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1.
Molecules ; 29(6)2024 Mar 19.
Artigo em Inglês | MEDLINE | ID: mdl-38542995

RESUMO

Nigella sativa L. (black cumin) is one of the most investigated medicinal plants in recent years. Volatile compounds like thymoquinone and unsaponifiable lipid compounds are crucial functional components of this oil. Unfortunately, the composition of oils and their quality indicators are ambiguous both in terms of identified compounds and value ranges. Thirteen oils were extracted with hexane from black cumin seeds grown in India, Syria, Egypt, and Poland and analyzed for their fatty acid composition, unsaponifiable compound content and volatile compounds. Oils were also subjected to quality tests according to standard methods. The fatty acid composition and sterol content/composition were relatively stable among the tested oils. Tocol content varied in the range of 140-631 mg/kg, and among them, ß-tocotrienol and γ-tocopherol prevailed. Oils' volatile compounds were dominated by seven terpenes (p-cymene, α-thujene, α-pinene, ß-pinene, thymoquinone, γ-terpinene, and sabinene). The highest contents of these volatiles were determined in samples from Poland and in two of six samples from India. High acid and peroxide values were typical features of N. sativa L. oils. To sum up, future research on the medicinal properties of black cumin oil should always be combined with the analysis of its chemical composition.


Assuntos
Benzoquinonas , Nigella sativa , Óleos Voláteis , Nigella sativa/química , Óleos de Plantas/química , Sementes/química , Ácidos Graxos/análise , Óleos Voláteis/química
2.
Sci Rep ; 14(1): 2731, 2024 02 01.
Artigo em Inglês | MEDLINE | ID: mdl-38302772

RESUMO

Lipase inhibition is one of the directions to control obesity. In vitro assays have confirmed the inhibitory effect of selected xanthophylls, including astaxanthin, fucoxanthinol, fucoxanthin, and neoxanthin. Similarly, an in-silico study also demonstrated the successful inhibition of pancreatic lipase by astaxanthin. Unfortunately, the efficacy of these protocols in the emulsion state typical of lipid digestion remains untested. To address this issue, the current study employed the pH-stat test, which mimics lipid digestion in the gastrointestinal tract, to evaluate native and prepared sea buckthorn and rapeseed oils with varying xanthophyll contents from 0 to 1400 mg/kg oil. Furthermore, a molecular docking of zeaxanthin and violaxanthin (commonly found in plant-based foods), astaxanthin (widely distributed in foods of marine origin) and orlistat (approved as a drug) was performed. The in-silico studies revealed comparable inhibitory potential of all tested xanthophylls (variation from - 8.0 to - 9.3 kcal/mol), surpassing that of orlistat (- 6.5 kcal/mol). Nonetheless, when tested in an emulsified state, the results of pH-stat digestion failed to establish the inhibitory effect of xanthophylls in the digested oils. In fact, lipolysis of native xanthophyll-rich sea buckthorn oil was approximately 22% higher than that of the xanthophyll-low preparation. The key insight derived from this study is that the amphiphilic properties of xanthophylls during the digestion of xanthophyll-rich lipids/meals facilitate emulsion formation, which leads to enhanced fat lipolysis.


Assuntos
Lipase , Xantofilas , Hidrólise , Orlistate , Emulsões , Simulação de Acoplamento Molecular , Xantofilas/farmacologia , Luteína , Lipídeos , Óleos , Digestão
3.
ACS Med Chem Lett ; 15(2): 197-204, 2024 Feb 08.
Artigo em Inglês | MEDLINE | ID: mdl-38352825

RESUMO

Among lipids, lysophosphatidylcholines (LPCs) with various fatty acyl chains have been identified as potential agonists of G protein-coupled receptors (GPCRs). Recently, targeting GPCRs has been switched to diabetes and obesity. Concomitantly, our last findings indicate the insulin secretagogue properties of cis and trans palmitoleic acid (16:1, n-7) resulting from GPCR activation, however, associated with different signaling pathways. We here report the synthesis of LPCs bearing two geometrical isomers of palmitoleic acids and investigation of their impact on human pancreatic ß cells viability, insulin secretion, and activation of four GPCRs previously demonstrated to be targeted by free fatty acids and LPCs. Moreover, molecular modeling was exploited to investigate the probable binding sites of tested ligands and calculate their affinity toward GPR40, GPR55, GPR119, and GPR120 receptors.

4.
Food Funct ; 14(14): 6496-6512, 2023 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-37368452

RESUMO

Dietary trans-palmitoleic acid (trans 16:1n-7, tPOA), a biomarker for high-fat dairy product intake, has been associated with a lower risk of type 2 diabetes mellitus (T2DM) in some cross-sectional and prospective epidemiological studies. Here, we investigated the insulin secretion-promoting activity of tPOA and compared them with the effects evoked by the cis-POA isomer (cPOA), an endogenous lipokine biosynthesized in the liver and adipose tissue, and found in some natural food sources. The debate about the positive and negative relationships of those two POA isomers with metabolic risk factors and the underlying mechanisms is still going on. Therefore, we examined the potency of both POA isomers to potentiate insulin secretion in murine and human pancreatic ß cell lines. We also investigated whether POA isomers activate G protein-coupled receptors proposed as potential targets for T2DM treatment. We show that tPOA and cPOA augment glucose-stimulated insulin secretion (GSIS) to a similar extent; however, their insulin secretagogue activity is associated with different signaling pathways. We also performed ligand docking and molecular dynamics simulations to predict the preferred orientation of POA isomers and the strength of association between those two fatty acids and GPR40, GPR55, GPR119, and GPR120 receptors. Overall, this study provides insight into the bioactivity of tPOA and cPOA toward selected GPCR functions, indicating them as targets responsible for the insulin secretagogue action of POA isomers. It reveals that both tPOA and cPOA may promote insulin secretion and subsequently regulate glucose homeostasis.


Assuntos
Diabetes Mellitus Tipo 2 , Humanos , Camundongos , Animais , Secreção de Insulina , Diabetes Mellitus Tipo 2/metabolismo , Estudos Prospectivos , Estudos Transversais , Secretagogos de Insulina , Receptores Acoplados a Proteínas G/genética , Receptores Acoplados a Proteínas G/metabolismo , Glucose/metabolismo , Biomarcadores/metabolismo , Insulina/metabolismo , Receptores de Canabinoides/metabolismo
5.
Food Chem ; 369: 130921, 2022 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-34461512

RESUMO

Sea buckthorn berries contain lipids rich in palmitoleic acid, carotenoids, tocols and sterols, but their composition varies greatly depending on the cultivar and region of cultivation. Therefore, the current study presents the chemical composition of fruit flesh oils of cultivars grown in Poland and compares them with plants grown worldwide. Among tested cultivars, the highest shares of palmitoleic acid were determined in Golden Rain and Luczystaja cvs. Ten grams of sea buckthorn flesh oil provides at least 28% of vitamin A, 50% of vitamin E and 5% of sterols of the recommended dietary allowance (RDA) values for adults. The final part of this study is dedicated to a preliminary study of the optimization of the oleosome yield by the centrifugation method. The maximum oleosome yield can be obtained at a relatively low centrifugal force (below 8000×g), while optimal temperature and time should be laboratory determined for each cultivar.


Assuntos
Hippophae , Carotenoides/análise , Frutas/química , Gotículas Lipídicas/química , Polônia
6.
Food Sci Biotechnol ; 27(3): 677-686, 2018.
Artigo em Inglês | MEDLINE | ID: mdl-29937682

RESUMO

This study was conducted to show impact of supercritical fluid extraction using pure SC-CO2 or SC-CO2 enriched by 2, 6, and 10% of acetone, simultaneously varied by the extraction time (1 vs. 5 h), on the quality of chia seed oils. Obtained oils were relatively similar in the fatty acid composition, but they differed in total content of phytochemicals (from 4956 to 6391 mg/kg of oil). Among them, three oils were the most different: oil extracted 1 h with pure SC-CO2 (the most abundant in squalene, sterols, and tocopherols), oil extracted 5 h with pure SC-CO2 (the poorest in squalene, polyphenols, and carotenoids, with medium level of sterols and tocopherols) and oil extracted 1 h with SC-CO2 enriched by 10% acetone (the most abundant in polyphenols and carotenoids). Such unique chia oils can be valuable for special market needs, such as cosmetics, pharmaceuticals, functional food or diet supplement production.

7.
J Oleo Sci ; 65(2): 111-21, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26782307

RESUMO

The aim of the study was to determine quality and oxidative stability of selected cold pressed flaxseed oils, fresh (after producing, the beginning of shelf life) and stored at refrigerator temperature (after three months, the end of declared shelf life). The fresh oils were characterized by organoleptic assessment, fatty acids composition and bioactive compounds content (sterols, tocols, squalene, carotenoids, and phenols). For the fresh and stored oils oxidative stability in the Rancimat test, and the hydrolytic and oxidation degrees using standard methods were determined. It was found that fresh flaxseed oils were differentiated in fatty acid composition and content of bioactive compounds. Shares of saturated fatty acids, and content of squalene and phenolic compounds were most variable in the oils. At the end of shelf life flaxseed oils were characterized by 9-26% shorter induction time in compare to the initial state, and increased content of hydrolysis (acid value by 18-40%) and oxidation products (peroxide value by 16-37%, anisidine value by 13-41%, diene content by 10-21%, triene content by 23-42%) was detected.


Assuntos
Temperatura Baixa , Manipulação de Alimentos/métodos , Conservação de Alimentos/métodos , Qualidade dos Alimentos , Armazenamento de Alimentos/métodos , Óleo de Semente do Linho , Ácidos Graxos/análise , Hidrólise , Óleo de Semente do Linho/química , Oxirredução , Peróxidos/análise , Fenóis/análise , Esqualeno/análise , Fatores de Tempo
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