In vitro activity of 1,3-bisaryloxypropanamines against Trypanosoma cruzi-infected L929 cultures

Lavorato, Stefânia Neiva; Júnior, Policarpo Ademar Sales; Murta, Silvane Maria Fonseca; Romanha, Álvaro J.; Alves, Ricardo José

doi:10.1590/0074-02760150007

Cited by 10 publications

(7 citation statements)

References 11 publications

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“…Chagas disease or American trypanosomiasis is caused by the flagellate protozoan Trypanosoma cruzi, which is transmitted to the human host, mainly by infected triatomines, commonly known as barbeiro (Delmondes and Stefani, 2018). This disease affects about 7-8 million Latin American people and the main mode of transmission to people is through feces of the infected vectors (Lavorato et al, 2015). There are other means of contamination such as contaminated blood transfusion, congenital transmission, organ transplantation, and even by ingestion of infected fruits, such as açaí (Lavorato et al, 2015;Passos et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Chemical composition and biological activities of essential oil from flowers of Psidium guajava (Myrtaceae)

et al. 2021

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Xylella fastidiosa is a plant-pathogenic bacterium that lives inside host xylem vessels, where it forms biofilm which is believed to be responsible for disrupting the passage of water and nutrients. Pectobacterium carotovorum is a Gram-negative plant-specific bacterium that causes not only soft rot in various plant hosts, but also blackleg in potato by plant cell wall degradation. Chagas disease, which is caused by Trypanosoma cruzi, has been commonly treated with nifurtimox and benzonidazole, two drugs that cause several side effects. As a result, the use of natural products for treating bacterial and neglected diseases has increased in recent years and plants have become a promising alternative to developing new medicines. Therefore, this study aimed to determine, for the first time, the chemical composition of essential oil from Psidium guajava flowers (PG-EO) and to evaluate its in vitro anti-Xylella fastidiosa, anti-Pectobacterium carotovorum, anti-Trypanosoma cruzi and cytotoxic activities. PG-EO was obtained by hydrodistillation in a Clevenger apparatus while its chemical composition was determined by gas chromatography-flame ionization detection (GC-FID) and gas chromatography-mass spectrometry (GC-MS). Major compounds identified in PG-EO were α-cadinol (37.8%), β-caryophyllene (12.2%), nerolidol (9.1%), α-selinene (8.8%), β-selinene (7.4%) and caryophyllene oxide (7.2%). Results showed that the PG-EO had strong trypanocidal activity against the trypomastigote forms of Trypanosoma cruzi (IC50 = 14.6 μg/mL), promising antibacterial activity against X. fastidiosa (MIC = 12.5 μg/mL) and P. carotovorum (MIC = 62.5 μg/mL), and moderate cytotoxicity against LLCMK2 adherent epithelial cells in the concentration range (CC50 = 250.5 μg/mL). In short, the PG-EO can be considered a new source of bioactive compounds for the development of pesticides and trypanocide drugs.

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Section: Introductionmentioning

confidence: 99%

Chemical composition and biological activities of essential oil from flowers of Psidium guajava (Myrtaceae)

et al. 2021

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“…The 1,3-Bis(aryloxy)propan-2-amines are a class of compounds synthesized by the amination of 1,3-diaryloxypropyl toluenesulfonate, whose biological potential has not yet been extensively studied. We recently reported the trypanocidal (Lavorato, Sales Júnior, Murta, Romanha, & Alves, 2015) and leishmanicidal (Lavorato et al, 2017) activities of several compounds of this class, but their antibacterial action remains to be further studied.…”

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Antibacterial activity of synthetic 1,3‐bis(aryloxy)propan‐2‐amines against Gram‐positive bacteria

et al. 2019

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Synthetic 1,3‐bis(aryloxy)propan‐2‐amines have been shown in previous studies to possess several biological activities, such as antifungal and antiprotozoal. In the present study, we describe the antibacterial activity of new synthetic 1,3‐bis(aryloxy)propan‐2‐amines against Gram‐positive pathogens (Streptococcus pyogenes, Enterococcus faecalis and Staphylococcus aureus) including Methicillin–resistant S. aureus strains. Our compounds showed minimal inhibitory concentrations (MIC) in the range of 2.5–10 μg/ml (5.99–28.58 μM), against different bacterial strains. The minimal bactericidal concentrations found were similar to MIC, suggesting a bactericidal mechanism of action of these compounds. Furthermore, possible molecular targets were suggested by chemical similarity search followed by docking approaches. Our compounds are similar to known ligands targeting the cell division protein FtsZ, Quinolone resistance protein norA and the Enoyl‐[acyl‐carrier‐protein] reductase FabI. Taken together, our data show that synthetic 1,3‐bis(aryloxy)propan‐2‐amines are active against Gram‐positive bacteria, including multidrug–resistant strains and can be a promising lead in the development of new antibacterial compounds for the treatment of these infections.

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“…1 A Doença de Chagas ou Tripanossomíase Americana é causada pelo protozoário flagelado Trypanosoma cruzi, que é transmitido ao hospedeiro humano, principalmente por triatomíneos infectados. 2 Esta doença atinge cerca de 7-8 milhões de latinos americanos e o modo principal de transmissão para as pessoas é através de fezes dos vetores infectados. 2 Existem outros meios de contaminação como transfusão de sangue contaminado, transmissão congênita, transplante de órgãos 2 e inclusive pela ingestão de frutos infectados, como por exemplo o açaí.…”

Section: Introductionunclassified

“…2 Esta doença atinge cerca de 7-8 milhões de latinos americanos e o modo principal de transmissão para as pessoas é através de fezes dos vetores infectados. 2 Existem outros meios de contaminação como transfusão de sangue contaminado, transmissão congênita, transplante de órgãos 2 e inclusive pela ingestão de frutos infectados, como por exemplo o açaí. 3 No tratamento da Doença de Chagas são amplamente empregados dois fármacos nitro-heterocíclicos: nifurtimox e o benzonidazol.…”

Section: Introductionunclassified

“…3 No tratamento da Doença de Chagas são amplamente empregados dois fármacos nitro-heterocíclicos: nifurtimox e o benzonidazol. 2 Estes fármacos apresentam vários efeitos colaterais, como: anorexia, náuseas, alterações gastrointestinais, dermatopatia alérgica, polineurite, depressão da medula óssea, neuropatia periférica entre outros. 4 Devido a estas complicações causadas pelos fármacos disponíveis, torna-se cada vez mais relevante a busca por novos agentes quimioterápicos que sejam eficazes e apresentem baixa toxicidade.…”

Section: Introductionunclassified

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Essential Oil of Flowers from Eugenia klotzschiana (Myrtaceae): Chemical Composition and In Vitro Trypanocidal and Cytotoxic Activities

Miranda

Alves

et al. 2017

Rev. Virtual Quim.

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Chagas disease, which is caused by Trypanosoma cruzi, has been commonly treated by nifurtimox and benzonidazole, two drugs that cause several side effects. As a result, the use of natural products for treating neglected diseases has increased in recent years and plants have become a promising alternative to developing new medicines. Therefore, this study aimed to determine the chemical composition of the essential oil from fresh flowers of Eugenia klotzchiana and to evaluate for the first time its trypanocidal and cytotoxic potential in vitro. The essential oil from the fresh flowers was obtained by hydrodistillation carried out by a Clevenger apparatus and its chemical composition was determined by GC-MS. The main compounds found in the essential oil were ses uite pe oids: β-caryophyllene (21.1%), bicyclogermacrene (10.2%) and spathulenol (20.9%). Results showed that the essential oil had strong trypanocidal activity against the trypomastigote forms of Trypanosoma cruzi (IC 50 =. μg/ L a d ode ate toto i it agai st fi o lasts i the o e t atio a ge CC 50 =. μg/ L. I sho t, the essential oil from fresh flowers of Eugenia klotzchiana can be considered a new source of bioactive compounds for the development of antiparasitic drugs.

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In vitro activity of 1,3-bisaryloxypropanamines against Trypanosoma cruzi-infected L929 cultures

Cited by 10 publications

References 11 publications

Chemical composition and biological activities of essential oil from flowers of Psidium guajava (Myrtaceae)

Chemical composition and biological activities of essential oil from flowers of Psidium guajava (Myrtaceae)

Antibacterial activity of synthetic 1,3‐bis(aryloxy)propan‐2‐amines against Gram‐positive bacteria

Essential Oil of Flowers from Eugenia klotzschiana (Myrtaceae): Chemical Composition and In Vitro Trypanocidal and Cytotoxic Activities

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