Abstract

Ouratea fieldingiana (Gardner) Engl is popularly used for wound healing. This study describes the main chemical compounds present in extracts of O. fieldingiana and evaluates their biological potential by investigating antifungal, antioxidant, and anticholinesterase activities. The action mechanism of main antifungal compound was investigated by molecular docking using the enzyme sterol 14-α demethylase, CYP51, required for ergosterol biosynthesis. The seeds and leaves were extracted with ethanol in a Soxhlet apparatus and by maceration, respectively. Both extracts were subjected to silica gel column chromatography for isolation of main constituents, followed by purification in sephadex. The structures of compounds were established by 1H and 13C-NMR spectroscopy and identified by comparison with literature data as amentoflavone and kaempferol 3-O-rutinoside, respectively. The antioxidant activities of the extracts were determined by the DPPH and ABTS free radical inhibition methods. In general, the extracts with the highest antioxidant activity corresponded to those with higher content of phenolic compounds and flavonoids. The ethanol extracts and two isolated compounds presented relevant antifungal activity against several Candida strains. The in silico findings revealed that the compound amentoflavone coupled with the CYP450 protein due to the low energy stabilization (-9.39 kcal/mol), indicating a possible mechanism of action by inhibition of the ergosterol biosynthesis of Candida fungi.

Highlights

  • This work investigates the therapeutic potential of Ouratea fieldingiana, a shrub of the Ochnaceae family, found mainly in Cearaand Rio Grande do Norte states (Brazil)

  • The methanol fraction of the leaf ethanol extract was chromatographed in a silica gel column and a compound was isolated, whose chemical structure was established by 1H and 13C-NMR analyses

  • The results found in this study indicate that this species has antioxidant chemicals capable of capturing free radicals

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Summary

Introduction

This work investigates the therapeutic potential of Ouratea fieldingiana, a shrub of the Ochnaceae family, found mainly in Cearaand Rio Grande do Norte states (Brazil). This family presents tropical and subtropical characteristics, with arboreal, shrubby, and rare herbaceous representatives, including about 40 genera and 600 species. The oil of O. fieldingiana seeds, extracted by decoction, is popularly used for healing skin wounds [1]. The oil obtained by extraction with hexane from O. fieldingiana seeds presented antibacterial and antifungal activities [2]. The results of another study showed that the anti-inflammatory activity O. fieldingiana seed oil was associated with the presence of phenolic compounds and fatty acids [3]. [4] concluded that Ouratea sp. oil has good therapeutic potential in a model of cutaneous wound healing

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