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1.
Molecules ; 26(4)2021 Feb 05.
Artigo em Inglês | MEDLINE | ID: mdl-33562771

RESUMO

Lantana rhodesiensis Moldenke is a plant widely used to treat diseases, such as rheumatism, diabetes, and malaria in traditional medicine. To better understand the traditional uses of this plant, a phytochemical study was undertaken, revealing a higher proportion of polyphenols, including flavonoids in L. rhodesiensis leaf extract and moderate proportion in stem and root extracts. The antioxidant activity of the extracts was also determined using three different assays: the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity, the FRAP method (Ferric-reducing antioxidant power) and the ß-carotene bleaching test. The anti-malarial activity of each extract was also evaluated using asexual erythrocyte stages of Plasmodium falciparum, chloroquine-sensitive strain 3D7. The results showed that the leaf extract exhibited higher antioxidant and anti-malarial activities in comparison with the stem and root extracts, probably due to the presence of higher quantities of polyphenols including flavonoids in the leaves. A positive linear correlation was established between the phenolic compound content (total polyphenols including flavonoids and tannins; and total flavonoids) and the antioxidant activity of all extracts. Furthermore, four flavones were isolated from leaf dichloromethane and ethyl acetate fractions: a new flavone named rhodescine (5,6,3',5'-tetrahydroxy-7,4'-dimethoxyflavone) (1), 5-hydroxy-6,7,3',4',5'-pentamethoxyflavone (2), 5-hydroxy-6,7,3',4'-tetramethoxyflavone (3), and 5,6,3'-trihydroxy-7,4'-dimethoxyflavone (4). Their structures were elucidated by 1H, 13CNMR, COSY, HSQC, HMBC, and MS-EI spectral methods. Aside from compound 2, all other molecules were described for the first time in this plant species.


Assuntos
Antimaláricos/farmacologia , Antioxidantes/farmacologia , Lantana/química , Compostos Fitoquímicos/farmacologia , Antimaláricos/química , Antioxidantes/química , Compostos Fitoquímicos/química , Folhas de Planta/química , Polifenóis/análise
2.
Molecules ; 25(10)2020 May 21.
Artigo em Inglês | MEDLINE | ID: mdl-32455772

RESUMO

This work aims to study the variations in the composition of Lantana camara leaf, flower, and stem essential oils over two years. L. camara organs were harvested in Bregbo (East Côte d'Ivoire) each month from June 2015 to June 2017. The essential oils were obtained by hydrodistillation and characterized by GC-MS and 13C NMR. Eighty-four compounds accounting for 84.4-99.1% of the essential oils have been identified. The essential oils hydrodistillated from L. camara are dominated by sesquiterpenes such as (E)-ß-caryophyllene and α-humulene, which were found in all samples. Some monoterpenes such as thymol, sabinene, and α-pinene were also present. Statistical analysis (principal component analysis and clustering) revealed a high variability in essential oil composition between the different organs and also within the studied periods, as the thymol proportion was higher during flowering and fruiting months. In addition, the stem, flower, and fruit essential oils were more concentrated in thymol than the leaf essential oils. The proportions of (E)-ß-caryophyllene and α-humulene were strictly inverted with the thymol proportion throughout the harvest period or vegetative cycle. The antioxidant, anti-inflammatory and insecticidal activities of leaves and flowers essential oils were also studied. Results showed that L. camara leaf and flower essential oils displayed high antioxidant, anti-inflammatory and insecticidal activities.


Assuntos
Antioxidantes/química , Lantana/química , Óleos Voláteis/química , Óleos de Plantas/química , Antioxidantes/isolamento & purificação , Clima , Côte d'Ivoire , Flores/química , Frutas/química , Cromatografia Gasosa-Espectrometria de Massas , Monoterpenos/química , Monoterpenos/isolamento & purificação , Óleos Voláteis/farmacologia , Extratos Vegetais , Folhas de Planta/química , Óleos de Plantas/isolamento & purificação , Estações do Ano , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação
3.
Molecules ; 24(13)2019 Jul 03.
Artigo em Inglês | MEDLINE | ID: mdl-31277326

RESUMO

Zanthoxylum mezoneurispinosum Ake Assi and Zanthoxylum psammophilum Ake Assi are species endemic to Côte d'Ivoire. In this study, we determined, for the first time, the composition and biological activities of essential oils obtained from each of these plants. Essential oils were obtained by hydrodistillation from different organs of each plant with a Clevenger-type apparatus and analyzed by gas chromatography-mass spectrometry (GC-MS). Thirty-four components, accounting for more than 99.9% of the overall composition, were identified in the oils. The Z. psammophilum leaf and trunk bark oils exhibited two unusual methylketones, undecan-2-one and tridecan-2-one, whereas the root oil was rich in thymol and sesquiterpenoids. The Z. mezoneurispinosum leaf and trunk bark oils were rich in monoterpenoids, whereas sesquiterpenoids were predominant in the root oil. These samples produced, for the first time, some new chemical profiles of essential oils. The oils' antioxidant activities were determined using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging capacity and ferric reducing antioxidant power (FRAP) assays. The results showed that the essential oil isolated from roots of Z. mezoneurispinosum had the highest antioxidant activity, which is in accordance with the high thymol content of that oil. We also determined the lipoxygenase inhibitory activities of the essential oils. The results showed that all of the tested oils displayed high and close lipoxygenase inhibitory activities.


Assuntos
Antioxidantes/farmacologia , Inibidores de Lipoxigenase/farmacologia , Óleos Voláteis/farmacologia , Óleos de Plantas/farmacologia , Zanthoxylum/química , Antioxidantes/química , Inibidores de Lipoxigenase/química , Óleos Voláteis/química , Compostos Fitoquímicos/química , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Óleos de Plantas/química
4.
Foods ; 9(5)2020 May 01.
Artigo em Inglês | MEDLINE | ID: mdl-32369948

RESUMO

This study focused, for the first time, on the evaluation of the seasonal effect on the chemical composition and biological activities of essential oils hydrodistillated from leaves, trunk bark and fruits of Zanthoxylum leprieurii (Z. leprieurii), a traditional medicinal wild plant growing in Côte d'Ivoire. The essential oils were obtained by hydrodistillation from fresh organs of Z. leprieurii growing on the same site over several months using a Clevenger-type apparatus and analyzed by gas chromatography-mass spectrometry (GC/MS). Leaf essential oils were dominated by tridecan-2-one (9.00 ± 0.02-36.80 ± 0.06%), (E)-ß-ocimene (1.30 ± 0.50-23.57 ± 0.47%), ß-caryophyllene (7.00 ± 1.02-19.85 ± 0.48%), dendrolasin (1.79 ± 0.08-16.40 ± 0.85%) and undecan-2-one (1.20 ± 0.03-8.51 ± 0.35%). Fruit essential oils were rich in ß-myrcene (16.40 ± 0.91-48.27 ± 0.26%), citronellol (1.90 ± 0.02-28.24 ± 0.10%) and geranial (5.30 ± 0.53-12.50 ± 0.47%). Tridecan-2-one (45.26 ± 0.96-78.80 ± 0.55%), ß-caryophyllene (1.80 ± 0.23-13.20 ± 0.33%), ?-humulene (4.30 ±1.09-12.73 ± 1.41%) and tridecan-2-ol (2.23 ± 0.17-10.10 ± 0.61%) were identified as major components of trunk bark oils. Statistical analyses of essential oil compositions showed that the variability mainly comes from the organs. Indeed, principal component analysis (PCA) and hierarchical cluster analysis (HCA) allowed us to cluster the samples into three groups, each one consisting of one different Z. leprieurii organ, showing that essential oils hydrodistillated from the different organs do not display the same chemical composition. However, significant differences in essential oil compositions for the same organ were highlighted during the studied period, showing the impact of the seasonal effect on essential oil compositions. Biological activities of the produced essential oils were also investigated. Essential oils exhibited high insecticidal activities against Sitophilus granarius, as well as antioxidant, anti-inflammatory and moderate anti-plasmodial properties.

5.
Nat Prod Commun ; 12(4): 607-610, 2017 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-30520606

RESUMO

The compositions of essential oil obtained from leaves, flowers and fruits of Lantana camara L. growing in wild at Cte d'Ivoire, were investigated by GC and ¹³C NMR. Thirty-seven compounds accounting for 88.3-94.5% of the oils have been identified. The leaf, flower and fruits of L. camara produced sesquitetpene-rich essential oils predominated by (E)-ß-caryophyllene and a-humulene, in addition to the important content of sabinene, Pßphellandrene and thymol as monoterpenes. It was found the new chemical profiles of L. camara.


Assuntos
Lantana/química , Óleos Voláteis/química , Óleos de Plantas/química , Côte d'Ivoire , Flores/química , Frutas/química , Cromatografia Gasosa-Espectrometria de Massas , Estrutura Molecular , Óleos Voláteis/isolamento & purificação , Folhas de Planta/química , Óleos de Plantas/isolamento & purificação
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