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The metabolites profile of Egyptian P. dulce bark was investigated using UPLC-ESI-MS/MS analysis with subsequent analysis of its cytotoxicity, antimicrobial, and antioxidant activities. Asides, in silico molecular docking study was performed for validation of cytotoxicity. P. dulce bark showed richness in polyphenolics and flavonoids, displaying 575.5 mg GAE/g extract (total phenolic content) and 310.82 mg CE/g extract (flavonoid content). A total of 29 compounds were tentatively identified. Proanthocyanidins and phenolic acids were the major classes observed. P. dulce bark possessed promising antioxidant and cytotoxic activities, however, it exhibited a weak antimicrobial activity. No antifungal activity was observed. In silico molecular docking revealed that daidzein compound achieved the best interaction energy score on the 5II2 of Gibbs free energy of -6.911 kcal/mol. This study revealed that P. dulce bark can be introduced as a potential source for valuable bioactive compounds that supporting its usage in food and pharmaceutical industries.
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INTRODUCTION: Fenugreek has been used in traditional remedies since ancient times. It has a long history of use against medical ailments as an antidiabetic, anticarcinogenic, hypocholesterolemic, antioxidant, antibacterial, hypoglycemic, gastric stimulant, and anti-anorexia agent. The major active constituents include alkaloids, fibres, saponins, proteins, and amino acids. OBJECTIVES: To provide a comprehensive overview of the application of chromatographic and spectroscopic methods, in addition to DNA-profiling methods to assess the quality of fenugreek. Also, to highlight the recent application of chemometrics combined with quality control methods during the last two decades. METHODOLOGY: A literature search conducted from January 2000 up to December 2020 using various scientific databases (e.g., Scopus, Medline, PubMed, EBSCO, JSTOR, ScienceDirect, Google Scholar, Web of Science and Egyptian Knowledge Bank, Academic Journals, and Springer Link); general web searches were also undertaken using Google applying some related search terms. Studies involving the application of quality control analyses were classified into three categories according to the conducted analysis method including chromatographic [high-performance liquid chromatography (HPLC), high-performance thin-layer chromatography (HPTLC), and gas chromatography (GC)], spectroscopic [ultraviolet (UV), infrared (IR), and nuclear magnetic resonance (NMR)], and DNA-based markers. RESULTS: This review shed the light on relevant studies covering the past two decades, presenting the application of spectroscopic and chromatographic methods and DNA profiling in the quality control of fenugreek. CONCLUSION: The reviewed chromatographic and spectroscopic methods combined with chemometrics provide a powerful tool that could be applied widely for the quality control of fenugreek.
Assuntos
Trigonella , Cromatografia em Camada Fina , DNA , Extratos Vegetais/química , Controle de Qualidade , Sementes/química , Trigonella/químicaRESUMO
Pithecellobium dulce has been used in traditional medicine to treat various ailments owing to its restorative properties. The biological activities and chemical profiles of the lipophilic fraction of P. dulce bark and leaves were assessed herein. Fatty acid methyl esters (FAME) and unsaponifiable matter (USM) were prepared and analyzed by GC/MS. A total of 40 compounds were identified in the bark saponifiable fraction, whereas 9 compounds were annotated in the leaves. Palmitic acid methyl ester was the major compound identified accounting for 41.48 % of the bark and 19.03 % of the leaves composition. Besides, linolenic acid methyl ester (22.40 %) and linoleic acid (12.69 %) were annotated in the leaves saponifiable fraction. A total of 63 compounds were detected in the bark USM and 4 compounds were identified in the leaves. Phytol represented the major component in the leaves (52.57 %) followed by lupeol (20.68 %) and lupenone (8.60 %). Meanwhile, n-dodecane dominated in the bark USM accounting for 24.69 % of the total composition. The leaves and bark lipophilic fractions revealed moderate antioxidant and antibacterial activities. Both extracts showed no antifungal activity. No cytotoxicity was observed for both lipophilic fractions. P. dulce offers a good source of antioxidant compounds that can be introduced to food and pharmaceutical industry.
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Antibacterianos/farmacologia , Antifúngicos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/farmacologia , Fabaceae/química , Extratos Vegetais/farmacologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antifúngicos/química , Antifúngicos/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antioxidantes/química , Antioxidantes/isolamento & purificação , Bactérias/efeitos dos fármacos , Compostos de Bifenilo/antagonistas & inibidores , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Fungos/efeitos dos fármacos , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Interações Hidrofóbicas e Hidrofílicas , Testes de Sensibilidade Microbiana , Estrutura Molecular , Picratos/antagonistas & inibidores , Casca de Planta/química , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química , Relação Estrutura-AtividadeRESUMO
Hyperforin is an important antidepressant constituent of Hypericum perforatum (St. John's wort). Cell cultures of the related species H. calycinum were found to contain the homologue adhyperforin and to a low extent hyperforin, when grown in BDS medium in the dark. Adhyperforin formation paralleled cell culture growth. Cell-free extracts from the cell cultures contained isobutyrophenone synthase activity catalyzing the condensation of isobutyryl-CoA with three molecules of malonyl-CoA to give phlorisobutyrophenone, i.e. the hyperforin skeleton. The formation of the hyperforins during cell culture growth was preceded by an increase in isobutyrophenone synthase activity. The cell cultures also contained benzophenone synthase and chalcone synthase activities which are involved in xanthone and flavonoid biosyntheses, respectively. The three type III polyketide synthases were separated by anion exchange chromatography.
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Compostos Bicíclicos com Pontes/metabolismo , Hypericum/enzimologia , Floroglucinol/análogos & derivados , Floroglucinol/metabolismo , Terpenos/metabolismo , Aciltransferases/metabolismo , Compostos Bicíclicos com Pontes/química , Carbono-Carbono Ligases/metabolismo , Células Cultivadas , Hypericum/citologia , Estrutura Molecular , Floroglucinol/química , Policetídeo Sintases/metabolismo , Terpenos/química , Fatores de TempoRESUMO
Five new polyol monoterpenes (1-5) and seven new sesquiterpene lactones (6-12), along with five previously identified compounds, were isolated from the aerial parts of Artemisia suksdorfii. The structures of the new compounds were established by high-field NMR techniques (1H, 13C, 1H-1H DEPT, COSY, HMQC, and HMBC) and in case of 6 confirmed by X-ray analysis.
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Artemisia/química , Lactonas/isolamento & purificação , Monoterpenos/isolamento & purificação , Sesquiterpenos/isolamento & purificação , Cristalografia por Raios X , Lactonas/química , Conformação Molecular , Estrutura Molecular , Monoterpenos/química , Ressonância Magnética Nuclear Biomolecular , Oregon , Sesquiterpenos/químicaRESUMO
Reinvestigation of Onopordon ambiguum extract afforded a new eudesmane derivative 1, in addition to the known elemanoid derivative 2. The structures of both compounds were determined by spectroscopic techniques, including 1H-, 13C-NMR, DEPT, 1H-1H and 1H-13C COSY analysis.