The DOI matches its Crossref record; 3 of the 3 references it cites were found in a registry or an index.
Design, Synthesis, and Study of a Mycobactin−Artemisinin Conjugate That Has Selective and Potent Activity against Tuberculosis and Malaria
Open accessAbstract
Although the antimalarial agent artemisinin itself is not active against tuberculosis, conjugation to a mycobacterial-specific siderophore (microbial iron chelator) analogue induces significant and selective antituberculosis activity, including activity against multi- and extensively drug-resistant strains of Mycobacterium tuberculosis. The conjugate also retains potent antimalarial activity. Physicochemical and whole-cell studies indicated that ferric-to-ferrous reduction of the iron complex of the conjugate initiates the expected bactericidal Fenton-type radical chemistry on the artemisinin component. Thus, this "Trojan horse" approach demonstrates that new pathogen-selective therapeutic agents in which the iron component of the delivery vehicle also participates in triggering the antibiotic activity can be generated. The result is that one appropriate conjugate has potent and selective activity against two of the most deadly diseases in the world.
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Cites
Production of the antimalarial drug precursor artemisinic acid in engineered yeast
Ro, D.-K., Paradise, E. M., Ouellet, M., Fisher, K. J., Newman, K. L., Ndungu, J. M., Ho, K. A., Eachus, R. A., Ham, T. S., Kirby, J., et al. (2006) · Nature · doi:10.1038/nature04640 · Cited by 2,805
Siderophore-Based Iron Acquisition and Pathogen Control
Miethke, M., & Marahiel, M. A. (2007) · Microbiology and Molecular Biology Reviews · doi:10.1128/mmbr.00012-07 · Cited by 1,774
Chemistry and biology of siderophores
Hider, R. C., & Kong, X. (2010) · Natural Product Reports · doi:10.1039/b906679a · Cited by 1,722
Cited by
Microbial siderophores: a mini review
Saha, R., Saha, N., Donofrio, R. S., & Bestervelt, L. L. (2013) · Journal of Basic Microbiology · doi:10.1002/jobm.201100552 · Cited by 440
Inhibitors of Mycobacterium tuberculosis DosRST signaling and persistence
Zheng, H., Colvin, C. J., Johnson, B. K., Kirchhoff, P. D., Wilson, M., Jorgensen-Muga, K., Larsen, S. D., & Abramovitch, R. B. (2017) · Nature Chemical Biology · doi:10.1038/nchembio.2259 · Cited by 169
Adaptation-Based Resistance to Siderophore-Conjugated Antibacterial Agents by Pseudomonas aeruginosa
Tomaras, A. P., Crandon, J. L., McPherson, C. J., Banevicius, M. A., Finegan, S. M., Irvine, R. L., Brown, M. F., O'Donnell, J. P., & Nicolau, D. P. (2013) · Antimicrobial Agents and Chemotherapy · doi:10.1128/aac.00629-13 · Cited by 110
Insights on How the Mycobacterium Tuberculosis Heme Uptake Pathway can Be Used as a Drug Target
Owens, C. P., Chim, N., & Goulding, C. W. (2013) · Future Medicinal Chemistry · doi:10.4155/fmc.13.109 · Cited by 50
Base excision repair pathways of bacteria: New promise for an old problem
Kurthkoti, K., Kumar, P., Sang, P. B., & Varshney, U. (2020) · Future Medicinal Chemistry · doi:10.4155/fmc-2019-0267 · Cited by 12
Metadata
- Authors
- Miller, M. J., Walz, A. J., Zhu, H., Wu, C., Moraski, G., Möllmann, U., Tristani, E. M., Crumbliss, A. L., Ferdig, M. T., Checkley, L., Edwards, R. L., & Boshoff, H. I.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-01-28
- Volume
- 133
- Issue
- 7
- Pages
- 2076-2079
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1998644752
- Cited by
- 169
- References
- 3
- FWCI
- 7.01
- Type
- journal article
- Language
- en
- Open access
- green
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