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1.
Appl Biochem Biotechnol ; 195(10): 6113-6131, 2023 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-36811771

RESUMO

Microbial resistance is facilitated by biofilm formation and quorum-sensing mediated processes. In this work, the stem bark (ZM) and fruit extracts (ZMFT) of Zanthoxylum gilletii were subjected to column chromatography and afforded lupeol (1), 2,3-epoxy-6,7-methylenedioxyconiferyl alcohol (3), nitidine chloride (4), nitidine (7), sucrose (6) and sitosterol-ß-D-glucopyranoside (2). The compounds were characterized using MS and NMR spectral data. The samples were evaluated for antimicrobial, antibiofilm and anti-quorum sensing activities. Highest antimicrobial activity was exhibited by compounds 3, 4 and 7 against Staphylococcus aureus (MIC 200 µg/mL), compounds 3 and 4 against Escherichia coli (MIC = 100 µg/mL) and compounds 4 and 7 against Candida albicans (MIC = 50 µg/mL). At MIC and sub-MIC concentrations, all samples inhibited biofilm formation by pathogens and violacein production in C. violaceum CV12472 except compound 6. Good disruption of QS-sensing in C. violaceum revealed by inhibition zone diameters were exhibited by compounds 3 (11.5 ± 0.5 mm), 4 (12.5 ± 1.5 mm), 5 (15.0 ± 0.8 mm), 7 (12.0 ± 1.5 mm) as well as the crude extracts from stem barks (16.5 ± 1.2 mm) and seeds (13.0 ± 1.4 mm). The profound inhibition of quorum sensing mediated processes in test pathogens by compounds 3, 4, 5 and 7 suggests the methylenedioxy- group that these compounds possess as the possible pharmacophore.


Assuntos
Anti-Infecciosos , Zanthoxylum , Biofilmes , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Bactérias , Anti-Infecciosos/farmacologia , Antibacterianos/farmacologia , Antibacterianos/química
2.
Nat Prod Res ; 37(15): 2508-2516, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-35289687

RESUMO

The chemical investigation of the leaf extract of a Cameroonian medicinal plant, Lippia rugosa A Chev (Verbenaceae) led to the isolation of a new flavonoid derivative flavolippia (1), alongside eleven known compounds: 2,4-dimethylpyridin-3,5-diol (2), 5-hydroxy-6,7,4'-trimethoxylflavone (3), 5-hydroxy-3,7,4'-trimethoxyflavone (4), 7-hydroxy-5,6,4'-trimethoxyflavone (5), 3ß-hydroxy-urs-12-en-3-ol (α-amyrin) (6), lupeol acetate (7), lup-20(29)-en-3ß-ol (lupeol) (8), lup-20(29)-en-3ß,28-diol (betulin) (9), fridelan-3-one (fridelan) (10), saccharose (11), cosanol (12). In addition, a new semi-synthetic alkaloid derivative named lippiamicin (13) was prepared from 2,4-dimethylpyridin-3,5-diol (2). Their structures were established on the basis of their spectroscopic data, as well as 1 D and 2 D NMR. Compounds 1-13 were evaluated for their antioxidant activities. The results obtained showed that compounds 2 and 12 were the most active with IC50 values of 0.145 ± 0.011 and 0.195 ± 0.017 µM/mL respectively (for DPPH•) and 0.241 ± 0.027 and 0.223 ± 0.024 µM/mL respectively (for FRAP) compared to butylated hydroxyltoluene used as positive control.


Assuntos
Alcaloides , Antineoplásicos , Flavonas , Lippia , Verbenaceae , Extratos Vegetais/química
3.
J Insect Sci ; 19(2)2019 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-31222325

RESUMO

Bioassays were conducted to assess the individually insecticidal activities of hexane, acetone, and methanol extracts from Hemizygia welwitschii Rolfe-Ashby leaves powder against Callosobruchus maculatus (F.). The extracts were applied at 2, 4, 6, and 10 g/kg of cowpea and the untreated seeds served as negative control. Treatments were arranged in a complete randomized design with four replications. Adult mortality, F1 progeny emergence, as well as insect population increase, seeds damage, and seeds germination were carried out. The results obtained showed that the three extracts of H. welwitschii were very effective in protecting stored cowpea against C. maculatus at the highest dosage (10 g/kg) 7 d after treatment. There was no F1 progeny emergence of C. maculatus in cowpea treated with hexane extract at the dosage of 10 g/kg, while, at the same dosage, acetone and methanol extracts almost completely inhibited the F1 progeny emergence. Also, the different concentration levels significantly protected the seeds with regard to seed damage caused by C. maculatus compared with the untreated control after 3 mo storage. The viability of seeds was not affected by the extracts. Because of their effectiveness, the three extracts of H. welwitschii leaves powder could be a good candidate in pest management programs, especially against C. maculatus in stored cowpea grains, in Cameroon and other developing countries.


Assuntos
Besouros , Controle de Insetos/métodos , Lamiaceae/química , Extratos Vegetais/química , Animais , Testes de Toxicidade , Vigna
4.
BMC Complement Altern Med ; 16: 117, 2016 Apr 07.
Artigo em Inglês | MEDLINE | ID: mdl-27056828

RESUMO

BACKGROUND: In the Cameroonian traditional medicine, plants of the Capparidaceae, Euphorbiaceae and Liliaceae families are used to treat several metabolic diseases. These plants are rich in various compounds belonging to the glucosinolates and thiosulfinates family. Till date, very little studies have been done aiming at assessing the antioxidant and inflammatory properties of the essential oils (EOs) of these plants. Essential oils are volatile extracts produced by secondary metabolism. They are usually constituted of terpens and may also contain specific non terpenic components such as glucosinolates and thiosulfinates for the species that are being considered in the present study. This study highlights and compares the chemical composition, antioxidant and anti-inflammatory properties of the essential oils of the stem barks of Drypetes gossweileri (Euphorbiaceae), roots of Pentadiplandra brazzeana (Capparidaceae), red bulbs of Allium cepa and Alium sativum (Liliaceae) collected in Cameroon (Central Africa). METHODS: The essential oils were extracted by hydrodistillation and analyzed by gas chromatography (GC) and gas chromatography coupled to mass spectrometry (GC-MS). In vitro antioxidant activities were determined using the radical scavenging assay, total phenolic content, ferric reducing antioxidant power (FRAP) assay and determination of antioxidant activity index (AAI) according to the method described by Scherer and Godoy. The anti-inflammatory activities were evaluated using albumin denaturation method. Differences (p < 0.05) between the experimental and the control groups were evaluated using one way analysis of variance (ANOVA) followed by Tukey's test for multiple comparisons. RESULTS: The main components of Allium sativum essential oil were diallyl trisulfide (41.62 %), diallyl disulfide (19.74 %), allyl methyl trisulfide (12.95 %), diallyl sulfide (7.1 %) and diallyl tetrasulfide (4.22 %). Those of Allium cepa essential oil were diallyl trisulfide (22.17 %), dipropyl trisulfide (11.11 %), 2-methyl-3,4-dithiaheptane (9.88 %), methyl propyl trisulfide (8.14 %), dipropyl tetrasulfide (8.07 %) and 2-propenyl propyl disulfide (5.15 %). Drypetes gossweileri and Pentadiplandra brazzeana essential oils presented similar chemical compositions as compared with benzylisothiocyanate content (63.19 and 97.63 % respectively), but differed in benzylcyanide content (35.72 and 0.86 % respectively). The essential oils were rich in phenolic compounds in the following order Allium sativum < Allium cepa < D. gossweileiri < P. brazzeana. The essential oils exhibited high antioxidant and DPPH radical scavenging effect but low ferric reducing power activity. Moreover, the four essential oils showed anti-inflammatory activities (by heat denaturation of Bovine Serum Albumin). The anti-inflammatory activities of P. brazzeana and A. cepa essential oils were comparable but higher than those of D. gossweileri and sodium diclofenac used as a reference non-steroidal anti-inflammatory drug. CONCLUSION: The essential oils of the plants were rich in organosulfur compounds. These compounds were probably responsible for their appreciable antioxidant and anti-inflammatory activities. Due to their antioxidant and anti-inflammatory properties, the essential oils of some of these plants might be used as natural additives in the pharmaceutical, cosmetic and agro-industries.


Assuntos
Anti-Inflamatórios/isolamento & purificação , Antioxidantes/isolamento & purificação , Óleos Voláteis/química , Plantas Medicinais/química , Camarões , Embriófitas/química , Euphorbiaceae/química , Cebolas/química
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