The design and synthesis of an antibacterial phenothiazine–siderophore conjugate

Abed Tarapdar, James K. S. Norris, Oliver Sampson, Galina Mukamolova and James T. Hodgkinson
Beilstein J. Org. Chem. 2018, 14, 2646–2650. https://doi.org/10.3762/bjoc.14.242

Supporting Information

Supporting Information File 1: Full experiential protocols, characterisation of compounds including 1H and 13C NMR spectra, and biological evaluation of compound 4.
Format: PDF Size: 948.4 KB Download

Cite the Following Article

The design and synthesis of an antibacterial phenothiazine–siderophore conjugate
Abed Tarapdar, James K. S. Norris, Oliver Sampson, Galina Mukamolova and James T. Hodgkinson
Beilstein J. Org. Chem. 2018, 14, 2646–2650. https://doi.org/10.3762/bjoc.14.242

How to Cite

Tarapdar, A.; Norris, J. K. S.; Sampson, O.; Mukamolova, G.; Hodgkinson, J. T. Beilstein J. Org. Chem. 2018, 14, 2646–2650. doi:10.3762/bjoc.14.242

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 265.7 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Jeleń, M.; Ying, P. T. C.; Hao, Y. J.; Balachandran, A.; Anamalay, K.; Morak-Młodawska, B.; Gaurav, A.; Lavilla, C. A.; Uy, M. M.; Billacura, M. P.; Okechukwu, P. N. In vitro study of antioxidant, antigylycation, sugar hydrolysis enzyme inhibitory effect and molecular in silico docking study of angularly condensed diquinothiazines. Journal of Molecular Structure 2024, 1296, 136856. doi:10.1016/j.molstruc.2023.136856
  • Bains, D.; Singh, G.; Kaur, N.; Singh, N. Functionalized Imidazolium/Benzimidazolium-Derived Ionic Liquid-Based Materials for Biomedical Applications. Biomedical Materials for Multi-functional Applications; Springer Nature Singapore, 2023; pp 85–117. doi:10.1007/978-981-99-6286-0_5
  • Kumar, G.; Adhikrao, P. A. Targeting Mycobacterium tuberculosis iron-scavenging tools: a recent update on siderophores inhibitors. RSC medicinal chemistry 2023, 14, 1885–1913. doi:10.1039/d3md00201b
  • González-González, A.; Vázquez, C.; Encalada, R.; Saavedra, E.; Vázquez-Jiménez, L. K.; Ortiz-Pérez, E.; Bolognesi, M. L.; Rivera, G. Phenothiazine-based virtual screening, molecular docking, and molecular dynamics of new trypanothione reductase inhibitors of Trypanosoma cruzi. Molecular informatics 2023, 42, e2300069. doi:10.1002/minf.202300069
  • Yu, Q.; Cai, Q.; Liang, W.; Zhong, K.; Liu, J.; Li, H.; Chen, Y.; Li, H.; Fang, S.; Zhong, R.; Liu, S.; Lin, S. Design of phenothiazine-based cationic amphiphilic derivatives incorporating arginine residues: Potential membrane-active broad-spectrum antimicrobials combating pathogenic bacteria in vitro and in vivo. European journal of medicinal chemistry 2023, 260, 115733. doi:10.1016/j.ejmech.2023.115733
  • Rayner, B.; Verderosa, A. D.; Ferro, V.; Blaskovich, M. A. T. Siderophore conjugates to combat antibiotic-resistant bacteria. RSC medicinal chemistry 2023, 14, 800–822. doi:10.1039/d2md00465h
  • Chernyshov, V. V.; Kuzovlev, A.; Cherepanova, N.; Kasatkina, M.; Ivanov, R. Siderophore‑antibiotic conjugates: structural diversity and antibacterial activity. Clinical Microbiology and Antimicrobial Chemotherapy 2022, 24, 314–344. doi:10.36488/cmac.2022.4.314-344
  • Chen, P.; Wang, S.; Cao, C.; Ye, W.; Wang, M.; Zhou, C.; Chen, W.; Zhang, X.; Zhang, K.; Zhou, W. α-naphthoflavone-derived cytochrome P450 (CYP)1B1 degraders specific for sensitizing CYP1B1-mediated drug resistance to prostate cancer DU145: Structure activity relationship. Bioorganic chemistry 2021, 116, 105295. doi:10.1016/j.bioorg.2021.105295
  • Fan, D.; Fang, Q. Siderophores for medical applications: Imaging, sensors, and therapeutics. International journal of pharmaceutics 2021, 597, 120306. doi:10.1016/j.ijpharm.2021.120306
  • Singh, P.; Khan, A.; Kumar, R.; Kumar, R.; Singh, V. K.; Srivastava, A. Recent developments in siderotyping: procedure and application. World journal of microbiology & biotechnology 2020, 36, 1–15. doi:10.1007/s11274-020-02955-7
  • Venkatesan, K.; Satyanarayana, V. S. V.; Sivakumar, A.; Ramamurthy, C. H.; Thirunavukkarusu, C. Synthesis, spectral characterization and antitumor activity of phenothiazine derivatives. Journal of Heterocyclic Chemistry 2020, 57, 2722–2728. doi:10.1002/jhet.3980
  • Negash, K. H.; Norris, J. K. S.; Hodgkinson, J. T. Siderophore-antibiotic conjugate design: New drugs for bad bugs?. Molecules (Basel, Switzerland) 2019, 24, 3314. doi:10.3390/molecules24183314
  • Ahuja, M.; Majee, D.; Sharma, P.; Kumar, A.; Mobin, M.; Samanta, S. Metal‐Free Based Domino Approach to Pyrano‐Fused‐Pyrido[3,2,1‐jk]carbazolones: Antibacterial and Molecular Docking Studies. ChemistrySelect 2019, 4, 9096–9101. doi:10.1002/slct.201902149
Other Beilstein-Institut Open Science Activities