Cytotoxicity and bacterial membrane destabilization induced by Annona squamosa L. extracts

ABSTRACT This study aimed to further investigate the cytotoxicity against tumor cell lines and several bacterial strains of Annona squamosa and its mode of action. Methanol extracts of A. squamosa leaves (ASL) and seeds (ASS) were used. ASL showed significant antibacterial activity against S. aureus, K. pneumoniae and E. faecalis with MIC values of 78, 78 and 39 µg/mL respectively. Moreover, ASL exhibited significant biofilm disruption, rapid time dependent kinetics of bacterial killing, increased membrane permeability and significantly reduced the cell numbers and viability. Regarding the cytotoxicity against tumor cell lines, ASS was more active against Jurkat and MCF-7 cells, with CI50 1.1 and 2.1 µg/mL, respectively. ASL showed promising activity against Jurkat and HL60, with CI50 4.2 and 6.4 µg/mL, respectively. Both extracts showed lower activity against VERO cells and reduced the clonogenic survival at higher concentrations (IC90) to MCF-7 and HCT-116 lineages. The alkaloids anonaine, asimilobine, corypalmine, liriodenine nornuciferine and reticuline were identified in extracts by UPLC-ESI-MS/MS analysis. This study reinforced that A. squamosa presents a remarkable phytomedicinal potential and revealed that its antimicrobial mechanism of action is related to bacterial membrane destabilization.

Polycarpol in Unonopsis, Bocageopsis and Onychopetalum Amazonian species: chemosystematical implications and antimicrobial evaluation

Polycarpol, a recurrent lanostane-type triterpene in Annonaceae family, was confirmed by thin layer chromatography and mass spectrometry analysis in the aerial parts (twigs and trunk barks) of Unonopsis duckei R.E. Fr., U. floribunda Diels, U. rufescens (Baill.) R.E. Fr., U. stipitata Diels, Onychopetalum amazonicum R.E. Fr. and Bocageopsis pleiosperma Maas. Its chemotaxonomic significance was discussed for these three genera, as well for the Annonaceae family. In addition, the antimicrobial activity against several strains of microorganisms was evaluated for the first time for this compound, being observed significant antibacterial activity against Staphylococcus aureus (ATCC 6538), Staphylococcus epidermidis (ATCC 1228) and Escherichia coli (ATCC 10538 and ATCC 10799) with minimal inhibitory concentration values between 25 and 50 μg ml−1.

Triterpenes from the flowers of Gochnatia polymorpha subsp. floccosa

Phytochemical study of the flowers of Gochnatia polymorpha subsp. floccosa, Asteraceae, yielded eleven known triterpenes identified as lupeol, lupeyl acetate, lupeyl palmitate, taraxasterol, taraxasteryl acetate, pseudotaraxasterol, pseudotaraxasterol acetate, α-amyrin, α-amyryl palmitate, β-amyrin and β-amyryl palmitate, along with sitosterol, stigmasterol, palmitic and stearic acids. These compounds are been reported for the first time in the species. The compounds were identified by analysis of NMR spectra (¹H, 13C and DEPT), GC-MS and comparison with literature data. Previous work have reported the isolation of triterpenes, diterpenes, sesquiterpenes, flavonoids, coumarins and phenolic compounds from aerial parts and roots from G. polymorpha.

Evaluation of the antimicrobial activity of crude extracts and isolated constituents from Chresta scapigera

Crude extracts and eight isolated compounds from Chresta scapigera were evaluated for antibacterial and antifungal activities by the agar-well diffusion method. Twenty strains, including Gram-positive and Gram-negative bacteria and yeasts were used in the bioassay. Hexane extracts presented the best results while ethanol extracts did not indicate inhibition of the microbial growth. Amongst the evaluated compounds b-amyrin acetate, tiliroside and luteolin showed the strongest antimicrobial effect.

Os extratos brutos e oito constituintes isolados de Chresta scapigera foram avaliados para as atividades antibacteriana e antifúngica, utilizando o método de difusão em ágar. Vinte cepas indicadoras, incluindo bactérias (Gram-positivas e Gram-negativas) e leveduras, foram utilizadas no bioensaio. Os melhores resultados foram obtidos para os extratos hexânicos, enquanto os extratos etanólicos não inibiram o crescimento microbiano. Acetato de b-amirina, tilirosídeo e luteolina foram os mais eficazes dentre os constituintes avaliados.

Avaliação da atividade antimicrobiana e citotóxica de extratos de Gochnatia polymorpha ssp floccosa / Evaluation of antimicrobial and cytotoxic activitiy of extracts from Gochnatia polymorpha (Less) ssp floccosa

Neste estudo procedeu-se a avaliação da atividade antimicrobiana e citotóxica de extratos de Gochnatia polymorpha ssp floccosa, espécie empregada na medicina popular contra doenças respiratórias. Folhas, cascas do tronco e ramos foram extraídos com hexano, diclorometano e etanol, sucessivamente, sendo obtidos os respectivos extratos brutos. A atividade antimicrobiana foi determinada pelo método de difusão em ágar utilizando-se bactérias Gram-positivas, Gram-negativas e fungos. A avaliação da citotoxicidade foi realizada empregando-se o ensaio de letalidade contra Artemia salina. Nenhum dos extratos mostrou atividade citotóxica. Os extratos das folhas apresentaram uma fraca atividade antimicrobiana frente a algumas cepas de Staphylococcus aureus e Streptococcus mutans, enquanto o extrato em diclorometano dos ramos e o extrato em etanol das cascas foram ativos contra Micrococcus luteus, Staphylococcus aureus e S. epidermidis. A maior atividade antimicrobiana foi observada para o extrato em diclorometano das cascas, que inibiu o crescimento de Micrococcus luteus, Staphylococcus aureus, S. epidermidis, Streptococcus mutans, Enterococcus faecalis e Candida albicans. Esta atividade parece estar relacionada à presença de diterpenos no extrato. Nenhum dos extratos estudados (a 5,0 mg/mL) mostrou atividade frente a cepas de bactérias Gram-negativas. Esses resultados demonstram o potencial dessa planta como fonte de compostos antibacterianos e justificam, parcialmente, seu uso popular.

The antimicrobial and cytotoxic activities of Gochnatia polymorpha ssp floccosa, a medicinal plant used against respiratory diseases, were evaluated. Successive petroleum ether, dichloromethane and ethanol extracts of dried leaves, trunk bark and stems were used in the brine shrimp lethality bioassay and tested against 22 strains of microorganisms (Gram-positive and Gram-negative bacteria and fungi) by the well-diffusion agar method. None of the extracts showed cytotoxicity on the brine shrimp bioassay. The extracts of leaves showed a mild activity against some strains of Staphylococcus aureus and Streptococcus mutans. The ethanol extracts of trunk bark and dichloromethane extract of stems also showed activity against Micrococcus luteus, Staphylococcus aureus and S. epidermidis. The highest activity was found in the dichloromethane extract of trunk bark, which showed significant antibacterial and antifungal activities against Micrococcus luteus, Staphylococcus aureus, S. epidermidis, Streptococcus mutans, Enterococcus faecalis and Candida albicans. Diterpenes are present in this extract and could be responsible for the activity. All the screened extracts were shown to be inactive (at 5.0 mg/mL) against strains of Gram-negative bacteria tested. These results indicate the potential of G. polymorpha ssp floccosa as a source of antibacterial compounds and partly support the use of this plant in folk medicine.

Comparative study of antibacterial and antifugal activity of callus culture and adult plants extracts from Alternanthera maritima (Amaranthaceae)

Neste estudo procedeu-se a avaliação da atividade antibacteriana e antifúngica dos extratos brutos de Alternanthera maritima (Amaranthaceae) planta in natura de duas coletas distintas e obtidos por cultura de células buscando-se averiguar a manutenção da atividade antimicrobiana dos extratos obtidos da planta in vivo e in vitro. A ação antibacteriana e antifúngica foi determinada pelo método de difusão em ágar (técnica do poço) utilizando-se trinta cepas de microrganismos indicadores (bactérias Gram-positivas e Gram-negativas, leveduras e dermatófitos). Todos os extratos obtidos com solventes orgânicos avaliados apresentaram-se bioativos com halos de inibição de 6 a 20 mm. Os extratos da planta in natura das duas coletas (Restinga de Marica (RJ), verão de 1995 e 1998) inibiram o desenvolvimento de diferentes microrganismos (bactérias, leveduras e dermatófitos). Os extratos obtidos da cultura de calos desenvolvidos em duas condições de cultivo diferentes, também se mantiveram bioativos. Assim, os resultados obtidos encorajam a realização de novos estudos com esta espécie vegetal para se determinar quais as substâncias presentes nos extratos e que contribuem para a atividade biológica, como também para entender seu mecanismo de ação e avaliar sua toxicidade, visando uma possível aplicação farmacêutica.