Acyloxybenzyl and alkoxyalkyl prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents
- Author
- Charlotte Courtens, Martijn Risseeuw (UGent) , Guy Caljon, Paul Cos and Serge Van Calenbergh (UGent)
- Organization
- Abstract
- Two classes of prodrugs of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. To this end, a novel efficient synthesis route was developed involving a cross metathesis reaction as a key step. Alkoxyalkyl prodrugs show decent antimalarial activities, but acyloxybenzyl prodrugs proved to be the most interesting and show enhanced antimalarial and antitubercular activity. The most active antimalarial analogues show low nanomolar IC50 values.
- Keywords
- Fosmidomycin, prodrugs, nonmevalonate pathway, isoprenoid biosynthesis, malaria, tuberculosis, METHYLERYTHRITOL PHOSPHATE-PATHWAY, PLASMODIUM-FALCIPARUM MALARIA, 1-DEOXY-D-XYLULOSE-5-PHOSPHATE REDUCTOISOMERASE, ESCHERICHIA-COLI, MEP PATHWAY, RESISTANCE, ANALOGS, INHIBITION, FR900098, PHARMACOKINETICS
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8584575
- MLA
- Courtens, Charlotte, et al. “Acyloxybenzyl and Alkoxyalkyl Prodrugs of a Fosmidomycin Surrogate as Antimalarial and Antitubercular Agents.” ACS MEDICINAL CHEMISTRY LETTERS, vol. 9, no. 10, 2018, pp. 986–89, doi:10.1021/acsmedchemlett.8b00223.
- APA
- Courtens, C., Risseeuw, M., Caljon, G., Cos, P., & Van Calenbergh, S. (2018). Acyloxybenzyl and alkoxyalkyl prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents. ACS MEDICINAL CHEMISTRY LETTERS, 9(10), 986–989. https://doi.org/10.1021/acsmedchemlett.8b00223
- Chicago author-date
- Courtens, Charlotte, Martijn Risseeuw, Guy Caljon, Paul Cos, and Serge Van Calenbergh. 2018. “Acyloxybenzyl and Alkoxyalkyl Prodrugs of a Fosmidomycin Surrogate as Antimalarial and Antitubercular Agents.” ACS MEDICINAL CHEMISTRY LETTERS 9 (10): 986–89. https://doi.org/10.1021/acsmedchemlett.8b00223.
- Chicago author-date (all authors)
- Courtens, Charlotte, Martijn Risseeuw, Guy Caljon, Paul Cos, and Serge Van Calenbergh. 2018. “Acyloxybenzyl and Alkoxyalkyl Prodrugs of a Fosmidomycin Surrogate as Antimalarial and Antitubercular Agents.” ACS MEDICINAL CHEMISTRY LETTERS 9 (10): 986–989. doi:10.1021/acsmedchemlett.8b00223.
- Vancouver
- 1.Courtens C, Risseeuw M, Caljon G, Cos P, Van Calenbergh S. Acyloxybenzyl and alkoxyalkyl prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents. ACS MEDICINAL CHEMISTRY LETTERS. 2018;9(10):986–9.
- IEEE
- [1]C. Courtens, M. Risseeuw, G. Caljon, P. Cos, and S. Van Calenbergh, “Acyloxybenzyl and alkoxyalkyl prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents,” ACS MEDICINAL CHEMISTRY LETTERS, vol. 9, no. 10, pp. 986–989, 2018.
@article{8584575, abstract = {{Two classes of prodrugs of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. To this end, a novel efficient synthesis route was developed involving a cross metathesis reaction as a key step. Alkoxyalkyl prodrugs show decent antimalarial activities, but acyloxybenzyl prodrugs proved to be the most interesting and show enhanced antimalarial and antitubercular activity. The most active antimalarial analogues show low nanomolar IC50 values.}}, author = {{Courtens, Charlotte and Risseeuw, Martijn and Caljon, Guy and Cos, Paul and Van Calenbergh, Serge}}, issn = {{1948-5875}}, journal = {{ACS MEDICINAL CHEMISTRY LETTERS}}, keywords = {{Fosmidomycin,prodrugs,nonmevalonate pathway,isoprenoid biosynthesis,malaria,tuberculosis,METHYLERYTHRITOL PHOSPHATE-PATHWAY,PLASMODIUM-FALCIPARUM MALARIA,1-DEOXY-D-XYLULOSE-5-PHOSPHATE REDUCTOISOMERASE,ESCHERICHIA-COLI,MEP PATHWAY,RESISTANCE,ANALOGS,INHIBITION,FR900098,PHARMACOKINETICS}}, language = {{eng}}, number = {{10}}, pages = {{986--989}}, title = {{Acyloxybenzyl and alkoxyalkyl prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents}}, url = {{http://doi.org/10.1021/acsmedchemlett.8b00223}}, volume = {{9}}, year = {{2018}}, }
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