Antifungal Activity of Decyl Gallate against Several Species of Pathogenic Fungi

Silva, Ana Carolina Alves de Paula e; Costa-Orlandi, Caroline Barcelos; Gullo, Fernanda Patrícia; Sangalli-Leite, Fernanda; Oliveira, Haroldo César de; Silva, Julhiany de Fátima da; Scorzoni, Liliana; Pitangui, Nayla de Souza; Rossi, Suélen A.; Benaducci, Tatiane; Wolf, V.; Regasini, Luís Octávio; Petrônio, Maicon Segalla; Silva, Dulce Helena Siqueira; Bolzani, Vanderlan da Silva; Fusco‐Almeida, Ana Marisa; Mendes-Giannini, María José Soares

doi:10.1155/2014/506273

Cited by 18 publications

(10 citation statements)

References 33 publications

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“… Gullo et al (2012) evaluated natural and semi-synthetics compounds such as maytenin and pristimerin and observed excellent minimum inhibitory concentration against different isolates of P. brasiliensis . In the same way, de Paula et al (2014) evaluated the antifungal activity of the Alkyl gallates, which presented important biological activity reported by the literature, against different fungi species, including different isolates of P. brasiliensis and P. lutzii . They observed that these molecules presented important relations between the structure and activity, and that the decyl gallate have special activity against Paracoccidioides species.…”

Section: Facing the Problem: Through The Diagnostic To Treatment Of Pmentioning

confidence: 99%

Paracoccidioides-host Interaction: An Overview on Recent Advances in the Paracoccidioidomycosis

et al. 2015

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Paracoccidioides brasiliensis and P. lutzii are etiologic agents of paracoccidioidomycosis (PCM), an important endemic mycosis in Latin America. During its evolution, these fungi have developed characteristics and mechanisms that allow their growth in adverse conditions within their host through which they efficiently cause disease. This process is multi-factorial and involves host–pathogen interactions (adaptation, adhesion, and invasion), as well as fungal virulence and host immune response. In this review, we demonstrated the glycoproteins and polysaccharides network, which composes the cell wall of Paracoccidioides spp. These are important for the change of conidia or mycelial (26°C) to parasitic yeast (37°C). The morphological switch, a mechanism for the pathogen to adapt and thrive inside the host, is obligatory for the establishment of the infection and seems to be related to pathogenicity. For these fungi, one of the most important steps during the interaction with the host is the adhesion. Cell surface proteins called adhesins, responsible for the first contact with host cells, contribute to host colonization and invasion by mediating this process. These fungi also present the capacity to form biofilm and through which they may evade the host’s immune system. During infection, Paracoccidioides spp. can interact with different host cell types and has the ability to modulate the host’s adaptive and/or innate immune response. In addition, it participates and interferes in the coagulation system and phenomena like cytoskeletal rearrangement and apoptosis. In recent years, Paracoccidioides spp. have had their endemic areas expanding in correlation with the expansion of agriculture. In response, several studies were developed to understand the infection using in vitro and in vivo systems, including alternative non-mammal models. Moreover, new advances were made in treating these infections using both well-established and new antifungal agents. These included natural and/or derivate synthetic substances as well as vaccines, peptides, and anti-adhesins sera. Because of all the advances in the PCM study, this review has the objective to summarize all of the recent discoveries on Paracoccidioides-host interaction, with particular emphasis on fungi surface proteins (molecules that play a fundamental role in the adhesion and/or dissemination of the fungi to host-cells), as well as advances in the treatment of PCM with new and well-established antifungal agents and approaches.

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Section: Facing the Problem: Through The Diagnostic To Treatment Of Pmentioning

confidence: 99%

Paracoccidioides-host Interaction: An Overview on Recent Advances in the Paracoccidioidomycosis

et al. 2015

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“…Decyl gallate (G14). G14 was obtained and provided by Instituto de Química, UNESP (Araraquara, Brazil), according to Morais et al (35) and prepared according to de Paula e Silva et al (8).…”

Section: Methodsmentioning

confidence: 99%

“…Our group demonstrated that decyl gallate (G14) had great antifungal activity in vitro against 18 pathogenic fungi species (including eight different Paracoccidioides isolates). For Paracoccidioides isolates, G14 presented a low MIC and a good selectivity index value (Ͼ10) against infection in human lung epithelial cells (A549) and normal fibroblast pulmonary cells (MRC-5) (8). These results showed that G14 is an excellent candidate for a broad-spectrum antifungal prototype and encouraged us to try to discover its mechanism of action.…”

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Decyl Gallate as a Possible Inhibitor of N-Glycosylation Process in Paracoccidioides lutzii

Silva

Oliveira

Scorzoni

et al. 2019

Antimicrob Agents Chemother

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The available antifungal therapeutic arsenal is limited. The search for alternative drugs with fewer side effects and new targets remains a major challenge. Decyl gallate (G14) is a derivative of gallic acid with a range of biological activities and broad-spectrum antifungal activity. Previously, our group demonstrated the promising anti-Paracoccidioides activity of G14. In this work, to evaluate the antifungal characteristics of G14 for Paracoccidioides lutzii, a chemical-genetic interaction analysis was conducted on a Saccharomyces cerevisiae model. N-glycosylation and/or the unfolded protein response pathway was identified as a high-confidence process for drug target prediction. The overactivation of unfolded protein response (UPR) signaling was confirmed using this model with IRE1/ATF6/PERK genes tagged with green fluorescent protein (GFP). In P. lutzii, this prediction was confirmed by the low activity of glycosylated enzymes [α-(1,3)-glucanase, N-acetyl-β-d-glucosaminidase (NAGase), and α-(1,4)-amylase], by hyperexpression of genes involved with the UPR and glycosylated enzymes, and by the reduction in the amounts of glycosylated proteins and chitin. All of these components are involved in fungal cell wall integrity and are dependent on the N-glycosylation process. This loss of integrity was confirmed by the reduction in mitochondrial activity, impaired budding, enhancement of wall permeability, and a decrease in viability. These events led to a reduction of the ability of fungi to adhere on human lung epithelial cells (A549) in vitro. Therefore, G14 may have an important role in balancing the inflammatory reaction caused by fungal infection, without interfering with the microbicidal activity of nitric oxide. This work provides new information on the activity of G14, a potential anti-Paracoccidioides compound.

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“…Potential compounds act as growth inhibitors against Paracoccidioides spp. in low concentrations ( Table S1 ), such as alkyl gallates (0.004–16 µg/mL), an N-Glycosylation inhibitor [ 38 , 39 ]; the thiosemicarbazone lapachol, which acts on the plasma membrane (0.01–0.1 µM) [ 40 ]; azasterol analogs (0.5–10 µM) [ 41 ] and hydrazone derivatives (0.1–5 µM) [ 42 ], as inhibitors of ergosterol biosynthesis. These compounds are less potent when compared to azole derivatives, such as itraconazole with a 0.003–0.05 µM MIC [ 33 ]; luliconazole, a topical antifungal repositioned against Paracoccidioides spp.…”

Section: New Anti- Paracoccidioides Compounds: mentioning

confidence: 99%

Overview of Antifungal Drugs against Paracoccidioidomycosis: How Do We Start, Where Are We, and Where Are We Going?

Silva

Oliveira

Souza

et al. 2020

JoF

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Paracoccidioidomycosis is a neglected disease that causes economic and social impacts, mainly affecting people of certain social segments, such as rural workers. The limitations of antifungals, such as toxicity, drug interactions, restricted routes of administration, and the reduced bioavailability in target tissues, have become evident in clinical settings. These factors, added to the fact that Paracoccidioidomycosis (PCM) therapy is a long process, lasting from months to years, emphasize the need for the research and development of new molecules. Researchers have concentrated efforts on the identification of new compounds using numerous tools and targeting important proteins from Paracoccidioides, with the emphasis on enzymatic pathways absent in humans. This review aims to discuss the aspects related to the identification of compounds, methodologies, and perspectives when proposing new antifungal agents against PCM.

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Antifungal Activity of Decyl Gallate against Several Species of Pathogenic Fungi

Cited by 18 publications

References 33 publications

Paracoccidioides-host Interaction: An Overview on Recent Advances in the Paracoccidioidomycosis

Paracoccidioides-host Interaction: An Overview on Recent Advances in the Paracoccidioidomycosis

Decyl Gallate as a Possible Inhibitor of N-Glycosylation Process in Paracoccidioides lutzii

Overview of Antifungal Drugs against Paracoccidioidomycosis: How Do We Start, Where Are We, and Where Are We Going?

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