RESUMO
Betulinic acid and analogous naturally occurring triterpenoid acids were transformed into the corresponding propargyl esters and subsequently deployed as substrates for a click chemistry-mediated coupling with azidothymidine (AZT) en route to novel 1,2,3-triazole-tethered triterpenoid-AZT conjugates. Twelve new hybrids were thus prepared and assessed in terms of their cytotoxic activity, revealing an interesting anticancer activity of five triterpenoid-AZT hybrids on KB and Hep-G2 tumor cell lines.
Assuntos
Citotoxinas/síntese química , Extratos Vegetais/síntese química , Triazóis/síntese química , Triterpenos/síntese química , Zidovudina/síntese química , Araliaceae , Citotoxinas/farmacologia , Avaliação Pré-Clínica de Medicamentos/métodos , Eleutherococcus , Ésteres , Células Hep G2 , Humanos , Extratos Vegetais/farmacologia , Triazóis/farmacologia , Triterpenos/farmacologia , Zidovudina/farmacologiaRESUMO
In this Letter, the synthesis and the evaluation of the cytotoxicity of new hemiasterlin analogues were reported. The indole moiety was replaced respectively by benzofurane, naphthalene and 4-bromobenzene groups. Most of these derivatives possess strong cytotoxic activity on two human tumour cell lines (KB and Hep-G2), and some analogues showed comparable cytotoxic activity to that observed for paclitaxel and ellipticine, against KB and Hep-G2 cancer cell lines.
