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1.
Methods Mol Biol ; 2788: 39-48, 2024.
Article En | MEDLINE | ID: mdl-38656507

Plant volatile organic compounds (VOCs) are organic chemicals that plants release as part of their natural biological processes. Various plant tissues produce VOCs, including leaves, stems, flowers, and roots. VOCs are essential in plant communication, defense against pests and pathogens, aroma and flavor, and attracting pollinators. The study of plant volatiles has become an increasingly important area of research in recent years, as scientists have recognized these compounds' important roles in plant physiology. As a result, there has been a growing interest in developing methods for collecting and analyzing plant VOCs. HS-SPME-GC-MS (headspace solid-phase microextraction-gas chromatography-mass spectrometry) is commonly used for plant volatile analysis due to its high sensitivity and selectivity. This chapter describes an efficient method for extracting and identifying volatile compounds by HS-SPME coupled with GC-MS in tomato fruits.


Fruit , Gas Chromatography-Mass Spectrometry , Solanum lycopersicum , Solid Phase Microextraction , Volatile Organic Compounds , Solanum lycopersicum/chemistry , Gas Chromatography-Mass Spectrometry/methods , Volatile Organic Compounds/analysis , Volatile Organic Compounds/isolation & purification , Solid Phase Microextraction/methods , Fruit/chemistry
2.
Food Chem ; 449: 138957, 2024 Aug 15.
Article En | MEDLINE | ID: mdl-38608600

The effects of microwave drying (MD), hot air drying (HAD), vacuum hot air drying (VD), and vacuum freeze drying (VFD) on the volatile profiles of Penaeus vannamei were investigated. A total of 89 and 94 volatile compounds were identified by headspace solid-phase microextraction-gas chromatography-mass spectrometry (HS-SPME-GC-MS) and monolithic material sorptive extraction gas chromatography-mass spectrometry (MMSE-GC-MS), respectively. Orthogonal partial least squares-discriminant analysis (OPLS-DA) and variable influence on projection (VIP) models were utilized to select characteristic volatiles and key marker compounds (e.g., octanal, 1-octen-3-ol, 2-methyl-butanal, 2-ethyl-furan, and trimethyl-pyrazine) to discriminate among four drying methods. Based on synthesis of odor descriptions and sensory evaluation, it was found that P. vannamei via MD, HAD, and VD greatly reduced the fishy and generated roasted, fatty, and smoked odors. This study systematically analyzed the aroma characteristics of four traditional dried P. vannamei products, which may provide theoretical guidance for industrial production.


Gas Chromatography-Mass Spectrometry , Odorants , Penaeidae , Solid Phase Microextraction , Volatile Organic Compounds , Animals , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification , Solid Phase Microextraction/methods , Odorants/analysis , Penaeidae/chemistry , Humans , Taste , Desiccation/methods
3.
Molecules ; 29(8)2024 Apr 12.
Article En | MEDLINE | ID: mdl-38675575

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.


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
4.
Mar Drugs ; 20(3)2022 Feb 25.
Article En | MEDLINE | ID: mdl-35323468

Volatile compounds from the marine cyanolichen Lichina pygmaea, collected from the Moroccan Atlantic coast, were extracted by hydrodistillation and their putative chemical composition was investigated by gas chromatography coupled to mass spectrometry (GC/MS). Based on the obtained results, Lichina pygmaea volatile compounds (LPVCs) were mainly dominated by sesquiterpenes compounds, where γ-himachalene, ß-himachalene, (2E,4E)-2,4 decadienal and α-himachalene were assumed to be the most abundant constituents, with percentage of 37.51%, 11.71%, 8.59% and 7.62%, respectively. LPVCs depicted significant antimicrobial activity against all tested strains (Staphylococcus aureus CCMM B3, Pseudomonas aeruginosa DSM 50090, Escherichia coli ATCC 8739 and Candida albicans CCMM-L4) with minimum inhibitory concentration (MIC) values within the range of 1.69-13.5 mg/mL. Moreover, this LPVC showed interesting scavenging effects on the 2,2-diphenyl-1-picrylhydrazyl radical with an IC50 of 0.21 mg/mL. LPVCs could be an approving resource with moderate antimicrobial potential and interesting antioxidant activity for cosmetics and pharmaceutical applications.


Anti-Infective Agents , Antioxidants , Ascomycota/chemistry , Sesquiterpenes , Volatile Organic Compounds , Anti-Infective Agents/chemistry , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Biphenyl Compounds/chemistry , Candida albicans/drug effects , Candida albicans/growth & development , Escherichia coli/drug effects , Escherichia coli/growth & development , Picrates/chemistry , Pseudomonas aeruginosa/drug effects , Pseudomonas aeruginosa/growth & development , Sesquiterpenes/analysis , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology , Staphylococcus aureus/drug effects , Staphylococcus aureus/growth & development , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification , Volatile Organic Compounds/pharmacology
5.
Molecules ; 27(4)2022 Feb 14.
Article En | MEDLINE | ID: mdl-35209076

Herpetospermum pedunculosum (Ser.) C. B. Clarke (Family Cucurbitaceae) is a dioecious plant and has been used as a traditional Tibetan medicine for the treatment of hepatobiliary diseases. The component, content, and difference in volatile compounds in the female and male buds of H. pedunculosum were explored by using headspace solid-phase microextraction-gas chromatography-mass spectrometry (HS-SPME-GC-MS) technology and multivariate statistical analysis. The results showed that isoamyl alcohol was the main compound in both female and male buds and its content in males was higher than that in females; 18 compounds were identified in female buds including 6 unique compounds such as (E)-4-hexenol and isoamyl acetate, and 32 compounds were identified in male buds, including 20 unique compounds such as (Z)-3-methylbutyraldehyde oxime and benzyl alcohol. (Z)-3-methylbutyraldehyde oxime and (E)-3-methylbutyraldehyde oxime were found in male buds, which only occurred in night-flowering plants. In total, 9 differential volatile compounds between female and male buds were screened out, including isoamyl alcohol, (Z)-3-methylbutanal oxime, and 1-nitropentane based on multivariate statistical analysis such as principal component analysis (PCA) and orthogonal partial least squares discrimination analysis (OPLS-DA). This is the first time to report the volatile components of H. pedunculosum, which not only find characteristic difference between female and male buds, but also point out the correlation between volatile compounds, floral odor, and plant physiology. This study enriches the basic theory of dioecious plants and has guiding significance for the production and development of H. pedunculosum germplasm resources.


Cucurbitaceae/chemistry , Gas Chromatography-Mass Spectrometry , Phytochemicals/analysis , Phytochemicals/isolation & purification , Solid Phase Microextraction , Volatile Organic Compounds/analysis , Volatile Organic Compounds/isolation & purification , Flowers/chemistry , Multivariate Analysis
6.
Molecules ; 27(4)2022 Feb 15.
Article En | MEDLINE | ID: mdl-35209103

Wuliangye baijiu is one of the most famous Chinese liquors with a protected geographical indication. This study used LiChrolut® EN-based solid-phase extraction (SPE) and fractionation combined with comprehensive two-dimensional chromatography-time-of-flight mass spectrometry (GC×GC-TOFMS) to unveil its volatile composition. The volatiles were isolated with LiChrolut® EN-based SPE and traditional liquid-liquid extraction (LLE). The neutral/basic fractions from LLE and the SPE were fractionated on a LiChrolut® EN SPE column and analyzed by comprehensive GC×GC-TOFMS. Compared with LLE, more esters and alcohols were detected in the SPE-based extraction. The SPE fractionation and GC×GC-TOFMS analysis resulted in the identification of about 500 volatile compounds in more than 3000 peaks of the Wuliangye baijiu. The approach simplifies the complex baijiu composition into functional group-based fractions for reliable identification and analysis. This study provided a confidence volatile identification approach for Chinese baijiu based on the SPE fractionation GC×GC-TOFMS.


Drugs, Chinese Herbal/analysis , Drugs, Chinese Herbal/isolation & purification , Gas Chromatography-Mass Spectrometry , Solid Phase Microextraction , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Volatile Organic Compounds/analysis , Volatile Organic Compounds/isolation & purification , Gas Chromatography-Mass Spectrometry/methods , Solid Phase Microextraction/methods , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization/methods
7.
Molecules ; 27(3)2022 Jan 29.
Article En | MEDLINE | ID: mdl-35164199

Eugenia klotzschiana O. Berg is a native species to the Cerrado biome with significant nutritional value. However, its volatile organic compounds (VOCs) chemical profile is not reported in the scientific literature. VOCs are low molecular weight chemical compounds capable of conferring aroma to fruit, constituting quality markers, and participating in the maintenance and preservation of fruit species. This work studied and determined the best conditions for extraction and analysis of VOCs from the pulp of Eugenia klotzschiana O. Berg fruit and identified and characterized its aroma. Headspace solid-phase microextraction (HS-SPME) was employed using different fiber sorbents: DVB/CAR/PDMS, PDMS/DVB, and PA. Gas chromatography and mass spectrometry (GC-MS) were employed to separate, detect, and identify VOCs. Variables of time and temperature of extraction and sample weight distinctly influenced the extraction of volatiles for each fiber. PDMS/DVB was the most efficient, followed by PA and CAR/PDMS/DVB. Thirty-eight compounds that comprise the aroma were identified among sesquiterpenes (56.4%) and monoterpenes (30.8%), such as α-fenchene, guaiol, globulol, α-muurolene, γ-himachalene, α-pinene, γ-elemene, and patchoulene.


Eugenia/chemistry , Volatile Organic Compounds/isolation & purification , Gas Chromatography-Mass Spectrometry/methods , Solid Phase Microextraction/methods
8.
J Sci Food Agric ; 102(3): 1021-1029, 2022 Feb.
Article En | MEDLINE | ID: mdl-34312871

BACKGROUND: The use of plant proteins as food ingredients might be limited due to the presence of foreign or 'off' flavors, which may evolve during extraction and subsequent processing. In this study, the influence of dry (TVP) and wet (WTP) texturization on characteristic volatile compounds of two different pea protein isolates was assessed using gas chromatography-mass spectrometry-olfactometry (GC-MS-O) after direct immersion stir bar sorptive extraction (DI-SBSE). RESULTS: Twenty-four odor-active compounds were found, with a prevalence of carbonyls from fat oxidation. Nine of these compounds which are also known as major (off-) flavor contributors in peas were distinctively impacted in all texturates: hexanal, nonanal, 2-undecanone, (E)-2-octenal, (E, Z)-3,5-octadiene-2-one, (E, E)-2,4-decadienal, 2-pentyl-furan, 2-pentyl-pyridine, and γ-nonalactone. For example, hexanal, a characteristic green odorant, was reduced by up to sixfold by wet texturization, from 3.29 ± 1.05% (Pea Protein I) to 0.52 ± 0.02% (Pea WTP I). Furthermore, (E,Z)-3,5-Octadiene-2-one and (E,E)-2,4-decadienal were decreased by 1.5- and 1.8-fold when Pea Protein I and Pea TVP I were compared. CONCLUSION: An overall reduction in fat oxidation products and of green and fatty odor-active compounds was observed. The results represent a first insight into the process-related modulation of pea protein (off-) flavors to broaden the applicability of pea proteins as food ingredients.


Odorants/analysis , Pea Proteins/chemistry , Pea Proteins/isolation & purification , Pisum sativum/chemistry , Solid Phase Extraction/methods , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification , Fats/chemistry , Flavoring Agents/chemistry , Flavoring Agents/isolation & purification , Gas Chromatography-Mass Spectrometry , Oxidation-Reduction
9.
J Sci Food Agric ; 102(1): 291-298, 2022 Jan 15.
Article En | MEDLINE | ID: mdl-34096061

BACKGROUND: 'Gold Finger' is a grape cultivar with a finger-like shape and a milk flavor. The process by which its aroma profile evolves during ripening is unclear. Thus, changes in the free and bound volatile compounds present in 'Gold Finger' grapes during ripening were investigated using headspace sampling-solid-phase microextraction-gas chromatography-mass spectroscopy (HS-SPME-GC-MS). RESULTS: A total of 83 volatile aroma components were identified in the grapes, with aldehydes, esters, acids, and alcohols being the main components. The total aroma compound content exhibited significant differences between the bound and free forms. The total content of bound volatile compounds did not change significantly during fruit development, although the free aroma compound content was significantly higher than the bound content. The total content of free aldehydes, free alcohols, bound norisoprenoids, and ketones gradually increased for up to 70 days after flowering (DAF), while the total free ester, terpene, and acid content decreased. The characteristic aroma compounds of 'Gold Finger' grapes were identified as hexanal, (E)-2-hexenal, and ethyl hexanoate. CONCLUSIONS: These results give a foundation for the further development of 'Gold Finger' grapes and provide a theoretical basis for the selection and breeding of novel aromatic grape varieties. © 2021 Society of Chemical Industry.


Fruit/chemistry , Odorants/analysis , Vitis/growth & development , Volatile Organic Compounds/chemistry , Alcohols/chemistry , Alcohols/isolation & purification , Aldehydes/chemistry , Aldehydes/isolation & purification , Flavoring Agents/chemistry , Flavoring Agents/isolation & purification , Fruit/growth & development , Gas Chromatography-Mass Spectrometry , Solid Phase Microextraction , Vitis/chemistry , Volatile Organic Compounds/isolation & purification
10.
Chem Biodivers ; 19(1): e202100593, 2022 Jan.
Article En | MEDLINE | ID: mdl-34755931

Arnica montana is a plant distributed in most of Europe, including the Alpine arc and Apennines in Italy, and traditionally used worldwide for medicinal properties. Twelve natural populations of the species from Trentino-Alto Adige, Italy, were characterized using Headspace-Solid Phase Microextraction analysis for their volatile profile. Fifty-one compounds were detected in flower heads, the most abundant being (E)-Caryophyllene (23.4 %), 2,2,4,6,6-Pentamethylheptane (8.3 %), α- trans-Bergamotene (7.2 %), Germacrene D (5.7 %), and Hexanal (5.3 %). A multivariate analysis performed on the ten most abundant compounds grouped these investigated accessions into five main clusters. Three clusters, comprising together five accessions, were linked to the geographical origin of two collection sites. This work is a complete characterization of volatiles of the species by SPME analysis reported to date. Furthermore, results suggest that the species' volatile profile can be linked to the geographical origin of the natural populations and, therefore, represent a tool for evaluating biodiversity within the species.


Arnica/chemistry , Volatile Organic Compounds/analysis , Arnica/metabolism , Biodiversity , Cluster Analysis , Flowers/chemistry , Flowers/metabolism , Gas Chromatography-Mass Spectrometry , Italy , Plant Extracts/chemistry , Principal Component Analysis , Solid Phase Microextraction , Volatile Organic Compounds/isolation & purification
11.
Chem Biodivers ; 19(1): e202100835, 2022 Jan.
Article En | MEDLINE | ID: mdl-34812593

Cera pepper (Capsicum pubescens) is an exotic fruit considered as a rich source of nutraceuticals with known benefits for human health and also an economic resource for local producers in Mexico. The present investigation reports on the in vitro and in situ antifungal activity of the essential oil from Mentha piperita and its two major volatiles (menthol and menthone) against Fusarium sambucinum, which is a causal agent of soft rot in cera pepper. The application of these components in pepper fruits previously infected with F. sambucinum caused a significant delay (p<0.05) in the emergence of soft rot symptoms. This effect was reflected in the maintenance of pH and fruit firmness during a period of 10 days. The nutrimental content of the fruits (protein, fiber, fat and other proximate parameters) was conserved in the same period of time. The nutraceutical content of these fruits was estimated by the quantification of seven carotenoids (violaxanthin, cis-violaxanthin, luteoxanthin, antheraxanthin, lutein, zeaxanthin and ß-carotene), ascorbic acid and capsaicinoids (capsaicin and dihydrocapsaicin). According to our results, the essential oil from M. Piperita and its major volatiles exerted a preservative effect on these metabolites. Our findings demonstrated that the essential oil of M. Piperita and its major volatiles represent an ecological alternative for the control of fusariosis caused by F. sambucinum in cera peppers under postharvest conditions.


Capsicum/microbiology , Fusarium/drug effects , Mentha piperita/chemistry , Plant Diseases/prevention & control , Plant Oils/pharmacology , Volatile Organic Compounds/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Capsaicin/analysis , Capsaicin/isolation & purification , Capsicum/growth & development , Carotenoids/analysis , Carotenoids/isolation & purification , Chromatography, High Pressure Liquid , Fruit/chemistry , Fruit/metabolism , Hydrogen-Ion Concentration , Mass Spectrometry , Mentha piperita/metabolism , Plant Diseases/microbiology , Plant Extracts/chemistry , Plant Leaves/chemistry , Plant Leaves/metabolism , Plant Oils/chemistry , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification
12.
ScientificWorldJournal ; 2021: 5961586, 2021.
Article En | MEDLINE | ID: mdl-34899085

The present study aims to compare two traditional extraction techniques. A volatile compound from Tamarindus indica seed was obtained with Soxhlet extraction (SE) and hydrodistillation using the Clevenger apparatus (HDC). The extraction yield and chemical composition of the essential oil samples were compared. Both oils extracted were analyzed with GC-MS, and forty-one chemical compounds were identified in essential oil components from SE while forty chemical compounds were found in the HDC-extracted oil sample. The major essential oil components present in both the SE and HDC method are cis-vaccenic acid, 2-methyltetracosane, beta-sitosterol, 9,12-octadecadienoic acid (Z, Z)-, and n-hexadecanoic acid in varying concentrations. Moreover, the essential oils obtained by both methods look similar quantitatively but differ qualitatively. The HDC method produced more oxygenated compounds that contribute to the fragrance of the oil. The major constituents observed in the essential oil extracted by SE methods include cis-vaccenic acid (17.6%), beta-sitosterol (12.71%), 9,12-octadecadienoic acid (Z, Z)- (11.82%), n-hexadecanoic acid (8.16%), 9,12-octadecadienoic acid, methyl ester (5.84%), oleic acid (4.54%), and 11-octadecenoic acid and methyl ester (3.94%). However, in the hydrodistillation technique, the oil was mostly composed of 9,12-octadecadienoic acid (Z, Z)- (23.72%), cis-vaccenic acid (17.16%), n-hexadecanoic acid (11.53%), beta-sitosterol (4.53%), and octadecanoic acid (3.8%). From the data obtained, HDC seems to be a better method for extraction of Tamarindus indica essential oil compared to the Soxhlet extraction apparatus.


Seeds/chemistry , Tamarindus/embryology , Volatile Organic Compounds/isolation & purification , Distillation/methods , Gas Chromatography-Mass Spectrometry/methods , Oils, Volatile/analysis
13.
Molecules ; 26(23)2021 Nov 24.
Article En | MEDLINE | ID: mdl-34885694

Volatile composition is an important feature that determines flavor, which actively affects the overall evaluation of chrysanthemum tea. In this study, HS-GC-IMS (headspace-gas chromatography-ion mobility spectrometry) was performed to characterize the volatile profiles of different chrysanthemum tea subtypes. Forty-seven volatiles of diverse chemical nature were identified and quantified. Partial least squares discriminant analysis (PLS-DA) revealed that four chrysanthemum teas were distinct from each other based on their volatile compounds. Furthermore, this work provides reference methods for detecting novel volatile organic compounds in chrysanthemum tea plants and products.


Chrysanthemum/chemistry , Tea/chemistry , Teas, Herbal/analysis , Volatile Organic Compounds/chemistry , Camellia sinensis/chemistry , Flavoring Agents/chemistry , Gas Chromatography-Mass Spectrometry , Ion Mobility Spectrometry , Principal Component Analysis , Solid Phase Microextraction , Volatile Organic Compounds/isolation & purification
14.
Molecules ; 26(23)2021 Nov 26.
Article En | MEDLINE | ID: mdl-34885767

Mass spectrometry (MS) is an analytical technique that can be used for various applications in a number of scientific areas including environmental, security, forensic science, space exploration, agri-food, and numerous others. MS is also continuing to offer new insights into the proteomic and metabolomic fields. MS techniques are frequently used for the analysis of volatile compounds (VCs). The detection of VCs from human samples has the potential to aid in the diagnosis of diseases, in monitoring drug metabolites, and in providing insight into metabolic processes. The broad usage of MS has resulted in numerous variations of the technique being developed over the years, which can be divided into hyphenated and real-time MS techniques. Hyphenated chromatographic techniques coupled with MS offer unparalleled qualitative analysis and high accuracy and sensitivity, even when analysing complex matrices (breath, urine, stool, etc.). However, these benefits are traded for a significantly longer analysis time and a greater need for sample preparation and method development. On the other hand, real-time MS techniques offer highly sensitive quantitative data. Additionally, real-time techniques can provide results in a matter of minutes or even seconds, without altering the sample in any way. However, real-time MS can only offer tentative qualitative data and suffers from molecular weight overlap in complex matrices. This review compares hyphenated and real-time MS methods and provides examples of applications for each technique for the detection of VCs from humans.


Mass Spectrometry , Proteomics , Volatile Organic Compounds/isolation & purification , Human Body , Humans , Volatile Organic Compounds/metabolism
15.
Molecules ; 26(23)2021 Dec 06.
Article En | MEDLINE | ID: mdl-34885990

(1) Background: Solid phase microextraction (SPME)-Arrow is a new extraction technology recently employed in the analysis of volatiles in food materials. Grape volatile organic compounds (VOC) have a crucial role in the winemaking industry due to their sensory characteristics of wine.; (2) Methods: Box-Behnken experimental design and response surface methodology were used to optimise SPME-Arrow conditions (extraction temperature, incubation time, exposure time, desorption time). Analyzed VOCs were free VOCs directly from grape skins and bound VOCs released from grape skins by acid hydrolysis.; (3) Results: The most significant factors were extraction temperature and exposure time for both free and bound VOCs. For both factors, an increase in their values positively affected the extraction efficiency for almost all classes of VOCs. For free VOCs, the optimum extraction conditions are: extraction temperature 60 °C, incubation time 20 min, exposure time 49 min, and desorption time 7 min, while for the bound VOCs are: extraction temperature 60 °C, incubation time 20 min, exposure time 60 min, desorption time 7 min.; (4) Conclusions: Application of the optimized method provides a powerful tool in the analysis of major classes of volatile organic compounds from grape skins, which can be applied to a large number of samples.


Crops, Agricultural/chemistry , Gas Chromatography-Mass Spectrometry/standards , Plant Extracts/analysis , Solid Phase Microextraction/standards , Vitis/chemistry , Volatile Organic Compounds/analysis , Acids/analysis , Acids/isolation & purification , Alcohols/analysis , Alcohols/isolation & purification , Hot Temperature , Monoterpenes/analysis , Monoterpenes/isolation & purification , Norisoprenoids/analysis , Norisoprenoids/isolation & purification , Plant Extracts/isolation & purification , Volatile Organic Compounds/isolation & purification , Wine/analysis
16.
Molecules ; 26(24)2021 Dec 07.
Article En | MEDLINE | ID: mdl-34946508

The volatile components of areca nuts were isolated by headspace solid-phase microextraction (HS-SPME, DVB/CAR/PDMS fiber extraction) and simultaneous hydrodistillation-extraction (SHDE) and analyzed by gas chromatography/mass spectrometry. Furthermore, all SHDE fractions were tested for antimicrobial activity using the disk diffusion method on nine Gram-negative and Gram-positive bacteria (Bacillus subtilis, Enterococcus faecalis, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Streptococcus agalactiae, Streptococcus canis, Streptococcus pyogenes, and Candida albicans). In total, 98 compounds (mainly alcohols, carbonyl compounds, fatty acids, esters, terpenes, terpenoids, and aliphatic hydrocarbons) were identified in SHDE fractions and by using SPME extraction Fatty acids were the main group of volatile constituents detected in all types of extracts. The microorganism most sensitive to the extract of the areca nut was Streptococcus canis. The results can provide essential information for the application of different treatments of areca nuts in the canning industry or as natural antibiotics.


Anti-Bacterial Agents/pharmacology , Areca/chemistry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Solid Phase Microextraction , Volatile Organic Compounds/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Microbial Sensitivity Tests , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification
17.
PLoS One ; 16(12): e0260149, 2021.
Article En | MEDLINE | ID: mdl-34860850

BACKGROUND: Several human-produced volatiles have been reported to mediate the host-seeking process under laboratory conditions, yet no effective lure or repellent has been developed for field application. Previously, we found a gradation of the attractiveness of foot odors of different malaria free individuals to Anopheles gambiae sensu stricto Giles. In this study, foot odor of the individual with the most attractive 'smelly' feet to the An. gambiae was collected, analyzed and attractive blend components identified. METHODS: The foot odor of the individual with the most attractive 'smelly' feet to the An. gambiae was trapped on Porapak Q and analyzed by gas chromatography-linked mass spectrometry (GC-MS). Specific constituents perceived by the insect olfactory system were then identified by GC-linked to electro-antennography detector (GC-EAD) and characterized by GC-MS. The contribution of each constituent to the behavioral response of An. gambiae was assessed through subtractive assays under semi-field conditions in a screen-house using Counter Flow Geometry (CFG traps) baited with (i) the blend of all the EAD-active and (ii) other blends containing all components with exclusion of one component at a time. The number of mosquitoes trapped in the baited CFG traps were compared with those in the control traps. RESULTS: Eleven major and minor constituents: 2 carboxylic acids, six aldehydes, two ketones and one phenolic compound, were confirmed to be EAD-active. The contribution of each constituent to the behavioral response of An. gambiae was assessed through subtractive assays under semi- field conditions. Exclusion/ subtraction of one of the following compounds: i-butyric acid, i-valeric acid, n-octanal, n-nonanal, n-decanal, n-dodecanal, undecanal or n-tridecanal, from each blend led to reduction in the attractiveness of all the resulting blends, suggesting that all of them are critical/important for the attractiveness of the foot odor to An. gambiae mosquitoes. However, exclusion/subtraction of 4-ethoxyacetophenone, 4-ethylacetophenone and/or 2-methylphenol, led to significant enhancements in the attractiveness of the resulting blends, suggesting that each of these compounds had repellent effect on An. gambiae ss. Undecanal exhibited kairomonal activity at low natural concentrations under semi-field conditions but repellent activity at high unnatural conditions in the laboratory. Furthermore, the comparison of the mean mosquito catches in traps baited with the nine-component blend without 4-ethoxyacetophenone, 4-ethylacetophenone and the complete foot odor collection revealed that the former is significantly more attractive and confirmed the repellent effect of the two carbonyl compounds at low natural concentration levels. CONCLUSION: These results suggest that differential attractiveness of An. gambiae to human feet is due to qualitative and/or qualitative differences in the chemical compositions of the foot odors from individual human beings and relative proportions of the two chemical signatures (attractants versus repellents) as observed from the ratios of the bioactive components in the foot odors of the most attractive and least attractive individuals. Chemical signature means the ensemble of the compounds released by the organism in a specific physiological state. The chemical signature is emitter-dependent, but does not depend on receiver response. Thus, there is only one chemical signature for one individual or species that may eventually include inactive, attractive and repellent components for another organism. The nine-component attractive blend has a potential as an effective field bait for trapping of malaria vectors in human dwellings.


Acetophenones/chemistry , Anopheles/drug effects , Cresols/chemistry , Ethyl Ethers/chemistry , Insect Repellents/chemistry , Volatile Organic Compounds/chemistry , Acetophenones/isolation & purification , Animals , Anopheles/physiology , Cresols/isolation & purification , Ethyl Ethers/isolation & purification , Female , Foot/physiology , Gas Chromatography-Mass Spectrometry , Humans , Insect Repellents/isolation & purification , Mosquito Control/methods , Mosquito Vectors/drug effects , Mosquito Vectors/physiology , Odorants/analysis , Volatile Organic Compounds/isolation & purification
18.
Molecules ; 26(21)2021 Oct 27.
Article En | MEDLINE | ID: mdl-34770882

Solid-phase microextraction (SPME) was coupled to gas chromatography mass spectrometry (GC-MS) and a method optimized to quantitatively and qualitatively measure a large array of volatile metabolites in alfalfa glandular trichomes isolated from stems, trichome-free stems, and leaves as part of a non-targeted metabolomics approach. Major SPME extraction parameters optimized included SPME fiber composition, extraction temperature, and extraction time. The optimized SPME method provided the most chemically diverse coverage of alfalfa volatile and semi-volatile metabolites using a DVB/CAR/PDMS fiber, extraction temperature of 60 °C, and an extraction time of 20 min. Alfalfa SPME-GC-MS profiles were processed using automated peak deconvolution and identification (AMDIS) and quantitative data extraction software (MET-IDEA). A total of 87 trichome, 59 stem, and 99 leaf volatile metabolites were detected after background subtraction which removed contaminants present in ambient air and associated with the fibers and NaOH/EDTA buffer solution containing CaCl2. Thirty-seven volatile metabolites were detected in all samples, while 15 volatile metabolites were uniquely detected only in glandular trichomes, 9 only in stems, and 33 specifically in leaves as tissue specific volatile metabolites. Hierarchical cluster analysis (HCA) and principal component analysis (PCA) of glandular trichomes, stems, and leaves showed that the volatile metabolic profiles obtained from the optimized SPME-GC-MS method clearly differentiated the three tissues (glandular trichomes, stems, and leaves), and the biochemical basis for this differentiation is discussed. Although optimized using plant tissues, the method can be applied to other types of samples including fruits and other foods.


Gas Chromatography-Mass Spectrometry , Medicago sativa/chemistry , Metabolome , Metabolomics , Solid Phase Microextraction , Volatile Organic Compounds/analysis , Volatile Organic Compounds/isolation & purification , Computational Biology/methods , Data Analysis , Gas Chromatography-Mass Spectrometry/methods , Metabolomics/methods , Principal Component Analysis , Solid Phase Microextraction/methods , Temperature , Volatile Organic Compounds/chemistry
19.
Molecules ; 26(21)2021 Nov 02.
Article En | MEDLINE | ID: mdl-34771056

Marine macroalgae are well known to release a wide spectrum of volatile organic components, the release of which is affected by environmental factors. This paper aimed to identify the essential oil (EO) compounds of the brown algae Cystoseira compressa collected in the Adriatic Sea monthly, from May until August. EOs were isolated by hydrodistillation using a Clavenger-type apparatus and analyzed by gas chromatography coupled with mass spectrometry (GC-MS). One hundred four compounds were identified in the volatile fraction of C. compressa, accounting for 84.37-89.43% of the total oil. Samples from May, June, and July were characterized by a high share of fatty acids (56, 69, and 34% respectively) with palmitic acid being the dominant one, while in the August sample, a high content of alcohols (mainly phytol and oleyl alcohol) was found. Changes in the other minor components, which could be important for the overall aroma and biological activities of the algal samples, have also been noted during the vegetation periods. The results of this paper contribute to studies of algal EOs and present the first report on C. compressa EOs.


Oils, Volatile/chemistry , Phaeophyceae/chemistry , Seasons , Gas Chromatography-Mass Spectrometry , Oils, Volatile/isolation & purification , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification
20.
Molecules ; 26(21)2021 Nov 04.
Article En | MEDLINE | ID: mdl-34771092

Citrus species of plants are among the most commercially cultivated crops, mainly for their fruit. Besides, the generally consumed flesh inside the fruit, the peel is quite important too. Essential oils extracted from the peel have a history of being used by humankind for centuries. These essential oils are rich in antioxidants and antimicrobial agents. Comparative investigation of volatile constituents, and antioxidant and antimicrobial activities were undertaken. The essential oils were evaluated through gas chromatography-mass spectrometry (GC-MS), and enantiomeric composition by chiral GC-MS. Similarly, the antioxidant properties were evaluated by 2,2-diphenyl-1-picrylhydrazyl scavenging assay, and antimicrobial activities were assayed using the disk diffusion method. The highest extraction yield of 1.83% was observed in Citrus sinensis Osbeck. GC-MS analysis showed limonene (63.76-89.15%), γ-terpinene (0.24-6.43%), ß-pinene (0.15-6.09%), linalool (0.35-3.5%), sabinene (0.77-2.17%), myrcene (0.74-1.75%), α-terpineol (0.28-1.15%), and α-pinene (0.2-0.58%) as the major constituents of the essential oil of the Citrus species studied. For the first time, through our study, chiral terpenoids have been observed from Citrus grandis Osbeck essential oil. The order of antioxidant activity is as follows: Citrus grandis Osbeck red flesh > Citrus reticulata Blanco > Citrus sinensis Osbeck > Citrus grandis Osbeck white flesh. Except for Citrus grandis Osbeck white flesh (52.34 µL/mL), all samples demonstrated stronger antioxidant activities than those of the positive control, quercetin (5.60 µL/mL). Therefore, these essential oils can be used as a safe natural antioxidant to prevent product oxidation. Likewise, citrus peel essential oil showed antimicrobial activity against tested bacterial strains, albeit marginal.


Anti-Infective Agents/pharmacology , Antioxidants/pharmacology , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Volatile Organic Compounds/pharmacology , Anti-Infective Agents/chemistry , Anti-Infective Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Citrus/chemistry , Gas Chromatography-Mass Spectrometry , Microbial Sensitivity Tests , Molecular Structure , Nepal , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Plant Oils/chemistry , Plant Oils/isolation & purification , Volatile Organic Compounds/chemistry , Volatile Organic Compounds/isolation & purification
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