Antifungal activity of a novel quercetin derivative bearing a trifluoromethyl group on Candida albicans

Tempesti, Tomás Cristian; Alvarez, M. Gabriela; Araújo, Marcelo Francisco de; Júnior, Francisco Eduardo Aragão Catunda; Carvalho, Mário Geraldo de; Durantini, Edgardo N.

doi:10.1007/s00044-011-9750-x

Cited by 45 publications

(18 citation statements)

References 28 publications

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“…The antifungal effect of the species P. guajava reported here may be due to the presence of phenolic compounds in the extracts, since they are able to promote both inhibition of growth of Candida lineages (Alves et al, 2014, Barros et al, 2013, Candiracci et al, 2011, Tempesti et al, 2012, Vashisth et al, 2013, Candiracci et al, 2012), as well as their filamentous structures resulting from the transition process (Candiracci et al, 2012, Canonico et al, 2014). The percentage of phenolic compounds of the hydroethanolic extract was more pronounced compared to aqueous extracts as well as their potential inhibitor, as can be seen in cell viability curve.…”

Section: Resultsmentioning

confidence: 88%

Phenolic composition and medicinal usage of Psidium guajava Linn.: Antifungal activity or inhibition of virulence?

Morais-Braga

Carneiro

Machado

et al. 2017

Saudi Journal of Biological Sciences

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is a Myrtaceae plant whose medicinal properties are recognized in several locations. The use of teas and tinctures prepared from their leaves has been used to combat infections caused by fungi of the genus . In this study, aqueous extracts of leaves and hydroethanolic were tested to verify the antifungal potential and its chemical composition has been investigated. The microbiological assays were performed by broth microdilution to determine the minimum inhibitory concentration (MIC) and from these the minimum fungicidal concentration was performed (MFC) by subculturing on solid media. A cell viability curve was obtained for demonstration of inhibition of fungal growth of strains of and . Tests to check morphological changes by the action of the extracts were performed in microcultive cameras depleted environment at concentrations of MIC/2, MIC and MIC × 2. Extracts analyzed by high performance liquid chromatography demonstrated flavonoids and phenolic acids. The extracts showed fungistatic effect and no fungicide with MIC>8192 μg/mL, MFC above 8192 μg/mL. The IC was calculated ranging from 1803.02 to 5623.41 μg/mL. It has been found that the extracts affect the morphological transition capability, preventing the formation of pseudohyphae and hyphae. Teas and tinctures, therefore, have the potential antifungal, by direct contact, causing inhibition of fungal multiplication and its virulence factor, the cell dimorphism, preventing tissue invasion. Further studies are needed to elucidate the biochemical pathways and genes assets involved in these processes.

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Section: Resultsmentioning

confidence: 88%

Phenolic composition and medicinal usage of Psidium guajava Linn.: Antifungal activity or inhibition of virulence?

Morais-Braga

Carneiro

Machado

et al. 2017

Saudi Journal of Biological Sciences

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“…We suggest that quercetin-7-β- O -diglucoside ( 8 ), which was quantitatively the main peak in both stem bark and wood extracts of T. brownii , contributes significantly to the antifungal effects of these extracts. Accordingly, several authors have reported that quercetin and its derivatives give good antifungal effects against Aspergillus and Fusarium strains [ 85 , 86 , 87 ] and for quercetin as low MIC values as 15 µg/mL were recorded against Aspergillus niger , Fusarium moniliforme and F. sporotrichum [ 88 ]. Furthermore, dihydroquercetin from barley suppressed the growth of Fusarium spp.…”

Section: Discussionmentioning

confidence: 99%

LC-MS/MS Tandem Mass Spectrometry for Analysis of Phenolic Compounds and Pentacyclic Triterpenes in Antifungal Extracts of Terminalia brownii (Fresen)

et al. 2017

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Decoctions and macerations of the stem bark and wood of Terminalia brownii Fresen. are used in traditional medicine for fungal infections and as fungicides on field crops and in traditional granaries in Sudan. In addition, T. brownii water extracts are commonly used as sprays for protecting wooden houses and furniture. Therefore, using agar disc diffusion and macrodilution methods, eight extracts of various polarities from the stem wood and bark were screened for their growth-inhibitory effects against filamentous fungi commonly causing fruit, vegetable, grain and wood decay, as well as infections in the immunocompromised host. Ethyl acetate extracts of the stem wood and bark gave the best antifungal activities, with MIC values of 250 µg/mL against Nattrassia mangiferae and Fusarium verticillioides, and 500 µg/mL against Aspergillus niger and Aspergillus flavus. Aqueous extracts gave almost as potent effects as the ethyl acetate extracts against the Aspergillus and Fusarium strains, and were slightly more active than the ethyl acetate extracts against Nattrassia mangiferae. Thin layer chromatography, RP-HPLC-DAD and tandem mass spectrometry (LC-MS/MS), were employed to identify the chemical constituents in the ethyl acetate fractions of the stem bark and wood. The stem bark and wood were found to have a similar qualitative composition of polyphenols and triterpenoids, but differed quantitatively from each other. The stilbene derivatives, cis- (3) and trans- resveratrol-3-O-β-galloylglucoside (4), were identified for the first time in T. brownii. Moreover, methyl-(S)-flavogallonate (5), quercetin-7-β-O-di-glucoside (8), quercetin-7-O-galloyl-glucoside (10), naringenin-4′-methoxy-7-pyranoside (7), 5,6-dihydroxy-3′,4′,7-tri-methoxy flavone (12), gallagic acid dilactone (terminalin) (6), a corilagin derivative (9) and two oleanane type triterpenoids (1) and (2) were characterized. The flavonoids, a corilagin derivative and terminalin, have not been identified before in T. brownii. We reported earlier on the occurrence of methyl-S-flavogallonate and its isomer in the roots of T. brownii, but this is the first report on their occurrence in the stem wood as well. Our results justify the traditional uses of macerations and decoctions of T. brownii stem wood and bark for crop and wood protection and demonstrate that standardized extracts could have uses for the eco-friendly control of plant pathogenic fungi in African agroforestry systems. Likewise, our results justify the traditional uses of these preparations for the treatment of skin infections caused by filamentous fungi.

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“…Polyphenols have been associated with resistance mechanisms in plants [36]. Previous studies have reported antifungal activities of phenolics, including gallic acid, quercetin and naphthoic acid, isolated from various plants [37][38][39]. In addition, plants with high content of phenolics were reported to be less infested by crop aphids, suggesting a natural insecticide activity of phenolics [40].…”

Section: Quantification Of Total Phenolic Contentmentioning

confidence: 99%

DETERMINATION OF POLYPHENOL CONTENTS IN Hevea brasiliensis AND RUBBER-PROCESSING EFFLUENT

2018

MJAS

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The information on polyphenol composition of Hevea brasiliensis is limited despite the importance of understanding the value of this phytochemical, especially in terms of plant protection. There are also no reports available on the polyphenols content of rubber-processing effluent. The objective of this study is to determine the presence of polyphenol compounds in latex C-serum and effluent using Fourier-transform infrared spectroscopy (FTIR) analysis. This study also aims to profile specific phenolics using High Performance Liquid Chromatography (HPLC). Results from the FTIR analysis showed the presence of polyphenols in both latex and effluent. The optimal method for determining polyphenol by HPLC was determined which uses methanol and 0.5% acetic acid as the mobile phases. Several polyphenol peaks, including gallic acid, naphtoic acid, quercetin, chlorogenic acid and rutin, were detected in both latex and effluent when compared to authentic polyphenol standards. Optimization of the solid phase extraction using weak anion-exchange reversed-phase (WAX + C18) chromatography was shown to yield a higher recovery percentage compared to a C18-E cartridge. The results of this study show the potential for understanding polyphenol composition in latex of H. brasiliensis and effluent from rubber processing which has not been explored before.

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Antifungal activity of a novel quercetin derivative bearing a trifluoromethyl group on Candida albicans

Cited by 45 publications

References 28 publications

Phenolic composition and medicinal usage of Psidium guajava Linn.: Antifungal activity or inhibition of virulence?

Phenolic composition and medicinal usage of Psidium guajava Linn.: Antifungal activity or inhibition of virulence?

LC-MS/MS Tandem Mass Spectrometry for Analysis of Phenolic Compounds and Pentacyclic Triterpenes in Antifungal Extracts of Terminalia brownii (Fresen)

DETERMINATION OF POLYPHENOL CONTENTS IN Hevea brasiliensis AND RUBBER-PROCESSING EFFLUENT

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