Synthesis and biological evaluation against Leishmania amazonensis of a series of alkyl-substituted benzophenones
| Autor: | Marcos José Marques, Éderson D’Martin Costa, Antonio C. Doriguetto, Letícia de Almeida, Marcelo Henrique dos Santos, Danielle Ferreira Dias, Claudia Mara Maciel-Rezende, Karina Ferreira Alves, Cláudio Viegas Junior, Francieli Ribeiro Pires |
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| Rok vydání: | 2013 |
| Předmět: |
Cell Membrane Permeability
Cell Survival Stereochemistry Leishmania mexicana Clinical Biochemistry Pharmaceutical Science Benzophenone derivatives Biochemistry Benzophenones Mice Structure-Activity Relationship chemistry.chemical_compound Prenylation Amphotericin B Drug Discovery Benzophenone Animals Leishmaniasis Molecular Biology Cells Cultured Alkyl Medicine(all) chemistry.chemical_classification Life Cycle Stages biology Organic Chemistry Biological activity biology.organism_classification Trypanocidal Agents Membrane chemistry Toxicity Lipophilicity Macrophages Peritoneal Molecular Medicine Protozoa Leishmania amazonensis |
| Zdroj: | Bioorganic & Medicinal Chemistry. 21:3114-3119 |
| ISSN: | 0968-0896 |
| Popis: | Nine O -alkyl and O- prenyl derivatives were synthesized from commercial 2,4-dihydroxybenzophenone, 4,e4,4′-dihydroxybenzophenone and were evaluated for their leishmanicidal activity against promastigote forms of Leishmania amazonensis , as well their toxicity in murine macrophages. All derivatives exhibited better biological activity than their hydroxylated benzophenones precursors, and new compound LFQM - 123 ( 3c ) was 250-fold more active than its precursor 4,4′-dihydroxybenzophenone ( 3 ). Moreover, some of the results were comparable to the standard drug Amphotericin B, suggesting that the increase in lipophilicity could facilitate protozoa membrane permeation. In this study we confirmed that benzophenone derivatives exhibit leishmanicidal properties, with relatively low toxicity, and thus could be exploited as promise prototypes for the design and development of new drug for the treatment of leishmaniasis. |
| Databáze: | OpenAIRE |
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