Your browser doesn't support javascript.
loading
Show: 20 | 50 | 100
Results 1 - 20 de 1.317
Filter
Add more filters

Publication year range
1.
Nature ; 580(7804): 506-510, 2020 04.
Article in English | MEDLINE | ID: mdl-32322061

ABSTRACT

Pottery is one of the most commonly recovered artefacts from archaeological sites. Despite more than a century of relative dating based on typology and seriation1, accurate dating of pottery using the radiocarbon dating method has proven extremely challenging owing to the limited survival of organic temper and unreliability of visible residues2-4. Here we report a method to directly date archaeological pottery based on accelerator mass spectrometry analysis of 14C in absorbed food residues using palmitic (C16:0) and stearic (C18:0) fatty acids purified by preparative gas chromatography5-8. We present accurate compound-specific radiocarbon determinations of lipids extracted from pottery vessels, which were rigorously evaluated by comparison with dendrochronological dates9,10 and inclusion in site and regional chronologies that contained previously determined radiocarbon dates on other materials11-15. Notably, the compound-specific dates from each of the C16:0 and C18:0 fatty acids in pottery vessels provide an internal quality control of the results6 and are entirely compatible with dates for other commonly dated materials. Accurate radiocarbon dating of pottery vessels can reveal: (1) the period of use of pottery; (2) the antiquity of organic residues, including when specific foodstuffs were exploited; (3) the chronology of sites in the absence of traditionally datable materials; and (4) direct verification of pottery typochronologies. Here we used the method to date the exploitation of dairy and carcass products in Neolithic vessels from Britain, Anatolia, central and western Europe, and Saharan Africa.


Subject(s)
Archaeology/methods , Ceramics/chemistry , Ceramics/history , Radiometric Dating/methods , Radiometric Dating/standards , Africa, Northern , Archaeology/standards , Bayes Theorem , Carbon Radioisotopes , Europe , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Food/history , History, Ancient , Lipids/chemistry , Lipids/isolation & purification , Mass Spectrometry
2.
J Nat Prod ; 87(6): 1652-1659, 2024 Jun 28.
Article in English | MEDLINE | ID: mdl-38787359

ABSTRACT

Phytochemical investigation of the fruit and flowers of Passiflora foetida led to the isolation of 14 compounds, of which five are previously undescribed fatty acid lactones. Four 2-pyrones, passifetilactones A-D (1-4), and one furanone, passifetilactone E (5), were identified by analysis of spectroscopic and spectrometric data. The previously undescribed lactones were tested for cytotoxic activities against the cancer cell lines HeLa, A549, PC-3, KKU-055, and KKU-213A and two normal cell lines, Vero and MMNK-1. Passifetilactones B (2) and C (3) displayed good to mild cytotoxic activity, at IC50 3.7-25.9 µM and 12.2-19.8 µM, respectively, against six cell lines, but were weakly active against the MMNK-1 cell line. Passifetilactones B and C (2 and 3) showed cell apoptosis induction on the KKU-055 cell line in a flow cytometry experiment. Passifetilactone D (4) is an isolation artifact produced by purification over silica gel, but we demonstrated that it can also be slowly formed within the crude EtOAc extract. This is the first investigation of the flowers and the fruit of this plant.


Subject(s)
Antineoplastic Agents, Phytogenic , Flowers , Fruit , Lactones , Passiflora , Flowers/chemistry , Humans , Fruit/chemistry , Lactones/chemistry , Lactones/pharmacology , Lactones/isolation & purification , Passiflora/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Molecular Structure , Animals , Fatty Acids/chemistry , Fatty Acids/pharmacology , Fatty Acids/isolation & purification , Apoptosis/drug effects , Drug Screening Assays, Antitumor , Cell Line, Tumor , HeLa Cells , Chlorocebus aethiops , Vero Cells
3.
Mar Drugs ; 22(4)2024 Apr 17.
Article in English | MEDLINE | ID: mdl-38667798

ABSTRACT

Three pairs of enantiomers (1-3)-the new 12R-aloesol (1a) and two new fatty acids (2 and 3)-and one new natural product (4) together three known compounds (5-7) were isolated from a coral-reef-derived Streptomyces sp. SCSIO 66814. Their structures were determined through extensive spectroscopic analysis, chiral analysis, and single-crystal X-ray diffraction data. Compounds 2 and 3 were presumed to be intermediates for further generating homononactic acid (5) and nonactic acid, and the latter two molecules were able to act as precursors to form macrotetrolides with remarkable biological activity. The isolation of related precursors, compounds 2-5, provided more evidence to support the proposal of a plausible biosynthetic pathway for nonactic acid and its homologs. Additionally, (+)-1 exhibited a weak activity against DPPH radicals.


Subject(s)
Anthozoa , Chromones , Streptomyces , Streptomyces/metabolism , Streptomyces/chemistry , Chromones/chemistry , Chromones/isolation & purification , Chromones/pharmacology , Stereoisomerism , Anthozoa/chemistry , Animals , Crystallography, X-Ray , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Biological Products/chemistry , Biological Products/pharmacology , Biological Products/isolation & purification , Molecular Structure
4.
Mar Drugs ; 22(4)2024 Mar 28.
Article in English | MEDLINE | ID: mdl-38667770

ABSTRACT

Shrimp processing generates substantial waste, which is rich in valuable components such as polysaccharides, proteins, carotenoids, and fatty acids. This review provides a comprehensive overview of the valorization of shrimp waste, mainly shrimp shells, focusing on extraction methods, bioactivities, and potential applications of these bioactive compounds. Various extraction techniques, including chemical extraction, microbial fermentation, enzyme-assisted extraction, microwave-assisted extraction, ultrasound-assisted extraction, and pressurized techniques are discussed, highlighting their efficacy in isolating polysaccharides, proteins, carotenoids, and fatty acids from shrimp waste. Additionally, the bioactivities associated with these compounds, such as antioxidant, antimicrobial, anti-inflammatory, and antitumor properties, among others, are elucidated, underscoring their potential in pharmaceutical, nutraceutical, and cosmeceutical applications. Furthermore, the review explores current and potential utilization avenues for these bioactive compounds, emphasizing the importance of sustainable resource management and circular economy principles in maximizing the value of shrimp waste. Overall, this review paper aims to provide insights into the multifaceted aspects of shrimp waste valorization, offering valuable information for researchers, industries, and policymakers interested in sustainable resource utilization and waste-management strategies.


Subject(s)
Penaeidae , Waste Management , Animals , Antioxidants/pharmacology , Antioxidants/isolation & purification , Antioxidants/chemistry , Carotenoids/pharmacology , Carotenoids/isolation & purification , Carotenoids/chemistry , Fatty Acids/isolation & purification , Fatty Acids/chemistry , Fatty Acids/pharmacology , Penaeidae/chemistry , Polysaccharides/pharmacology , Polysaccharides/isolation & purification , Polysaccharides/chemistry , Proteins/isolation & purification , Waste Management/methods , Waste Products
5.
Molecules ; 29(8)2024 Apr 12.
Article in English | MEDLINE | ID: mdl-38675575

ABSTRACT

BACKGROUND: Myrtle (Myrtus communis L.) is a coastal Mediterranean aromatic medicinal plant rich in essential oil components, flavonoids, and phenolic acids. Studies highlight the potential health benefits of myrtle bioactive compounds with antioxidant and antiproliferative properties. Since limited research exists on myrtle fruit's lipid fraction, the aim of this study was to apply supercritical CO2 extraction to obtain bioactive compounds from myrtle berries focusing on the fatty acids, sterols, and essential oils. METHODS: The optimization of the supercritical CO2 extraction of myrtle fruit using CO2 as solvent was carried out using the response surface methodology with Box-Behnken experimental design. The following conditions were tested: temperature (40, 50, and 60 °C), pressure (200, 300, and 400 bar), and flow rate (20, 30, and 40 g min-1) on the yield of lipid extract as well as on the yield of fatty acids, phytosterols, and volatiles present in the extract and constituting its bioactive potential. RESULTS: In the extracts examined, 36 fatty acids, 7 phytosterols, and 13 volatiles were identified. The average yield of the extract was 5.20%, the most abundant identified fatty acid was essential cis-linolenic acid (76.83%), almost 90% of the total phytosterols were ß-sitosterol (12,465 mg kg-1), while myrtenyl acetate (4297 mg kg-1) was the most represented volatile compound. The optimal process conditions obtained allow the formulation of extracts with specific compositions.


Subject(s)
Carbon Dioxide , Fatty Acids , Fruit , Myrtus , Phytosterols , Phytosterols/isolation & purification , Phytosterols/chemistry , Phytosterols/analysis , Myrtus/chemistry , Carbon Dioxide/chemistry , Fatty Acids/chemistry , Fatty Acids/analysis , Fatty Acids/isolation & purification , Fruit/chemistry , Plant Extracts/chemistry , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Chromatography, Supercritical Fluid/methods , Volatile Organic Compounds/isolation & purification , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/analysis
6.
Proc Natl Acad Sci U S A ; 117(18): 9793-9799, 2020 05 05.
Article in English | MEDLINE | ID: mdl-32284419

ABSTRACT

The development of pastoralism transformed human diets and societies in grasslands worldwide. The long-term success of cattle herding in Africa has been sustained by dynamic food systems, consumption of a broad range of primary and secondary livestock products, and the evolution of lactase persistence (LP), which allows digestion of lactose into adulthood and enables the milk-based, high-protein, low-calorie diets characteristic of contemporary pastoralists. Despite the presence of multiple alleles associated with LP in ancient and present-day eastern African populations, the contexts for selection for LP and the long-term development of pastoralist foodways in this region remain unclear. Pastoral Neolithic (c 5000 to 1200 BP) faunas indicate that herders relied on cattle, sheep, and goats and some hunting, but direct information on milk consumption, plant use, and broader culinary patterns is rare. Combined chemical and isotopic analysis of ceramic sherds (n = 125) from Pastoral Neolithic archaeological contexts in Kenya and Tanzania, using compound-specific δ13C and Δ13C values of the major fatty acids, provides chemical evidence for milk, meat, and plant processing by ancient herding societies in eastern Africa. These data provide the earliest direct evidence for milk product consumption and reveal a history of reliance on animal products and other nutrients, likely extracted through soups or stews, and plant foods. They document a 5,000-y temporal framework for eastern Africa pastoralist cuisines and cultural contexts for selection for alleles distinctive of LP in eastern Africa.


Subject(s)
Archaeology , Diet , Food Analysis/history , Milk/chemistry , Animals , Carbon Isotopes/chemistry , Cattle , Ceramics/history , Diet/history , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Goats , History, Ancient , Human Migration/history , Humans , Lactase/chemistry , Lactose/chemistry , Livestock , Meat/analysis , Sheep
7.
Biotechnol Lett ; 43(7): 1289-1301, 2021 Jul.
Article in English | MEDLINE | ID: mdl-33864523

ABSTRACT

OBJECTIVES: To establish reliable methods for the extraction and quantification of the total carbohydrate and intracellular saccharides from Mortierella alpina and study the changes between carbohydrate and lipid in fermentation process. RESULTS: The extraction of mycelia with HCl following a photometric phenol-sulphuric acid reaction was identified as an optimal method for total carbohydrate analysis in Mortierella alpina, which the extraction efficiency performed 1.1-3.6 fold than other five methods. The total carbohydrate content increased from initial 19.26 to 25.86% during early fermentation process and declined gradually thereafter, while the fatty acid was increasing from 8.47 to 31.03%. For separation and qualitative estimation of intracellular saccharides, the acetonitrile/water freeze-thaw method for extraction and Sugar-Pak I column for separation proved to be possible. With the glucose rapidly decreasing at the beginning of growth, the trehalose accumulated rapidly from 1.63 to 5.04% and then decreased slightly but maintain above 4% of dry biomass. CONCLUSIONS: This work established comprehensive carbohydrate extraction and analysis methods of Mortierella alpina and identified the main saccharide in fermentation process which indicated that the accumulation of fatty acids was related to the change of intracellular carbohydrate content.


Subject(s)
Carbohydrates/analysis , Lipids/analysis , Mortierella/chemistry , Carbohydrates/chemistry , Chromatography, High Pressure Liquid/instrumentation , Colorimetry , Fatty Acids/isolation & purification , Fermentation , Glucose/isolation & purification , Lipids/chemistry , Photometry , Trehalose/isolation & purification
8.
Chem Biodivers ; 18(8): e2100207, 2021 Aug.
Article in English | MEDLINE | ID: mdl-34096170

ABSTRACT

Gundelia species are known as "Kenger-kereng dikeni" in Anatolia, and their aerial parts are consumed as food. Also, roots and seeds (disseminules) of the Gundelia species are used to prepare gum and coffee. The chemical contents of ethanol and hexane extracts of disseminules of 17 Gundelia species, 13 of them are endemic, were studied using LC/MS/MS and GC/MS. Additionally, their antioxidant potential and enzyme inhibitory capacity against acetyl- and butyryl-cholinesterase, urease, and tyrosinase were determined. The unsaturated fatty acid ratios of Gundelia species were higher than their saturated fatty acid ratio. The highest sum of oleic and linoleic acid was detected in G. tournefortii var. tenuisecta (70.42 %). ß-Sitosterol, α-amyrin, 3-acetyllupeol were identified in 17 Gundelia species by GC/MS, while chlorogenic acid and luteolin by LC/MS/MS as major compounds. The ethanol and hexane extracts of G. siirtica, G. rosea, and G. mesopotamica indicated good cholinesterase inhibitory activity. Among all species, ethanol extract of G. colemerikensis exhibited the best activity in ABTS (IC50 : 32.30±0.98 µg/mL), DPPH (IC50 : 59.91±0.89 µg/mL), and CUPRAC (A0.5 : 57.41±1.03 µg/mL) assays. Ethanol extract of G. colemerikensis also displayed the highest inhibitory activity against butyrylcholinesterase (51.14±0.25 % at 200 µg/mL), urease (51.71±1.75 % at 200 µg/mL), and tyrosinase (39.50±0.85 % at 200 µg/mL) enzymes. According to the chemometric analysis of fatty acids, four groups were observed. Therefore, it is suggested that G. colemerikensis can be used in the pharmaceutical, food, and cosmetic industries due to its antioxidant and enzyme inhibition properties.


Subject(s)
Asteraceae/chemistry , Enzyme Inhibitors/chemistry , Phytochemicals/chemistry , Plant Extracts/chemistry , Antioxidants/chemistry , Asteraceae/metabolism , Butyrylcholinesterase/chemistry , Butyrylcholinesterase/metabolism , Chromatography, High Pressure Liquid , Enzyme Inhibitors/isolation & purification , Enzyme Inhibitors/metabolism , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Fruit/chemistry , Fruit/metabolism , Gas Chromatography-Mass Spectrometry , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Phenols/chemistry , Phenols/isolation & purification , Phenols/metabolism , Phytochemicals/isolation & purification , Phytochemicals/metabolism , Principal Component Analysis , Seeds/chemistry , Seeds/metabolism , Tandem Mass Spectrometry , Urease/antagonists & inhibitors , Urease/metabolism
9.
Chem Biodivers ; 18(11): e2100409, 2021 Nov.
Article in English | MEDLINE | ID: mdl-34467660

ABSTRACT

Many lignicolous mushroom species are used as a food supplement and may represent an alternative treatment of Alzheimer's disease (AD). This study aimed to evaluate acetylcholinesterase inhibition (AChEI) of Stereum hirsutum together with antioxidant activity (AO) and cytotoxic activity against HepG2 cells. Different extracts (water, ethanol, methanol, polysaccharide) were analyzed, with respect to their mineral composition and chemical content. Ethanol extract was the most potent in AChEI (98.44 %) and demonstrated cytotoxic activity (91.96 % at 900.00 µg/mL), while the highest AO was demonstrated for polar extracts (methanol and water) as well. These activities may be attributed to determined phenolics (hydroxybenzoic and quinic acid) and fatty acids (FA), while biflavonoid amentoflavone may be responsible for cytotoxic activity. The most prevalent FA was linoleic (40.00 %) and the domination of unsaturated FA (UFA) (71.91 %) over saturated (26.96 %) was observed. This is the first report of AChEI of S. hirsutum extracts and first detection of amentoflavone. Due to high amount of UFA and well-expressed AChEI, this species can be considered as a potent food supplement in the palliative therapy of AD.


Subject(s)
Antineoplastic Agents/pharmacology , Antioxidants/pharmacology , Basidiomycota/chemistry , Cholinesterase Inhibitors/pharmacology , Fatty Acids/pharmacology , Phenols/pharmacology , Acetylcholinesterase/metabolism , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Cell Survival/drug effects , Cholinesterase Inhibitors/chemistry , Cholinesterase Inhibitors/isolation & purification , Drug Screening Assays, Antitumor , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Hep G2 Cells , Humans , Phenols/chemistry , Phenols/isolation & purification , Picrates/antagonists & inhibitors , Sulfonic Acids/antagonists & inhibitors
10.
Molecules ; 26(21)2021 Oct 26.
Article in English | MEDLINE | ID: mdl-34770878

ABSTRACT

Double and triple bonds have significant effects on the biological activities of lipids. Determining multiple bond positions in their molecules by mass spectrometry usually requires chemical derivatization. This work presents an HPLC/MS method for pinpointing the double and triple bonds in fatty acids. Fatty acid methyl esters were separated by reversed-phase HPLC with an acetonitrile mobile phase. In the APCI source, acetonitrile formed reactive species, which added to double and triple bonds to form [M + C3H5N]+• ions. Their collisional activation in an ion trap provided fragments helpful in localizing the multiple bond positions. This approach was applied to fatty acids with isolated, cumulated, and conjugated double bonds and triple bonds. The fatty acids were isolated from the fat body of early-nesting bumblebee Bombus pratorum and seeds or seed oils of Punicum granatum, Marrubium vulgare, and Santalum album. Using the method, the presence of the known fatty acids was confirmed, and new ones were discovered.


Subject(s)
Acetonitriles/chemistry , Bees/chemistry , Esters/chemistry , Fatty Acids/chemistry , Animals , Chromatography, High Pressure Liquid , Esters/isolation & purification , Fatty Acids/isolation & purification , Mass Spectrometry , Molecular Structure
11.
Molecules ; 26(3)2021 Jan 20.
Article in English | MEDLINE | ID: mdl-33498249

ABSTRACT

Due to the lack of phytochemical composition data, the major goals of the present study on Amphiroa rigida J.V. Lamouroux were to: (a) investigate and compare volatilome profiles of fresh and air-dried samples obtained by headspace solid-phase microextraction (HS-SPME) and hydrodistillation (HD) followed by gas chromatography and mass spectrometry (GC/MS) analysis; (b) determine fatty acids profile by gas chromatography with flame ionization detector (GC-FID); (c) obtain the pigment profiles of semipurified extracts by high performance liquid chromatography (HPLC) and (d) evaluate the antioxidant and antimicrobial activities of its less polar fractions. The comparison of headspace of fresh (FrAr) and air-dried (DrAr) samples revealed many similarities regarding the presence and abundance of the major (heptadecane and pentadecane) and minor compounds. The hydrodistillate (HD) of DrAr profile was quite different in comparison to HD-FrAr. The predominant compound in HD-FrAr was (E)-phytol. In HD-DrAr, its percentage was approximately one-half reduced, but the abundance of its degradation product phytone and of unsaturated and oxygenated compounds increased indicating more intense fatty acid decomposition and oxidation during drying. The fatty acid determination revealed that the most dominant was palmitic acid (42.86%) followed by eicosapentaenoic acid (19.14%) and stearic acid (11.65%). Among the pigments, A. rigida contained fucoxanthin (0.63 mg g- 1 of dry fraction), lutein (5.83 mg g- 1), ß-carotene (6.18 mg g-1) and chlorophyll a (13.65 mg g-1). The analyzed less polar fractions of A. rigida exhibited antioxidant scavenging activity with diammonium salt of 2,2'-azino-bis (3-ethylbenzthiazolin-6-yl) sulfonic acid (ABTS) assay up to 3.87 mg g-1 trolox equivalents (TE), and with the oxygen radical absorbance capacity (ORAC) assay up to 825.63 µmol g-1 TE (with carotenoids as the major contributors).


Subject(s)
Fatty Acids/chemistry , Pigments, Biological/chemistry , Rhodophyta/chemistry , Volatile Organic Compounds/chemistry , Antioxidants/chemistry , Fatty Acids/isolation & purification , Gas Chromatography-Mass Spectrometry , Phytochemicals/chemistry , Pigments, Biological/isolation & purification , Volatile Organic Compounds/isolation & purification
12.
Molecules ; 26(3)2021 Jan 30.
Article in English | MEDLINE | ID: mdl-33573256

ABSTRACT

The aim of this study, focused on the nutritional value of wild berries, was to determine the contents of macronutrients, profiles of fatty (FAs) and amino acids (AAs), and the contents of selected elements in red arils (RA) of Taxus baccata L., grown in diverse locations in Poland. Protein (1.79-3.80 g/100 g) and carbohydrate (18.43-19.30 g/100 g) contents of RAs were higher than in many cultivated berries. RAs proved to be a source of lipids (1.39-3.55 g/100 g). Ten out of 18 AAs detected in RAs, mostly branched-chain AAs, were essential AAs (EAAs). The EAAs/total AAs ratio approximating were found in animal foods. Lipids of RA contained seven PUFAs, including those from n-3 family (19.20-28.20 g/100 g FA). Polymethylene-interrupted FAs (PMI-FAs), pinolenic 18:3Δ5,9,12; sciadonic 20:3Δ5,11,14, and juniperonic 20:4Δ5,11,14,17, known as unique for seeds of gymnosperms, were found in RAs. RAs may represent a novel dietary source of valuable n-3 PUFAs and the unique PMI-FAs. The established composition of RAs suggests it to become a new source of functional foods, dietary supplements, and valuable ingredients. Because of the tendency to accumulate toxic metals, RAs may be regarded as a valuable indicator of environmental contamination. Thus, the levels of toxic trace elements (Al, Ni, Cd) have to be determined before collecting fruits from natural habitats.


Subject(s)
Fatty Acids, Unsaturated/isolation & purification , Fatty Acids/chemistry , Lipids/isolation & purification , Taxus/chemistry , Amino Acids/chemistry , Animals , Diet , Fatty Acids/isolation & purification , Fatty Acids, Unsaturated/chemistry , Humans , Lipids/chemistry , Nutritive Value , Poland , Seeds/chemistry
13.
Molecules ; 26(15)2021 Jul 28.
Article in English | MEDLINE | ID: mdl-34361713

ABSTRACT

The textural properties of butter are influenced by its fat content and implicitly by the fatty acids composition. The impact of butter's chemical composition variation was studied in accordance with texture and color properties. From 37 fatty acids examined, only 18 were quantified in the analyzed butter fat samples, and approximately 69.120% were saturated, 25.482% were monounsaturated, and 5.301% were polyunsaturated. The butter samples' viscosity ranged between 0.24 and 2.12 N, while the adhesiveness ranged between 0.286 to 18.19 N·mm. The principal component analysis (PCA) separated the butter samples based on texture parameters, fatty acids concentration, and fat content, which were in contrast with water content. Of the measured color parameters, the yellowness b* color parameter is a relevant indicator that differentiated the analyzed sample into seven statistical groups; the ANOVA statistics highlighted this difference at a level of p < 0.001.


Subject(s)
Butter/analysis , Fatty Acids, Unsaturated/chemistry , Fatty Acids/chemistry , Water/analysis , Animals , Color , Fatty Acids/classification , Fatty Acids/isolation & purification , Fatty Acids, Unsaturated/classification , Fatty Acids, Unsaturated/isolation & purification , Food Analysis/methods , Humans , Principal Component Analysis , Taste/physiology , Viscosity
14.
Molecules ; 26(16)2021 Aug 21.
Article in English | MEDLINE | ID: mdl-34443664

ABSTRACT

Propolis is a resinous natural product collected by honeybees (Apis mellifera and others) from tree exudates that has been widely used in folk medicine. The present study was carried out to investigate the fatty acid composition, chemical constituents, antioxidant, and xanthine oxidase (XO) inhibitory activity of Jordanian propolis, collected from Al-Ghour, Jordan. The hexane extract of Jordanian propolis contained different fatty acids, which are reported for the first time by using GC-FID. The HPLC was carried out to identify important chemical constituents such as fatty acids, polyphenols and α-tocopherol. The antioxidant and xanthine oxidase inhibitory activities were also monitored. The major fatty acid identified were palmitic acid (44.6%), oleic acid (18:1∆9cis, 24.6%), arachidic acid (7.4%), stearic acid (5.4%), linoleic acid (18:2∆9-12cis, 3.1%), caprylic acid (2.9%), lignoceric acid (2.6%), cis-11,14-eicosaldienoic acid (20:2∆11-14cis, 2.4%), palmitoleic acid (1.5%), cis-11-eicosenoic acid (1.2%), α-linolenic acid (18:3∆9-12-15cis, 1.1%), cis-13,16-docosadienoic acid (22:2∆13-16cis, 1.0%), along with other fatty acids. The major chemical constituents identified using gradient HPLC-PDA analysis were pinocembrin (2.82%), chrysin (1.83%), luteolin-7-O-glucoside (1.23%), caffeic acid (1.12%), caffeic acid phenethyl ester (CAPE, 0.79%), apigenin (0.54%), galangin (0.46%), and luteolin (0.30%); while the minor constituents were hesperidin, quercetin, rutin, and vanillic acid. The percentage of α-tocopherol was 2.01 µg/g of the lipid fraction of propolis. Antioxidant properties of the extracts were determined via DPPH radical scavenging. The DPPH radical scavenging activities (IC50) of different extracts ranged from 6.13 to 60.5 µg/mL compared to ascorbic acid (1.21 µg/mL). The xanthine oxidase inhibition (IC50) ranged from 75.11 to 250.74 µg/mL compared to allopurinol (0.38 µg/mL). The results indicate that the various flavonoids, phenolic compounds, α-tocopherol, and other constituents which are present in propolis are responsible for the antioxidant and xanthine oxidation inhibition activity. To evaluate the safety studies of propolis, the pesticide residues were also monitored by LC-MS-MS 4500 Q-Trap. Trace amounts of pesticide residue (ng/mL) were detected in the samples, which are far below the permissible limit as per international guidelines.


Subject(s)
Antioxidants/chemistry , Fatty Acids/chemistry , Pesticide Residues/chemistry , Propolis/chemistry , Antioxidants/pharmacology , Caffeic Acids/chemistry , Caffeic Acids/isolation & purification , Chromatography, High Pressure Liquid , Chromatography, Liquid , Fatty Acids/isolation & purification , Flavonoids/chemistry , Flavonoids/isolation & purification , Free Radical Scavengers/chemistry , Free Radical Scavengers/isolation & purification , Pesticide Residues/isolation & purification , Phenols/chemistry , Phenols/isolation & purification , Phenylethyl Alcohol/analogs & derivatives , Phenylethyl Alcohol/chemistry , Phenylethyl Alcohol/isolation & purification , Rutin/chemistry
15.
Molecules ; 26(15)2021 Jul 28.
Article in English | MEDLINE | ID: mdl-34361727

ABSTRACT

Enzymatic pretreatment of seeds is a novel approach that enhances the health benefits of the extracted oil. The study investigated the influence of the enzymatic pretreatment of seeds on the quality of oil from different pomegranate cultivars. The quality of the ultrasound-assisted (and ethanol-extracted) oil was studied, with respect to the refractive index (RI), yellowness index (YI), conjugated dienes (K232), peroxide value (PV) ρ-anisidine value (AV), total oxidation value (TOTOX), total carotenoid content (TCC), total phenolic compounds (TPC), fatty acid composition, phytosterol composition, ferric reducing antioxidant power (FRAP), and 2.2-diphenyl-1-picryl hydrazyl (DPPH) radical scavenging capacity. The seeds of three different pomegranate cultivars ('Wonderful', 'Herskawitz', and 'Acco') were digested with an equal mixture of Pectinex Ultra SPL, Flavourzyme 100 L, and cellulase crude enzymes, at a concentration, pH, temperature, and time of 1.7%, 4.5, 40 °C, and 5 h, respectively. Enzymatic pretreatment of PS increased oil yield, PV, TPC, TCC, and DPPH radical scavenging capacity, but decreased the YI. The levels of K232, AV and TOTOX, fatty acids, phytosterols, RI, and FRAP, were not significantly affected by enzymatic pretreatment of PS. Principal component analysis (PCA) established that oil extracted from the 'Acco' seed after enzymatic pretreatment had higher yield, TPC, TCC, and DPPH radical scavenging capacity. Therefore, enzyme-pretreated 'Acco' pomegranate fruit seed is a source of quality seed oil with excellent antioxidant properties.


Subject(s)
Antioxidants/isolation & purification , Hydrolases/chemistry , Liquid-Liquid Extraction/methods , Plant Oils/isolation & purification , Pomegranate/chemistry , Seeds/chemistry , Antioxidants/chemistry , Antioxidants/pharmacology , Biphenyl Compounds/antagonists & inhibitors , Carotenoids/chemistry , Carotenoids/isolation & purification , Carotenoids/pharmacology , Ethanol/chemistry , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Fatty Acids/pharmacology , Fruit/chemistry , Functional Food/supply & distribution , Humans , Oxidation-Reduction , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacology , Phytosterols/chemistry , Phytosterols/isolation & purification , Phytosterols/pharmacology , Picrates/antagonists & inhibitors , Plant Oils/chemistry , Principal Component Analysis , Solvents/chemistry , Sonication/methods
16.
J Sci Food Agric ; 101(1): 101-109, 2021 Jan 15.
Article in English | MEDLINE | ID: mdl-32613642

ABSTRACT

BACKGROUND: Phytosterols are plant components with health benefits. Oleaginous seed hybridization can be relevant to increase phytosterols in diet through enriched oils. Sunflower oils obtained by press (PO) and subsequent solvent extraction (SO) from three types of phytosterol-enriched seeds were characterized. One presented a phytosterol composition of common sunflower seeds, whereas the other two were rich in campesterol and Δ7-stigmasterol, respectively. Seeds from two different harvests, 2015 and 2017, were studied. RESULTS: The type of extraction did not have a significant influence on the fatty acid composition. However, considerable differences were found between harvests. The oleic-to-linoleic ratio decreased from 0.71 in 2015 to 0.47 in 2017. The phytosterol compositions of the PO were similar to their SO homologues and no substantial differences were found between harvests. However, the SO presented higher total contents of phytosterols (4849-9249 mg kg-1 ) than the PO (2839-5284 mg kg-1 ) and the oils of 2017 showed higher levels (4476-9249 mg kg-1 ) compared to 2015 (2839-5754 mg kg-1 ). Unlike phytosterols, no significant differences were found in the tocopherol contents between the PO and SO or between harvests. The PO met Codex specifications for edible oils, except for trace metals, with concentrations close or above the limits for Cu, Fe, Pb and As. CONCLUSIONS: Differences in environmental and/or cultivation conditions between harvests may result in substantial differences in the fatty acid composition and phytosterol content in oils from the new sunflower seeds. Rigorous measures and controls to avoid trace metal contamination are required so that the PO can be considered as edible virgin oils. © 2020 Society of Chemical Industry.


Subject(s)
Chemical Fractionation/methods , Food Handling/methods , Helianthus/chemistry , Phytosterols/chemistry , Sunflower Oil/chemistry , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Phytosterols/isolation & purification , Seeds/chemistry , Vitamin E/analysis , Vitamin E/isolation & purification
17.
J Nat Prod ; 83(6): 1885-1890, 2020 06 26.
Article in English | MEDLINE | ID: mdl-32479093

ABSTRACT

Four natural lactylates of chlorinated fatty acids, chlorosphaerolactylates A-D (1-4), were isolated from the methanolic extract of the cyanobacterium Sphaerospermopsis sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds 1-4 are esters of (mono-, di-, or tri)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry data sets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal, and antibiofilm properties using bacterial and fungal clinical isolates. Compounds 1-4 showed a weak inhibitory effect on the growth of Staphylococcus aureus S54F9 and Candida parapsilosis SMI416, as well as on the biofilm formation of coagulase-negative Staphylococcus hominis FI31.


Subject(s)
Anti-Infective Agents/chemistry , Cyanobacteria/chemistry , Fatty Acids/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Antifungal Agents/pharmacology , Biofilms/drug effects , Candida/drug effects , Fatty Acids/isolation & purification , Fatty Acids/pharmacology , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microbial Sensitivity Tests , Molecular Structure , Staphylococcus aureus/drug effects , Staphylococcus hominis/drug effects
18.
Lipids Health Dis ; 19(1): 119, 2020 Jun 02.
Article in English | MEDLINE | ID: mdl-32487110

ABSTRACT

BACKGROUND: The present study aimed to evaluate the nutritional proximate composition, some qualitative traits and fatty acid profile of meat from wild thrush, woodcock and starling hunted in Southern Italy in 2017 and 2018. METHODS: Nutritive composition and physical traits of meat and lipid fatty acid profile were evaluated in breast muscle (Pectoralis major) of gamebirds. RESULTS: From findings, the meat pH was significantly (P < 0.001) higher in starling when compared to the other two species. Thrush meat was significantly (P = 0.002) darker and had higher redness (P < 0.001) and yellowness (P = 0.004) in comparison to starling and woodcock. Thrush breast muscle showed the highest (P < 0.001) level of lipids and lowest (P < 0.001) protein content. Meat from thrush showed the best lipid fatty acid profile based on the higher (P < 0.001) monounsaturated fatty acids (MUFA) and lower (P < 0.001) saturated fatty acids (SFA) concentrations. Starling breast muscle reported the highest (P = 0.002) polyunsaturated fatty acids (PUFA) level compared to both thrush and woodcock, whereas no differences were detected on total n-3. The ratio n-6/n-3 was higher (P = 0.001) in starling muscle. Thrush breast muscle had the lowest (P < 0.001) atherogenic and thrombogenic indices compared to the other gamebirds. CONCLUSIONS: The findings indicated that meat from the three investigated gamebirds species may represent a healthily lipid food source for human consumption in relation to the prevention of cardiovascular diseases.


Subject(s)
Fatty Acids/isolation & purification , Food Analysis , Lipids/isolation & purification , Meat/analysis , Animals , Candidiasis, Oral/metabolism , Fatty Acids/analysis , Humans , Lipids/analysis , Starlings/metabolism , Woodfordia/chemistry
19.
Chem Biodivers ; 17(6): e2000182, 2020 Jun.
Article in English | MEDLINE | ID: mdl-32298046

ABSTRACT

Phytochemical investigation of Sargassum fusiforme (Harv.) Setch. led to the discovery of fifteen secondary metabolites, including three sterols, three monoterpenes, five nitrogenous compounds, two fatty acids, and two others. Among them, two compounds are new, while the other thirteen compounds were isolated from S. fusiforme for the first time. The structures of the two new compounds were identified by NMR and HR-ESI-MS data analyses, and the absolute configurations were established by comparing the calculated and experimental ECD spectroscopic data.


Subject(s)
Sargassum/chemistry , Circular Dichroism , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Conformation , Monoterpenes/chemistry , Monoterpenes/isolation & purification , Sargassum/metabolism , Sterols/chemistry , Sterols/isolation & purification
20.
Chem Biodivers ; 17(9): e2000303, 2020 Sep.
Article in English | MEDLINE | ID: mdl-32592287

ABSTRACT

A new decenoic acid derivative, gelliodesinic acid, and a naturally new alkaloid, together with three known furanoterpenoids and two known indole alkaloids, were isolated from the MeOH extract of the marine sponge Gelliodes sp. collected in Vietnam. The chemical structures of the isolated compounds were determined by analyses of 1D- and 2D-NMR and MS data and by comparisons of the data with those reported in the literature. The cytotoxicity assay against HeLa, MCF-7, and A549 cancer cell lines revealed that the three known furanoterpenes exhibited cytotoxic activities with IC50 values ranging from 23.6 to 75.5 µM against the three cell lines, and that 1H-indole-3-carboxylic acid showed cytotoxicity with an IC50 value of 89.2 µM against A549 cancer cell lines.


Subject(s)
Alkaloids/pharmacology , Antineoplastic Agents/pharmacology , Fatty Acids/pharmacology , Porifera/chemistry , Alkaloids/chemistry , Alkaloids/isolation & purification , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Cell Proliferation/drug effects , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Molecular Structure , Structure-Activity Relationship , Tumor Cells, Cultured , Vietnam
SELECTION OF CITATIONS
SEARCH DETAIL