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Hydrogen Peroxide Inducible DNA Cross-Linking Agents: Targeted Anticancer Prodrugs
Open accessAbstract
The major concern for anticancer chemotherapeutic agents is the host toxicity. The development of anticancer prodrugs targeting the unique biochemical alterations in cancer cells is an attractive approach to achieve therapeutic activity and selectivity. We designed and synthesized a new type of nitrogen mustard prodrug that can be activated by high level of reactive oxygen species (ROS) found in cancer cells to release the active chemotherapy agent. The activation mechanism was determined by NMR analysis. The activity and selectivity of these prodrugs toward ROS was determined by measuring DNA interstrand cross-links and/or DNA alkylations. These compounds showed 60-90% inhibition toward various cancer cells, while normal lymphocytes were not affected. To the best of our knowledge, this is the first example of H(2)O(2)-activated anticancer prodrugs.
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Cites
Molecular imaging of hydrogen peroxide produced for cell signaling
Miller, E. W., Tulyathan, O., Isacoff, E. Y., & Chang, C. J. (2007) · Nature Chemical Biology · doi:10.1038/nchembio871 · Cited by 450
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Gao, M., Yu, F., Lv, C., Choo, J., & Chen, L. (2017) · Chemical Society Reviews · doi:10.1039/c6cs00908e · Cited by 827
Phototherapy in cancer treatment: strategies and challenges
Cai, Y., Chai, T., Nguyen, W., Liu, J., Xiao, E., Ran, X., Ran, Y., Du, D., Chen, W., & Chen, X. (2025) · Signal Transduction and Targeted Therapy · doi:10.1038/s41392-025-02140-y · Cited by 453
Self‐Immolative Spacers: Kinetic Aspects, Structure–Property Relationships, and Applications
Alouane, A., Labruère, R., Le Saux, T., Schmidt, F., & Jullien, L. (2015) · Angewandte Chemie International Edition · doi:10.1002/anie.201500088 · Cited by 379
Song, X., Xu, J., Liang, C., Chao, Y., Jin, Q., Wang, C., Chen, M., & Liu, Z. (2018) · Nano Letters · doi:10.1021/acs.nanolett.8b02720 · Cited by 298
Metadata
- Authors
- Kuang, Y., Balakrishnan, K., Gandhi, V., & Peng, X.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-11-10
- Volume
- 133
- Issue
- 48
- Pages
- 19278-19281
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1968142217
- Cited by
- 311
- References
- 1
- FWCI
- 12.43
- Type
- journal article
- Language
- en
- Open access
- green
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- Kuang, Y., Balakrishnan, K., Gandhi, V., & Peng, X. (2011). Hydrogen Peroxide Inducible DNA Cross-Linking Agents: Targeted Anticancer Prodrugs. Journal of the American Chemical Society. https://doi.org/10.1021/ja2073824
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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