In vitro cytotoxic, antioxidant and antiviral effects of Pterocaulon alopecuroides and Bidens segetum extracts

Abstract

RESUMO: "Efeitos citotóxico, antioxidante e antiviral in vitro de extratos de Pterocaulon alopecuroides e Bidens segetum". Pterocaulon alopecuroides (Lamark) De Candolle e Bidens segetum Mart. ex Colla são duas espécies pertencentes à família Asteraceae. Os extratos dessas duas espécies foram avaliados quanto às suas atividades citotóxica, antioxidante e antiviral. Todos os extratos analisados apresentaram citotoxidade muito alta contra linhagens de células RBL-2H3. O ensaio de atividade antioxidante demonstrou uma alta atividade das frações em acetato de etila de B. segetum e P. alopecuroides. Isso pode ser parcialmente explicado pelo alto conteúdo de cumarinas, ao menos para P. alopecuroides. Nenhum dos extratos etanólicos totais de B. segetum mostraram atividade significativa contra o vírus Herpes simplex (Tipos 1 e 2 resistentes ao aciclovir). O extrato etanólico de P. alopecuroides também foi inativo contra o vírus Herpes simplex tipo 1 resistente ao aciclovir. Entretanto, este extrato apresentou atividade inibitória contra o vírus Herpes simplex tipo 2 resistente ao aciclovir. Do extrato etanólico bruto de P. alopecuroides foi possível isolar a 7-(2',3'-dihidroxi-3'-metilbutiloxi)-6-metoxicumarina, a qual foi testada nas mesmas condições, demonstrando um índice de inibição viral quase duas vezes maior do que o da amostra de P. alopecuroides para HSV-2-ACVr. A cumarina tabém foi ativa contra HSV-1-ACVr. Esses resultados evidenciam a importância de Pterocaulon alopecuroides e Bidens segetum como plantas medicinais.Unitermos: Pterocaulon alopecuroides, Bidens segetum, atividade antiviral, atividade citotóxica, atividade antioxidante, 7-(2',3'-dihidroxi-3'-metilbutiloxi)-6-metoxicumarina. ABSTRACT:Pterocaulon alopecuroides (Lamark) De Candolle and Bidens segetum Mart. ex Colla are two species belonging to the Asteraceae family. Extracts from those two species were evaluated to their cytotoxic, antioxidant and antiviral activities. All the extracts assayed have shown a very high cytotoxity against RBL-2H3 cell line. The antioxidant assay pointed out a really high activity of the ethyl acetate extracts for B. segetum and P. alopecuroides. This can be partially explained due to the high content of coumarins, at least for P. alopecuroides. None of the total ethanol extracts from B. segetum showed significant activity against the two strains of Herpes simplex virus (Types 1 and 2 resistant to acyclovir). P. alopecuroides ethanol extract was also inactive against the Herpes simplex virus type 1 resistant to acyclovir. However, this extract presented inhibitory activity against the Herpes simplex virus type 2 resistant to acyclovir. From the ethanol crude extract of P. alopecuroides, it was possible to isolate 7-(2',3'-dihidroxy-3'-methylbutyloxy)-6-methoxycoumarin, which was tested in the same conditions, showing a viral inhibitory rate almost twice bigger than the P. alopecuroides sample for HSV-2-ACVr. The coumarin was also active against HSV-1-ACVr. Those results provide further evidence of the importance of Pter...

Natural coumarins as potential anti-SARS-CoV-2 agents supported by docking analysis

“…At the same time the selected compounds should not be able to cross the BBB to avoid any possible side effects or complications in the brain. Among the rst series, 28 compounds were selected, which included antiviral (AV) compounds with the following numbers: 4, 5, 7, 9, 10,11,16,18,20,21,25,29,30,32,33,34,35,36,37,38, 41, 52, 53, 64, 65, 66, 67, and 78 (Fig. 4).…”

“…12,13 Furthermore, antiviral activities of coumarins have been reported. [14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30] They include antihepatitis B virus as for nordentatin and clausarin, 17 antihepatitis C virus as in the case of wedelolactone, glycycoumarin, and glycyrin, 14,15 anti-HIV as for calanolides A, B, and C and for inophyllums A, B, C, E, and P, anti-human inuenza virus as for eleutheroside B1, 15,17 anti-dengue virus as for ramosin, myrsellinol, and myresellin, 17 anti-herpes simplex HSV as in the case of rutamarin, 14 anti-poliovirus as for isoobtusitin, 31 and anti-chikungunya virus as for coumarins A and B from Mammea americana. 15 Recently, in a preliminary screening 29 naturally occurring coumarins as potential SARS-CoV-2 replication inhibitors by docking technique have been investigated, out of which 17 compounds were found to bind to the active site through the interaction with the catalytic dyad, His41 and Cys145, along with other neighboring residues.…”

Chemical characterization of the volatile compounds of the flowers ofBidens segetumMartius ex Colla (Asteraceae)

“…On the other hand, Bidens segetum Martius ex Colla (Helianthe, Asteraceae) is a native species from the Brazilian Cerrado that until now has not been thoroughly investigated. Recent studies have described its reproductive biology, addressing the dynamics of flowering and pollination, fruit set and seed dispersal, and there is also a report about the cytotoxic and antioxidant activities of the extracts obtained from its aerial parts and flowers (7,8).…”

<i>In Vitro</i> Evaluation of the Potential Antioxidant of <i>Bidens segetum</i> Mart. ex Colla (Asteraceae) in Melanocyte and Melanoma Cells

“…On the other hand, polyacetylenes isolated from Bidens pilosa could modulate the differentiation of human helper T cells and prevent autoimmune diabetes in mice and demonstrating antiproliferative effect on normal and rapidly growing human transformed cell lines [12] [13]. Bidens segetum is still little studied, but tests with ethanolic extract of flowers, stems and leaves showed cytotoxic effect against cancer cells and antioxidant activity from the ethyl acetate fraction [14].…”