Abstract |
In continuing our screening program of naphthoquinone activity against Trypanosoma cruzi, the aetiological agent of Chagas' disease, new beta-lapachone-based 1,2,3-triazoles, 3-arylamino-nor-beta-lapachones, 3-alkoxy-nor-beta-lapachones and imidazole anthraquinones were synthesised and evaluated against bloodstream trypomastigote forms of the parasite. Compounds 2,2-dimethyl-3-(2,4-dibromophenylamino)-2,3-dihydro-naphtho[1,2-b] furan-4,5-dione, IC(50)/24h 24.9+/-7.4 and 4-azido-3-bromo-2,2-dimethyl-3,4-dihydro-2H-benzo[h] chromene-5,6-dione with 23.4+/-3.8 microM showed a trypanosomicidal activity higher than benznidazole. These results demonstrate the potential of naphthoquinone derivatives as novel structures for the development of alternative drugs for Chagas' disease.
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Authors | Eufrânio N da Silva Jr, Tiago T Guimarães, Rubem F S Menna-Barreto, Maria do Carmo F R Pinto, Carlos A de Simone, Claudia Pessoa, Bruno C Cavalcanti, José R Sabino, Carlos Kleber Z Andrade, Marilia O F Goulart, Solange L de Castro, Antônio V Pinto |
Journal | Bioorganic & medicinal chemistry
(Bioorg Med Chem)
Vol. 18
Issue 9
Pg. 3224-30
(May 01 2010)
ISSN: 1464-3391 [Electronic] England |
PMID | 20378360
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
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Copyright | (c) 2010 Elsevier Ltd. All rights reserved. |
Chemical References |
- Anthraquinones
- Antiparasitic Agents
- Imidazoles
- Naphthoquinones
- Quinones
- Triazoles
- beta-lapachone
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Topics |
- Animals
- Anthraquinones
(chemical synthesis, chemistry, pharmacology)
- Antiparasitic Agents
(chemical synthesis, chemistry, pharmacology)
- Crystallography, X-Ray
- Imidazoles
(chemical synthesis, chemistry, pharmacology)
- Mice
- Molecular Structure
- Naphthoquinones
(chemical synthesis, chemistry, pharmacology)
- Parasitic Sensitivity Tests
- Quinones
(chemical synthesis, chemistry, pharmacology)
- Triazoles
(chemical synthesis, chemistry, pharmacology)
- Trypanosoma cruzi
(drug effects)
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