Chemical constituents from Nectandra cuspidata Nees – Lauraceae

Batista, Ana Lúcia; Yoshida, Norimasa; Garcez, Fernanda Rodrigues; Garcez, Walmir Silva

doi:10.1016/j.bse.2015.06.007

Cited by 9 publications

(6 citation statements)

References 20 publications

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“…Further, H-8 also demonstrated space interaction with H-6a (δ 3.44, dddd, J = 10.8, 6.1, 1.5, 1.5 Hz). The MeO group was placed at C-2 due to its dipolar inter-▶ , as was the one isolated from Nectandra cuspidata [21]. In contrast, the dextrorotatory isomer has been isolated from Ocotea glaziovii ([α] D + 7 (c 1.0, CHCl 3 ) [22].…”

Section: Resultsmentioning

confidence: 99%

Anti-amoebic Activity of Leaf Extracts and Aporphine Alkaloids Obtained from Annona purpurea

et al. 2020

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Annona purpurea has been traditionally used by indigenous and socioeconomically disadvantaged people to treat infectious and parasitic diseases, including amoebiasis. The goal of this study was to assess the effect of a crude methanolic extract, an alkaloid extract, and aporphine alkaloids from leaves of A. purpurea on the viability of Entamoeba histolytica trophozoite cultures and to identify the mechanism of action. Different concentrations of the extracts and alkaloids purpureine (1), 3-hydroxyglaucine (2), norpurpureine (3) glaziovine (4), and oxopurpureine (5) were added to the cultures, and dead parasites were counted after 24 h using a tetrazolium dye reduction assay and analyzed by flow cytometry. The crude extract did not affect the viability of amoebae, but the alkaloid extract and the derived alkaloid glaziovine (4) had important anti-amoebic activity with an IC50 of 33.5 µM compared to that shown by metronidazole (6.8 µM). The treatments induced significant morphological changes in the trophozoites, and most parasites killed by the alkaloid extract were positive for Annexin V, suggesting that apoptosis was the main mechanism of action. In contrast, glaziovine (4) induced less apoptosis with more amoebic lysis. This study supports the idea that aporphine alkaloids from A. purpurea, mainly (+)-(R)-glaziovine (4), could contribute to the development of new formulations for the treatment of amoebiasis. In addition, X-ray diffraction structural analysis and complete 1H and 13C NMR assignments of (+)-(R)-glaziovine (4) were performed and reported for the first time.

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Section: Resultsmentioning

confidence: 99%

Anti-amoebic Activity of Leaf Extracts and Aporphine Alkaloids Obtained from Annona purpurea

et al. 2020

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“…The plant is not endemic to Brazil, but occurs in most states [2,7]. A phytochemical investigation of the leaf extract resulted in the isolation and characterization of megastigmane, aporphinoid alkaloids, sesquiterpenes, polyprenols and sterols [9]. Despite the high aromatic potential, there have been few studies on the chemical composition of essential oils (EOs) of Nectandra species.…”

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confidence: 99%

Chemical Profile and in vitro Biological Activities of Essential Oils of Nectandra puberula and N. cuspidata from the Amazon

Silva

Andrade

Mourão

et al. 2017

Natural Product Communications

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Essential oils (EO) from leaves and branches of Nectandra puberula Schott (Nees) and from leaves of N. cuspidata Nees & Mart. were obtained by hydrodistillation and their chemical compositions determined by gas chromatography-mass spectrometry (GC-MS). The main compounds identified from N. puberula EO were apiole (22.2%), β-caryophyllene (15.1%), β-pinene (13.3%), germacrene D (8.3%), pogostol (6.6%) and bicyclogermacrene (6.4%) in the leaves; and apiole (28.1%), pogostol (19.8%) and guaiol (11.2%) in the branches. The EO of N. cuspidata leaves showed β-caryophyllene (26.9%), bicyclogermacrene (16.0%) and spathulenol (5.2%) as the main compounds. The EOs were subjected to antibacterial screening and displayed promising activity against Escherichia coli (MIC = 19.5 μg.mL-1). In addition, the EOs were tested for cytotoxic activity against MCF-7 breast tumor cells and the IC 50 values were 64.5 ± 1.6 and 117.1 ± 11.9 μg.mL-1 for the leaf EOs of N. puberula and N. cuspidata, respectively.

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“…Our optimal Y% results present similar values to those obtained by previous studies with Lauraceae, which applied a 5 day times exhaustive maceration. [19][20][21] Therefore, we demonstrate a substantial decrease in the extraction time from a time scale in days to just 30 minutes.…”

Section: Effects In the Extraction Yieldmentioning

confidence: 57%

Phytochemistry by design: a case study of the chemical composition of Ocotea guianensis optimized extracts focused on untargeted metabolomics analysis

et al. 2020

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Chemical constituents from Nectandra cuspidata Nees – Lauraceae

Cited by 9 publications

References 20 publications

Anti-amoebic Activity of Leaf Extracts and Aporphine Alkaloids Obtained from Annona purpurea

Anti-amoebic Activity of Leaf Extracts and Aporphine Alkaloids Obtained from Annona purpurea

Chemical Profile and in vitro Biological Activities of Essential Oils of Nectandra puberula and N. cuspidata from the Amazon

Phytochemistry by design: a case study of the chemical composition of Ocotea guianensis optimized extracts focused on untargeted metabolomics analysis

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