A new series of oxadiazolylbiphenylthiazoles was prepared with the objective of improving the limited solubility of first-generation derivatives while maintaining antibacterial activity against drug-resistant Staphylococcus aureus. Studying the structure-activity relationship at the cationic part provided the piperazine-1-carboximidamide derivative 27 with a MIC (MRSA) value of 1.1 μg/mL, bactericidal mode of action, and a 50-fold improvement in aqueous solubility. Additionally, 27 exhibited a wider safety margin against mammalian cells, and most importantly, a significant improvement in oral bioavailability.
Copyright © 2017 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Antibiotic drug resistance; Caenorhabditis elegans; MRSA; Methicillin-resistant Staphylococcus aureus; Pharmacokinetics

Mesh：

Substances：

Year:  2017        PMID： 29126738      PMCID： PMC5736435          DOI： 10.1016/j.ejmech.2017.10.048

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN： 0223-5234            Impact factor:   6.514


  15 in total

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Journal:  Antimicrob Agents Chemother       Date:  2010-12-13       Impact factor: 5.191

Review 6.  Vancomycin-resistant Staphylococcus aureus: a new model of antibiotic resistance.

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Journal:  Lancet Infect Dis       Date:  2001-10       Impact factor: 25.071

7.  Investigating the Antibacterial Activity of Biphenylthiazoles against Methicillin- and Vancomycin-Resistant Staphylococcus aureus (MRSA and VRSA).

Authors:  Mohamed Hagras; Haroon Mohammad; Mohamed S Mandour; Youssef A Hegazy; Adel Ghiaty; Mohamed N Seleem; Abdelrahman S Mayhoub
Journal:  J Med Chem       Date:  2017-05-01       Impact factor: 7.446

8.  Second-Generation Phenylthiazole Antibiotics with Enhanced Pharmacokinetic Properties.

Authors:  Mohammed A Seleem; Ahmed M Disouky; Haroon Mohammad; Tamer M Abdelghany; Ahmed S Mancy; Sammar A Bayoumi; Ahmed Elshafeey; Ahmed El-Morsy; Mohamed N Seleem; Abdelrahman S Mayhoub
Journal:  J Med Chem       Date:  2016-05-17       Impact factor: 7.446

9.  Antibacterial Characterization of Novel Synthetic Thiazole Compounds against Methicillin-Resistant Staphylococcus pseudintermedius.

Authors:  Haroon Mohammad; P V Narasimha Reddy; Dennis Monteleone; Abdelrahman S Mayhoub; Mark Cushman; G Kenitra Hammac; Mohamed N Seleem
Journal:  PLoS One       Date:  2015-06-18       Impact factor: 3.240

10.  Antibacterial Evaluation of Synthetic Thiazole Compounds In Vitro and In Vivo in a Methicillin-Resistant Staphylococcus aureus (MRSA) Skin Infection Mouse Model.

Authors:  Haroon Mohammad; Mark Cushman; Mohamed N Seleem
Journal:  PLoS One       Date:  2015-11-04       Impact factor: 3.240
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  5 in total

1.  Arylthiazole antibiotics targeting intracellular methicillin-resistant Staphylococcus aureus (MRSA) that interfere with bacterial cell wall synthesis.

Authors:  Islam Eid; Mohamed M Elsebaei; Haroon Mohammad; Mohamed Hagras; Christine E Peters; Youssef A Hegazy; Bruce Cooper; Joe Pogliano; Kit Pogliano; Hamada S Abulkhair; Mohamed N Seleem; Abdelrahman S Mayhoub
Journal:  Eur J Med Chem       Date:  2017-08-18       Impact factor: 6.514

2.  Evaluation of bisphenylthiazoles as a promising class for combating multidrug-resistant fungal infections.

Authors:  Mohamed Hagras; Nader S Abutaleb; Ahmed M Sayed; Ehab A Salama; Mohamed N Seleem; Abdelrahman S Mayhoub
Journal:  PLoS One       Date:  2021-11-04       Impact factor: 3.240

Review 3.  Peptidoglycan pathways: there are still more!

Authors:  Ahmed M Helal; Ahmed M Sayed; Mariam Omara; Mohamed M Elsebaei; Abdelrahman S Mayhoub
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4.  tert-Butylphenylthiazoles with an oxadiazole linker: a novel orally bioavailable class of antibiotics exhibiting antibiofilm activity.

Authors:  Ahmed Kotb; Nader S Abutaleb; Mohamed Hagras; Ashraf Bayoumi; Mahmoud M Moustafa; Adel Ghiaty; Mohamed N Seleem; Abdelrahman S Mayhoub
Journal:  RSC Adv       Date:  2019-02-26       Impact factor: 4.036

Review 5.  Antimicrobial Activity of 1,3,4-Oxadiazole Derivatives.

Authors:  Teresa Glomb; Piotr Świątek
Journal:  Int J Mol Sci       Date:  2021-06-29       Impact factor: 5.923
  5 in total

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