New antimalarial and cytotoxic 4-nerolidylcatechol derivatives
4-Nerolidylcatechol (1) was isolated from cultivated Pothomorphe peltata root on a multigram scale using straight-forward solvent extraction-column chromatography. New semi-synthetic derivatives of 1 were prepared and tested in vitro against multidrug-resistant Plasmodium falciparum K1 strain. Mono-...
| Autor principal: | Pinto, Ana Cristina da Silva |
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| Outros Autores: | Silva, Luis Francisco Rocha, Coelho Cavalcanti, Bruno, Melo, Márcia R.S., Chaves, Francisco Célio Maia, Costa-Lotufo, Leticia Veras, Moraes, Manœl Odorico de, Andrade Neto, Valter Ferreira de, Tadei, Wanderli Pedro, Pessoa, Cláudia do Ó., Vieira, Pedro Paulo Ribeiro, Pohlit, Adrian Martin |
| Grau: | Artigo |
| Idioma: | English |
| Publicado em: |
European Journal of Medicinal Chemistry
2020
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| Acesso em linha: |
https://repositorio.inpa.gov.br/handle/1/18433 |
| Resumo: |
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4-Nerolidylcatechol (1) was isolated from cultivated Pothomorphe peltata root on a multigram scale using straight-forward solvent extraction-column chromatography. New semi-synthetic derivatives of 1 were prepared and tested in vitro against multidrug-resistant Plasmodium falciparum K1 strain. Mono-O-methyl, mono-O-benzyl, O,O-dibenzyl and O,O-dibenzoyl derivatives 2-8 exhibited IC50 in the 0.67-22.52 μM range. Mono-O-methyl ethers 6 and 7 inhibited the in vitro growth of human tumor cell lines HCT-8 (colon carcinoma), SF-295 (central nervous system), LH-60 (human myeloblastic leukemia) and MDA/MB-435 (melanoma). In general, derivatives 2-8 are more stable to light, air and pH at ambient temperatures than their labile, natural precursor 1. These derivatives provide leads for the development of a novel class of antimalarial drugs with enhanced chemical and pharmacological properties. © 2008 Elsevier Masson SAS. All rights reserved. |