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The Trypanocidal Activity of Naphthoquinones: A Review
Open accessAbstract
Naphthoquinones are compounds present in several families of higher plants. Their molecular structures confer redox properties, and they are involved in multiple biological oxidative processes. In folk medicine, especially among Indian populations, plants containing naphthoquinones have been employed for the treatment of various diseases. The biological redox cycle of quinones can be initiated by one electron reduction leading to the formation of semiquinones, unstable intermediates that react rapidly with molecular oxygen, generating free radicals. Alternatively, the reduction by two electrons, mediated by DT-diphorase, leads to the formation of hydroquinone. Lapachol, α-lapachone and β-lapachone, which are isolated from the heartwood of trees of the Bignoniaceae family, are examples of bioactive naphthoquinones. In this review, we will discuss studies investigating the activity of these natural products and their derivatives in the context of the search for alternative drugs for Chagas disease, caused by Trypanosoma cruzi, a neglected illness that is endemic in Latin America.
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Cites
Natural products as sources of new drugs over the last 25 years
Newman, D. J., & Cragg, G. M. (2007) · Journal of Natural Products · doi:10.1021/np068054v · Cited by 5,517
Role of Quinones in Toxicology
Bolton, J. L., Trush, M. A., Penning, T. M., Dryhurst, G., & Monks, T. J. (2000) · Chemical Research in Toxicology · doi:10.1021/tx9902082 · Cited by 1,703
The influence of natural products upon drug discovery (Antiquity to late 1999)
Newman, D. J., Cragg, G. M., & Snader, K. M. (2000) · Natural Product Reports · doi:10.1039/a902202c · Cited by 1,293
NAD(P)H:Quinone Oxidoreductase Activity Is the Principal Determinant of β-Lapachone Cytotoxicity
Pink, J. J., Planchon, S. M., Tagliarino, C., Varnes, M. E., Siegel, D., & Boothman, D. A. (2000) · Journal of Biological Chemistry · doi:10.1074/jbc.275.8.5416 · Cited by 376
Cited by
Microbial Pigments in the Food Industry—Challenges and the Way Forward
Sen, T., Barrow, C. J., & Deshmukh, S. K. (2019) · Frontiers in Nutrition · doi:10.3389/fnut.2019.00007 · Cited by 367
The Chemical Biology of Naphthoquinones and Its Environmental Implications
Kumagai, Y., Shinkai, Y., Miura, T., & Cho, A. K. (2012) · Annual Review of Pharmacology and Toxicology · doi:10.1146/annurev-pharmtox-010611-134517 · Cited by 332
Metadata
- Authors
- Ventura Pinto, A., & Lisboa de Castro, S.
- Venue
- Molecules
- Publisher
- MDPI AG
- Published
- 2009-11-10
- Volume
- 14
- Issue
- 11
- Pages
- 4570-4590
- ISSN
- 1420-3049 (ISSN-L)
- OpenAlex
- W2095699993
- Cited by
- 219
- References
- 4
- FWCI
- 18.58
- Type
- journal article
- Language
- en
- Open access
- gold
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