Development and validation of an HPLC-DAD method for quantification of bornesitol in extracts from Hancornia speciosa leaves after derivatization with p-toluenesulfonyl chloride

Pereira, Ana Bárbara Dias; Veríssimo, Talisson Machado; Oliveira, Mariana Assíria de; Araujo, Ivaldo Antônio de; Alves, Ricardo José; Braga, Fernão Castro

doi:10.1016/j.jchromb.2012.01.009

Cited by 30 publications

(15 citation statements)

References 19 publications

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“…Previous phytochemical studies with leaves of H . speciosa identified several compounds, including L-(+)-bornesitol, quinic acid, chlorogenic acid, and flavonoids derived from kaempferol and rutin [4,37,38,39]. In this study, several phenolic derivatives were identified in the UV spectrum of the EEHS (Fig 1), and rutin along with chlorogenic acid were the major compounds in the extract.…”

Section: Discussionsupporting

confidence: 49%

Antioxidant, Antimicrobial and Cytotoxic Properties as Well as the Phenolic Content of the Extract from Hancornia speciosa Gomes

et al. 2016

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Hancornia speciosa Gomes (Apocynaceae) is a fruit tree, popularly known as mangabeira, and it is widely distributed throughout Brazil. Several parts of the plant are used in folk medicine, and the leaf and bark extracts have anti-inflammatory, antihypertensive, antidiabetic, and antimicrobial properties. In this study, we investigated the chemical composition of the ethanolic extract of Hancornia speciosa leaves (EEHS) and its antioxidant, antimicrobial, and cytotoxic activities as well as the mechanisms involved in cell death. The chemical compounds were identified by liquid chromatography coupled to mass spectrometry (LC-MS/MS). The antioxidant activity of the EEHS was investigated using the method that involves the scavenging of 2,2-diphenyl-1-picrylhydrazyl free radicals as well as the inhibition of oxidative hemolysis and lipid peroxidation induced by 2,2’-azobis (2-amidinopropane) in human erythrocytes. The antimicrobial activity was determined by calculating the minimum inhibitory concentration, minimum bactericidal concentration, minimum fungicidal concentration, and zone of inhibition. Kasumi-1 leukemic cells were used to assess the cytotoxic activity and mechanisms involved in cell death promoted by the EEHS. The chemical compounds identified were quinic acid, chlorogenic acid, catechin, rutin, isoquercitrin, kaempferol-rutinoside, and catechin-pentoside. The EEHS demonstrated antioxidant activity via the sequestration of free radicals, inhibition of hemolysis, and inhibition of lipid peroxidation in human erythrocytes incubated with an oxidizing agent. The antimicrobial activity was observed against American Type Culture Collection (ATCC) and hospital strains of bacteria and fungi, filamentous fungi and dermatophytes. The cytotoxic activity of the EEHS was induced by apoptosis, reduction of the mitochondrial membrane potential, and activation of cathepsins. Together, these results indicate the presence of phenolic compounds and flavonoids in the EEHS and that their antioxidant, antimicrobial, and cytotoxic activities in acute myeloid leukemia cells are mediated by apoptosis.

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Section: Discussionsupporting

confidence: 49%

Antioxidant, Antimicrobial and Cytotoxic Properties as Well as the Phenolic Content of the Extract from Hancornia speciosa Gomes

et al. 2016

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“…Thus, L‐(+)‐bornesitol was isolated from H. speciosa by treating the extract with p‐toluene sulfonyl chloride (TsCl). The portions of the tosylated extract were injected into a HPLC system equipped with a UV–Vis and DAD detectors .…”

Section: Analytical Techniques Used For Determination and Quantificatmentioning

confidence: 99%

Extraction approaches used for the determination of biologically active compounds (cyclitols, polyphenols and saponins) isolated from plant material

et al. 2018

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Based on the bioactive properties of certain compounds, such as antioxidant and anti-inflammatory activities, an interesting subject of research are natural substances present in various parts of plants. The choice of the most appropriate method for separation and quantification of biologically active compounds from plants and natural products is a crucial step of any analytical procedure. The aim of this review article is to present an overview of a comprehensive literature study from the last 10 years (2007-2017), where relevant articles exposed the latest trends and the most appropriate methods applicable for separation and quantification of biologically active compounds from plant material and natural products. Consequently, various extraction methods have been discussed, together with the available procedures for purification and pre-concentration and dedicated methods used for analysis.

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“…Several plant species are traditionally used in Brazil to improve wound healing, and also because of their alleged antiinflammatory properties. Hancornia speciosa Gomes (Apocynaceae), a plant species found in the Brazilian cerrado biome, is popularly known as mangaba or mangabeira , and its leaves are traditionally used for their anti‐hypertensive and anti‐diabetic properties (Pereira et al ., ). This species is also traditionally used to treat fungal infections, tuberculosis, and ulcers, to stimulate hepatic function, and to treat acne, warts, and dermatoses, as well as to improve strains and inflammations (Marinho et al ., ), among other medicinal uses (Hirschmann and Arias, ).…”

Section: Introductionmentioning

confidence: 97%

Evaluation of the Wound Healing Properties ofHancornia speciosaLeaves

et al. 2015

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The leaves of Hancornia speciosa Gomes (Apocynaceae), a medicinal species found in the Brazilian cerrado biome, are traditionally used to treat wounds and inflammatory disorders. The goal of the present study was to investigate the in vitro wound healing properties of ethanolic extract of H. speciosa leaves and its isolated compounds, using the scratch assay, and to evaluate their effects on the release of the pro-inflammatory cytokine tumor necrosis factor (TNF-α) by lipopolysaccharide (LPS)-stimulated human acute monocytic (THP-1) cells. H. speciosa ethanolic extract significantly increased (42.8% ± 5.4 at 25 µg/mL) cell migration and proliferation of fibroblasts compared with control cells, as well as the isolated compounds bornesitol (80.8% ± 5.1) and quinic acid (69.1% ± 6.2), both assayed at 50 μM. TNF-α release by LPS-stimulated THP-1 cells was significantly reduced by the ethanolic extract (62.9% ± 8.2, i.e. 1791.1 ± 394.7 pg/mL) at 10 µg/mL, bornesitol (48.9% ± 0.9, i.e. 2461.6 ± 43.1 pg/mL) at 50 μM, and quinic acid (90.2% ± 3.4, i.e. 473.5 ± 164.4 pg/mL) and rutin (82.4% ± 5.6, i.e. 847.0 ± 271.8 pg/mL) at 10 μM. These results provided evidences to support the traditional use of H. speciosa leaves to treat wounds and inflammatory disorders.

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Development and validation of an HPLC-DAD method for quantification of bornesitol in extracts from Hancornia speciosa leaves after derivatization with p-toluenesulfonyl chloride

Cited by 30 publications

References 19 publications

Antioxidant, Antimicrobial and Cytotoxic Properties as Well as the Phenolic Content of the Extract from Hancornia speciosa Gomes

Antioxidant, Antimicrobial and Cytotoxic Properties as Well as the Phenolic Content of the Extract from Hancornia speciosa Gomes

Extraction approaches used for the determination of biologically active compounds (cyclitols, polyphenols and saponins) isolated from plant material

Evaluation of the Wound Healing Properties ofHancornia speciosaLeaves

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