POLYPHENOL AND TRITERPENOID CONSTITUENTS OF Eugenia florida DC. (MYRTACEAE) LEAVES AND THEIR ANTIOXIDANT AND CYTOTOXIC POTENTIAL

Santos, Priscila F. P.; Gomes, Luiz N. L. F.; Mazzei, José Luiz; Fontão, Ana Paula A.; Sampaio, André Luiz Franco; Siani, Antonio C.; Valente, Lígia M. M.

doi:10.21577/0100-4042.20170284

Cited by 14 publications

(10 citation statements)

References 32 publications

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“…Purification of the ethyl acetate fraction of E. natalensis using silica gel column chromatography afforded three triterpenoids. The structures were confirmed as lupeol (9), [35,36] and a mixture of α-amyrin (10) [37,38] and β-amyrin (11), [39,40] by GCMS (Figures S31 for 9, S34 for 10, and S35 for 11) analysis and comparison of the 1 H (Figures S32, S36) and 13 C (Figures S33, S37) NMR data with those reported in the literature.…”

Section: Chemistrysupporting

confidence: 62%

Phytochemical, Antiplasmodial, and Cytotoxic Investigation of Euclea natalensis A.DC. subsp. natalensis Leaves

Tajuddeen

Swart

Hoppe

et al. 2022

Chemistry & Biodiversity

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Previous research shows that the root and bark extracts of Euclea natalensis have antiplasmodial activity, but the leaves have not been examined yet. This study investigated the phytochemical, antiplasmodial, and cytotoxic properties of the plant leaves. The activity against 3D7 Plasmodium falciparum was determined using the parasite lactate dehydrogenase assay, and the cytotoxicity against Vero and HeLa cells was evaluated using the MTT and resazurin assays, respectively. The bioactive compounds were isolated by chromatography, and their structures were established with spectroscopic and spectrometric techniques. The extract showed antiplasmodial activity (IC 50 = 25.6 μg/mL) and was not cytotoxic against Vero cells (IC 50 = 403.7 μg/mL). Purification of the extract afforded six flavonoid glycosides, four triterpenoids, and a coumarin. The glycosides showed antiplasmodial and cytotoxic activities, against HeLa cells, at 50 μg/mL, but the activity was reduced at 10 μg/mL. Naphthoquinones, which are among the predominant phytochemicals in the root and root bark of E. natalensis, were not detected in the leaves.

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Section: Chemistrysupporting

confidence: 62%

Phytochemical, Antiplasmodial, and Cytotoxic Investigation of Euclea natalensis A.DC. subsp. natalensis Leaves

Tajuddeen

Swart

Hoppe

et al. 2022

Chemistry & Biodiversity

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“…is a native species that can be found throughout Brazil, except for Rio Grande do Norte and Sergipe, which presents itself in the form of a tree or a shrub [ 21 ]. It is popularly known as pitanga-preta or guamirim , and its leaves are used in folk medicine as hypotensive, hypoglycemic, antipyretic and in the treatment of gastrointestinal problems [ 22 ]. As for the chemical composition of the essential oils of this species, there are few reports in the literature.…”

Section: Introductionmentioning

confidence: 99%

Chemical Composition and Antioxidant Activity of Essential Oils from Leaves of Two Specimens of Eugenia florida DC.

et al. 2021

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Eugenia florida DC. belongs to the Myrtaceae family, which is present in almost all of Brazil. This species is popularly known as pitanga-preta or guamirim and is used in folk medicine to treat gastrointestinal problems. In this study, two specimens of Eugenia florida (Efl) were collected in different areas of the same region. Specimen A (EflA) was collected in an area of secondary forest (capoeira), while specimen B (EflB) was collected in a floodplain area. The essential oils (EOs) were extracted from both specimens of Eugenia florida by means of hydrodistillation. Gas chromatography coupled to mass spectrometry (GC/MS) was used to identify the volatile compounds present, and the antioxidant capacity of the EOs was determined by antioxidant capacity (AC-DPPH) and the Trolox equivalent antioxidant (TEAC) assay. For E. florida, limonene (11.98%), spathulenol (10.94%) and α-pinene (5.21%) were identified as the main compounds of the EO extracted from sample A, while sample B comprised selina-3,11-dien-6α-ol (12.03%), eremoligenol (11.0%) and γ-elemene (10.70%). This difference in chemical composition impacted the antioxidant activity of the EOs between the studied samples, especially in sample B of E. florida. This study is the first to report on the antioxidant activity of Eugenia florida DC. essential oils.

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“…microcrys, and E. sideorxylon. − Compounds 26, 27 , and 29 were detected here for the first time in genus Eucalyptus, but previously detected in other members of family Myrtaceae, Myricaria floibunda, Psidium guajava, and Euginea florida, respectively. − On the other hand, compounds 4, 9, 11, 17, 19, 20 , and 34 were detected for the first time in the family Myrtaceae.…”

Section: Results and Discussionmentioning

confidence: 51%

Cheminformatics Application in the Phytochemical and Biological Study of Eucalyptus globulus L. Bark as a Potential Hepatoprotective Drug

et al. 2022

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Natural products are considered as a good source of antifibrotic agents, but identifying and isolating bioactive molecule(s) is still challenging. Fortunately, numerous computational techniques have evolved to save time and efforts in this field. The aim of the current study was to utilize several cheminformatics software to study the chemical and biological features of the bark of Eucalyptus globulus cultivated in Egypt. Sirius software, with the aid of online databases, was used to process liquid chromatography−mass spectrometry (LC−MS) chemical profiling and predict precise molecular formulae, chemical classes, and structures. Accordingly, 37 compounds were tentatively identified, including 15 reported here for the first time from this species. Also, the BioTransformer tool was successfully applied for in silico virtual study of the human metabolism of these compounds, and 1960 different products were obtained through various metabolic pathways. Finally, an electronic library of the identified compounds and their metabolites were developed and docked in silico against eight different protein targets that are involved in the liver fibrosis process. The results revealed that the extract may have a potential hepatoprotective effect through several mechanisms and that the metabolites have the highest binding affinities to the relevant enzymes than their parent compounds. The extract was found to show potent cytotoxic activity against the liver cancer cell lines HEPG2 and HUH-7, and its absorption was enhanced through nanoformulation, as proved using the ex vivo everted gut sac method.

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POLYPHENOL AND TRITERPENOID CONSTITUENTS OF Eugenia florida DC. (MYRTACEAE) LEAVES AND THEIR ANTIOXIDANT AND CYTOTOXIC POTENTIAL

Cited by 14 publications

References 32 publications

Phytochemical, Antiplasmodial, and Cytotoxic Investigation of Euclea natalensis A.DC. subsp. natalensis Leaves

Phytochemical, Antiplasmodial, and Cytotoxic Investigation of Euclea natalensis A.DC. subsp. natalensis Leaves

Chemical Composition and Antioxidant Activity of Essential Oils from Leaves of Two Specimens of Eugenia florida DC.

Cheminformatics Application in the Phytochemical and Biological Study of Eucalyptus globulus L. Bark as a Potential Hepatoprotective Drug

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