Licanol, um novo flavanol, e outros constituintes de Licania macrophylla Benth

Medeiros, Fernando Antônio de; Medeiros, Alessandra Azevedo Nascimento de; Tavares, Josean Fechine; Barbosa-Filho, José Maria; Lima, Edeltrudes de Oliveira; Silva, Marcelo Sobral da

doi:10.1590/s0100-40422012000600021

Cited by 6 publications

(6 citation statements)

References 6 publications

(6 reference statements)

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“…The structure elucidation of proanthocyanidin A was based on the assignments of its infrared and 1 H and 13 C (with distortionless enhancement by polarization transfer [DEPT] experiment) nuclear magnetic resonance (NMR) spectral analysis, including comparison with the NMR data already published [ 21 ]. The compound 4’- O -methylepigallocatechin was identified by 1 H and 13 C NMR including 2D experiments followed by comparison with NMR spectral data previously reported [ 22 , 23 ].…”

Section: Methodsmentioning

confidence: 85%

“…The signal at d H 3.79 (3H, s) were attributed to methoxyl group and the signal at d H 4.78 ( 1 H, s, H-2) and at d H 4.19 ( 1 H, s (large), H-3) were related to carbinol hydrogen atoms. Through the 13 C NMR spectrum and DEPT-135 (CD 3 OD, 100 MHz) were observed the signals at δ C : 79.8 (C2), 67.5 (C3), 29.3 (C4), 157.3 (C5), 96.6 (C6), 157.8 (C7), 96.1 (C8), 100.1 (C9), 158.1 (C10), 136.7 (C1′), 107.3 (C6′), 151.5 (C3′ and C5′), 136.3 (C4′) and 60.9 (OMe) [ 21 - 23 ].…”

Section: Resultsmentioning

confidence: 99%

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Effect of constituents from samaras of Austroplenckia populnea (Celastraceae) on human cancer cells

Caneschi¹,

Muniyappa²,

Duarte³

et al. 2015

J Intercult Ethnopharmacol

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Background:Aiming the continuity of the studies of Austroplenckia populnea, Brazilian species of the Celastraceae family, in the present study, it was investigated the effect of crude extracts obtained with ethanol, ethyl acetate and chloroform and two purified constituents, proanthocyanidin A and 4’-O-methylepigallocatechin, both isolated from its samaras, on cancer cell proliferation assays.Materials and Methods:The human cancer cells lines MCF-7 (ductal breast carcinoma), A549 (lung cancer), HS578T (ductal breast carcinoma) and non-cancer HEK293 (embryonic kidney cells) were treated with different concentrations of extracts and constituents and the effect was observed through the acid phosphatase method. The chemical structures of the purified compounds were identified by the respective IR and 1H and 13C nuclear magnetic resonance spectral data.Results:While crude extracts from samaras of the folk medicine A. populnea can trigger cell proliferative effects in human cell lines, the purified compounds (proanthocyanidin A and 4’-O-methyl-epigallocatechin) isolated from the same extracts can have an opposite (anti-proliferative) effect.Conclusion:Based on the results, it was possible to suggest that extracts from samaras of A. populnea should be further investigated for possible cancer-promoting activities; and the active extracts can also represent a source of compounds that have anti-cancer properties.

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Section: Methodsmentioning

confidence: 85%

Section: Resultsmentioning

confidence: 99%

Effect of constituents from samaras of Austroplenckia populnea (Celastraceae) on human cancer cells

Caneschi¹,

Muniyappa²,

Duarte³

et al. 2015

J Intercult Ethnopharmacol

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“…These biological activities include: anti-inf lammatory, antioxidant, antibacterial and antifungal. Moreover, species from the Licania genus contain many secondary metabolites, mainly phenolic compounds, such as flavonoids (Medeiros, Medeiros, 2012;Silva et al, 2012;de Freitas et al, 2019;Moreira-Araujo et al, 2019;Santos et al, 2019;Shin et al, 2019;Lima de Medeiros et al, 2020). Data from the literature corroborate the chemotaxonomic knowledge of the genus and add value for the species, especially for L. macrophylla.…”

Section: Introductionmentioning

confidence: 79%

Seasonal and pluviometric effects on the phenolic compound composition and antioxidant potential of Licania macrophylla Benth (Chrysobalanaceae), a medicinal plant from the Amazon rainforest

Araújo

Costa

Pinto

et al. 2022

Braz. J. Pharm. Sci.

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Licania macrophylla is a medicinal plant from the Amazon. It is mainly used in the form of a decoction and has been reported to contain several phenolic compounds. However, the effect of seasonality on the phenolic composition and antioxidant potential of this plant has not been well studied, especially in the Amazon region, an area affected by the rainy and less-rainy seasons. Therefore, we evaluated the seasonality of these aromatic compounds and the antioxidant potential of the extracts from L. macrophylla stem bark. We also determined the correlation between the extraction methods used and precipitation levels during each period for 1 year. The total flavonoid and phenolic content, DPPH-scavenging potential, percentage of phosphomolybdenum complex reduction, and iron-reducing power were quantified. The levels of phenolic compounds were the highest in June, whereas those of flavonoids were the highest in September and October; however, these differences were not significant. The extracts from April, November, and June showed the best results for DPPH scavenging, phosphomolybdenum reduction, and iron reduction power, respectively. Significant differences in the phenolic content and DPPH-scavenging activity were observed between the more-and less-rainy seasons. The total phenolic content was positively correlated with FRAP and DPPH, whereas flavonoid levels were negatively correlated.

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“…In this context, Si-FO and Si-FA were analyzed for their antibacterial activity against pathogenic strains in humans through the microdilution broth method, commonly used for screening of new antimicrobial agents. For the classification of antibacterial activity, the following criteria were considered: activity between 0 and 100 µg/ml was considered as relevant; 101 to 500 µg/ml as moderate; 501 to 1000 µg/ml as low and above 1000 µg/ml as inactive (Medeiros et al, 2012;Holetz et al, 2002). In this sense, the antibacterial activity in vitro assay has shown that Si-FO and Si-FA were able to inhibit the growth of E. faecalis and E. coli at all concentrations tested.…”

Section: Resultsmentioning

confidence: 99%

GC-MS analysis and in vitro bioactivity of fixed oil and fatty acid fraction obtained from seeds of Simira gardneriana, a Rubiaceae from Brazilian Caatinga Biome

Ferraz¹,

Oliveira-JÃºnior²,

Lavor³

et al. 2016

Afr. J. Pharm. Pharmacol.

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Rubiaceae family includes many species with biological activity, highlighting the genus Simira. In the Caatinga, this genus is represented by six species, and among them, Simira gardneriana is the only endemic species. Previous studies with this plant have shown that extracts from the aerial parts have antioxidant and antimicrobial activity. Thus, the aim of this study was to investigate the chemical composition, antibacterial and cytotoxic activities of fixed oil and fatty acids fraction obtained from seeds of the plant. For this, the fixed oil (Si-FO) was obtained through an extraction with petroleum ether. Subsequently, the fraction of fatty acids (Si-FA) was obtained and then esterified to facilitate analysis by gas chromatography-mass spectrometry GC-MS. Si-FO and Si-FA were evaluated for their antibacterial (MIC and MBC determination) and cytotoxic (MTS assays) properties. The GC-MS analysis identified squalene (39.95%), β-sitosterol (13.82%) and palmitic aldehyde (7.02%) as the major components of Si-FO. Meanwhile, the major compounds identified for the methylated fatty acids fraction were oleic (51.17%), 5,6-octadecadienoic (16.22%) and stearic acids (10.47%). In terms of biological activity, Si-FO and Si-FA exhibited relevant antibacterial activity against Enterococcus faecalis, Escherichia coli and Bacillus cereus strains. In addition, Si-FO showed moderate cytotoxicity against Sarcome S-180 cells, reaching 50.58% of cytotoxic activity in the highest concentration tested (400 μg/ml). These results can be explained by the chemical composition of the samples, since previous studies reported antibacterial and cytotoxic effects of the major compounds identified in Si-FO and Si-FA.

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Licanol, um novo flavanol, e outros constituintes de Licania macrophylla Benth

Cited by 6 publications

References 6 publications

Effect of constituents from samaras of Austroplenckia populnea (Celastraceae) on human cancer cells

Effect of constituents from samaras of Austroplenckia populnea (Celastraceae) on human cancer cells

Seasonal and pluviometric effects on the phenolic compound composition and antioxidant potential of Licania macrophylla Benth (Chrysobalanaceae), a medicinal plant from the Amazon rainforest

GC-MS analysis and in vitro bioactivity of fixed oil and fatty acid fraction obtained from seeds of Simira gardneriana, a Rubiaceae from Brazilian Caatinga Biome

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