Estudos antiplasmódicos, antimicobacterianos e citotoxicidade do ácido oleanólico e seu derivado da Syzygium aromaticum Linn (Myrtaceae)
Miniatura indisponível
Ficheiros
Data
2020
Título da revista
ISSN da revista
Título do Volume
Editora
Edições Universitárias Lusófonas
Resumo
A malária e a tuberculose são um risco de saúde mundial responsáveis por muitas mortes. Na procura de novos fármacos, o ácido oleanólico (OA) foi isolado a partir dos botões das flores de Syzygium aromaticum. O seu derivado, o ácido 3-O-Acetil-oleanólico (OAA) foi sintetizado a partir do produto isolado e as respectivas atividades biológicas comparadas. As atividades antiplasmódicas e antimicobaterianas do AO e do OAA foram estudadas contra o Plasmodium falciparum (sensível à cloroquina) NF54 e Mycobacterium tuberculosis H37Rv respetivamente. O OAA apresentou um IC50 de 4.3 µg/ml contra P. falciparum em comparação com o IC50 de 27.4 µg/ml para o OA; quando testado contra M. Tuberculosis, o OAA apresentou um IC50 de 0,1 µg/ml, em comparação com IC50 de 0.042 µg/ml para OA. Nos estudos de citotoxicidade (MTT) ambos apresentaram LC50 >300 µg/ml contra células embrionárias renais humanas (HEK293) e linhagens de carcinoma hepatocelular (HepG2), sugerindo que os compostos não são tóxicos em concentrações baixas a moderadas nas células em estudo. Em conclusão, o OAA melhorou a atividade antiplasmodial, sem aumento da atividade antimicobacteriana, em comparação com o OA. Mais derivados poderiam ser desenhados, usando OA como material de partida, para obter futuros compostos antiplasmodiais. Palavras-chave: Ácido oleanólico, Syzygium aromaticum, citotoxicidade, atividade antiplasmódica
Malaria and tuberculosis are among the most common death causes and threats to human life globally. In a quest to find new antimalarial and anti-mycobacterial drugs, oleanolic acid (OA) was isolated from the flower buds of Syzygium aromaticum Linn (Myrtaceae). The derivative, 3-O-Acetyl-Oleanolic acid (OAA), was synthesized from the isolated product and the biological activities of the two compounds were compared. The antiplasmodial and antimycobacterial activity of oleanolic acid and its derivative were investigated against Plasmodium falciparum (Chloroquine Sensitive Strain) NF54 and Mycobacterium tuberculosis H37Rv. OAA exhibited IC50 of 4.3 µg/ml against P. falciparum, compared with an IC50 of 27.4 µg/ml for OA, while against M. tuberculosis OAA showed 0.1 µg/ml, compared with an IC50 of 0.042 µg/ml for OA. In the cytotoxicity studies, using the MTT assay, both compounds exhibited LC50 of > 300 µg/ml against both human embryonic kidney (HEK293) and hepatocellular carcinoma cell lines (HepG2), suggesting that the compounds are not cytotoxic at low to moderate concentrations against the tested cell lines. In conclusion, the derivative OAA improved the antiplasmodial activity but no improvement was shown for antimycobacterial activity, in comparison with the starting material OA. Thus, more derivatives could be designed, using OA as starting material, to obtain future antiplasmodial compounds. Keywords: Oleanolic acid, Syzygium aromaticum, cytotoxicity, antimycobacterial, antiplasmodial activity
Malaria and tuberculosis are among the most common death causes and threats to human life globally. In a quest to find new antimalarial and anti-mycobacterial drugs, oleanolic acid (OA) was isolated from the flower buds of Syzygium aromaticum Linn (Myrtaceae). The derivative, 3-O-Acetyl-Oleanolic acid (OAA), was synthesized from the isolated product and the biological activities of the two compounds were compared. The antiplasmodial and antimycobacterial activity of oleanolic acid and its derivative were investigated against Plasmodium falciparum (Chloroquine Sensitive Strain) NF54 and Mycobacterium tuberculosis H37Rv. OAA exhibited IC50 of 4.3 µg/ml against P. falciparum, compared with an IC50 of 27.4 µg/ml for OA, while against M. tuberculosis OAA showed 0.1 µg/ml, compared with an IC50 of 0.042 µg/ml for OA. In the cytotoxicity studies, using the MTT assay, both compounds exhibited LC50 of > 300 µg/ml against both human embryonic kidney (HEK293) and hepatocellular carcinoma cell lines (HepG2), suggesting that the compounds are not cytotoxic at low to moderate concentrations against the tested cell lines. In conclusion, the derivative OAA improved the antiplasmodial activity but no improvement was shown for antimycobacterial activity, in comparison with the starting material OA. Thus, more derivatives could be designed, using OA as starting material, to obtain future antiplasmodial compounds. Keywords: Oleanolic acid, Syzygium aromaticum, cytotoxicity, antimycobacterial, antiplasmodial activity
Descrição
Biomedical and biopharmaceutical research : jornal de investigação biomédica e biofarmacêutica
Palavras-chave
MEDICINA, BIOFARMÁCIA, CITOTOXICIDADE, MEDICINE, BIOPHARMACEUTICS, CYTOTOXICITY
Citação
Fadipe , V O , Opoku , A R , Singh , M , Pereira , A R & Mongalo , N I 2020 , ' Estudos antiplasmódicos, antimicobacterianos e citotoxicidade do ácido oleanólico e seu derivado da Syzygium aromaticum Linn (Myrtaceae) ' , Default journal . https://doi.org/10.19277/bbr.17.2.233