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Keywords = γ-hexalactone

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8 pages, 651 KiB  
Communication
A Pre-Exposure to Male-Specific Compound γ-Hexalactone Reduces Oviposition in Bactrocera oleae (Rossi) (Diptera: Tephritidae) Under Laboratory Conditions
by Sergio López, Clàudia Corbella-Martorell, Elisa Tarantino and Carmen Quero
Insects 2025, 16(2), 147; https://doi.org/10.3390/insects16020147 - 1 Feb 2025
Viewed by 783
Abstract
The olive fruit fly Bactrocera oleae (Rossi) (Diptera: Tephritidae) is regarded as the most harmful pest insect for olive trees worldwide. In order to control olive fruit fly populations and mitigate the damage and economic losses they produce, the development of novel strategies [...] Read more.
The olive fruit fly Bactrocera oleae (Rossi) (Diptera: Tephritidae) is regarded as the most harmful pest insect for olive trees worldwide. In order to control olive fruit fly populations and mitigate the damage and economic losses they produce, the development of novel strategies to control the olive fruit fly within an integrated pest management scope has become a major concern. Here we show that a 24-h pre-exposure to the male-specific γ-hexalactone significantly reduces the oviposition on an artificial substrate. The number of eggs per female laid by those females pre-exposed to 1 mg of γ-hexalactone was significantly reduced (6.8 ± 6.1 eggs/female) in comparison to naïve (i.e., non-exposed) females (22.4 ± 10.9 eggs/female), yielding a mean oviposition activity index (OAI) of −0.56 ± 0.22. Contrarily, no significant effect was observed when females were pre-exposed to 0.5 mg of compound, even though the number of eggs per female (14.2 ± 6.3) was lower than that of naïve females, resulting in a mean OIA of −0.24 ± 0.17. Overall, this research represents a preliminary basis for delving into the potential of γ-hexalactone for being used as an oviposition disruptant, albeit further research is still required to address this issue. Full article
(This article belongs to the Special Issue Biology and Management of Tephritid Fruit Flies)
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26 pages, 31184 KiB  
Article
Aromas: Lovely to Smell and Nice Solvents for Polyphenols? Curcumin Solubilisation Power of Fragrances and Flavours
by Michael Schmidt, Verena Huber, Didier Touraud and Werner Kunz
Molecules 2024, 29(2), 294; https://doi.org/10.3390/molecules29020294 - 5 Jan 2024
Cited by 7 | Viewed by 2412
Abstract
Natural aromas like cinnamaldehyde are suitable solvents to extract curcuminoids, the active ingredients found in the rhizomes of Curcuma longa L. In a pursuit to find other nature-based solvents, capable of solving curcumin, forty fragrances and flavours were investigated in terms of their [...] Read more.
Natural aromas like cinnamaldehyde are suitable solvents to extract curcuminoids, the active ingredients found in the rhizomes of Curcuma longa L. In a pursuit to find other nature-based solvents, capable of solving curcumin, forty fragrances and flavours were investigated in terms of their solubilisation power. Aroma compounds were selected according to their molecular structure and functional groups. Their capabilities of solving curcumin were examined by UV–Vis spectroscopy and COSMO-RS calculations. The trends of these calculations were in accordance with the experimental solubilisation trend of the solubility screening and a list with the respective curcumin concentrations is given; σ-profiles and Gibbs free energy were considered to further investigate the solubilisation process of curcumin, which was found to be based on hydrogen bonding. High curcumin solubility was achieved in the presence of solvent (mixtures) with high hydrogen-bond-acceptor and low hydrogen-bond-donor abilities, like γ- and δ-lactones. The special case of DMSO was also examined, as the highest curcumin solubility was observed with it. Possible specific interactions of selected aroma compounds (citral and δ-hexalactone) with curcumin were investigated via 1H NMR and NOESY experiments. The tested flavours and fragrances were evaluated regarding their potential as green alternative solvents. Full article
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10 pages, 2877 KiB  
Communication
Influence of Ingestion of Lactulose on γ-Lactones Emanating from Human Skin Surface
by Yoshika Sekine, Shiori Uchiyama, Michihito Todaka, Yohei Sakai, Ryo Sakiyama, Hiroshi Ochi, Maho Muramatsu, Satomi Asai and Kazuo Umezawa
Appl. Sci. 2023, 13(6), 3930; https://doi.org/10.3390/app13063930 - 20 Mar 2023
Cited by 1 | Viewed by 3385
Abstract
Lactulose is known to grow health-promoting bacteria, with an increase in the production of beneficial metabolites, such as lactic acid and short-chain fatty acids (SCFAs) in the colon. Ingestion of lactulose powder at a food dosage level is known to reduce the dermal [...] Read more.
Lactulose is known to grow health-promoting bacteria, with an increase in the production of beneficial metabolites, such as lactic acid and short-chain fatty acids (SCFAs) in the colon. Ingestion of lactulose powder at a food dosage level is known to reduce the dermal emanation of ammonia, a typical human skin gas which potentially affects body odour. However, no study has reported the effect of lactulose on human skin gases other than ammonia. In this study, the influence of lactulose ingestion on the dermal emissions of γ-lactones, volatile cyclic esters with sweet smells, was investigated in healthy subjects. Healthy participants ingested the lactulose powder with a food dosage of 4 g d−1 once a day for 2 weeks. γ-lactones emanating from the skin surface were collected from each participant’s forearm by using a passive flux sampler, and six kinds of γ-lactones, namely, γ-hexalactone (C6), γ-heptalactone (C7), γ-octalactone (C8), γ-nonalactone (C9), γ-decalactone (C10), and γ-undecalactone (C11), were determined by gas chromatography–mass spectrometry. Quantification of bifidobacteria in faeces collected before and after ingestion of lactulose for 2 weeks was carried out by using real-time PCR. The results showed a significant increase in the dermal emission fluxes of sweet-smelling C10 and C11 lactones as the number of bifidobacteria increased in the faeces, presumably mediated by SCFAs produced in the colon. Full article
(This article belongs to the Special Issue New Trends in Biosciences III)
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19 pages, 8784 KiB  
Article
The Construction of Volatile Profiles of Eight Popular Peach Cultivars Produced in Shanghai Using GC-MS and GC-IMS
by Xia Wang, Xiongwei Li, Mingshen Su, Minghao Zhang, Yang Hu, Jihong Du, Huijuan Zhou, Xianan Zhang, Zhengwen Ye and Xuelian Yang
Horticulturae 2023, 9(3), 382; https://doi.org/10.3390/horticulturae9030382 - 15 Mar 2023
Cited by 7 | Viewed by 3179
Abstract
Peach (Prunus persica L.) is an economically important fruit crop worldwide due to its pleasant flavor. Volatile organic compounds (VOCs) are vital factors for assessing fruit quality. Here, we constructed the VOC profiles for the top eight popular commercial peach cultivars produced [...] Read more.
Peach (Prunus persica L.) is an economically important fruit crop worldwide due to its pleasant flavor. Volatile organic compounds (VOCs) are vital factors for assessing fruit quality. Here, we constructed the VOC profiles for the top eight popular commercial peach cultivars produced in Shanghai by combining gas chromatography-mass spectrometry (GC-MS), odor activity value and gas chromatograph-ion mobility spectrometry (GC-IMS). Seventy VOCs were detected using GC-MS, of which twenty-three were commonly found in eight peach cultivars, including hexanal, nonanal, benzaldehyde, 2-hexenal, butyl acetate, hexyl acetate, (Z)-3-hexen-1-yl acetate, linalool, β-myrcene, D-limonene, 1-hexanol, 3-hexenol, 2-hexenol, 2-ethyl-1-hexanol, γ-octalactone, δ-decalactone, γ-hexalactone, γ-decalactone, γ-dodecalactone, β-ionone, 2-octanone, 2-ethyl furan and 2,4-ditert-butyl phenol. A total of 17 VOCs were screened on the basis of OAV ≥ 1 and the top 5 of this contribution were γ-decalactone, β-ionone, hexanal, 2-hexenal and linalool. Lactones had the highest OAV in HJML and terpenoids had the highest OAV in JC. JXIU had the lowest OAV of lactones and terpenoids. Based on the range of their OAV values, the flavor evaluation standard of Shanghai high-quality peach cultivars can be established, which is also a reference for breeding excellent offspring. Twenty-six VOCs were detected using GC-IMS, and the largest proportion were aldehydes. Principal component analysis (PCA) showed that Hikawa Hakuho (HH) and Jinchun (JC) were distant from the other samples, indicating that their volatiles were more distinct. These results provide a foundation for improving our understanding of aroma compositions in these high-quality peach cultivars, which might also provide a reference for future design breeding to improve fruit flavor. Full article
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16 pages, 18255 KiB  
Article
Production of Hydroxy Fatty Acids, Precursors of γ-Hexalactone, Contributes to the Characteristic Sweet Aroma of Beef
by Shuji Ueda, Mana Hosoda, Kumi Kasamatsu, Masahiro Horiuchi, Rio Nakabayashi, Bubwoong Kang, Masakazu Shinohara, Hiroki Nakanishi, Takayo Ohto-Nakanishi, Minoru Yamanoue and Yasuhito Shirai
Metabolites 2022, 12(4), 332; https://doi.org/10.3390/metabo12040332 - 6 Apr 2022
Cited by 17 | Viewed by 5194
Abstract
Aroma is an essential factor for meat quality. The meat of Japanese Black cattle exhibits fine marbling and a rich and sweet aroma with a characteristic lactone composition. The mechanism of lactone formation associated with beef aroma has not been elucidated. In this [...] Read more.
Aroma is an essential factor for meat quality. The meat of Japanese Black cattle exhibits fine marbling and a rich and sweet aroma with a characteristic lactone composition. The mechanism of lactone formation associated with beef aroma has not been elucidated. In this study, we examined the precursors of γ-hexalactone, an indicator of the sweet aroma of beef and identified the mechanism underlying γ-hexalactone production. A low-temperature vacuum system was used to prepare beef tallow from Japanese Black cattle and Holstein cattle. The odor components were identified using headspace–gas chromatography. The analysis revealed that γ-hexalactone, γ-dodecalactone, δ-tetradecalactone, and δ-hexadecalactone were present as sweet aroma components of beef tallow prepared from marbling and muscle. Since we previously reported that γ-hexalactone formation correlates with linoleic acid content in beef, we analyzed ten oxidized fatty acids derived from linoleic acid by liquid chromatography–triple quadrupole mass spectrometry and detected two hydroxy-octadecadienoic acids (9S-HODE and 13S-HODE) in beef tallow. Significant differences in arachidonic acid 15-lipoxygenase and cyclooxygenase protein expression levels among subcutaneous fat, intramuscular fat, and muscle tissue were observed. Our results suggest that the combination of linoleic acid and the expression of lipid oxidase derived from beef muscle and intramuscular fat produce hydroxy fatty acids that result in a sweet aroma. Full article
(This article belongs to the Special Issue Metabolomic Applications in Animal Science Volume 3)
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15 pages, 1871 KiB  
Article
Exploring the Lipids Involved in the Formation of Characteristic Lactones in Japanese Black Cattle
by Shuji Ueda, Ryo Sasaki, Rio Nakabayashi, Minoru Yamanoue, Yasuhito Sirai and Eiji Iwamoto
Metabolites 2021, 11(4), 203; https://doi.org/10.3390/metabo11040203 - 29 Mar 2021
Cited by 16 | Viewed by 4411
Abstract
The meat from Japanese Black cattle (Japanese Wagyu) is finely marbled and exhibits a rich and sweet aroma known as Wagyu beef aroma. To clarify the key metabolites involved in the aroma, we analyzed the correlation between lactone and lipid composition in Japanese [...] Read more.
The meat from Japanese Black cattle (Japanese Wagyu) is finely marbled and exhibits a rich and sweet aroma known as Wagyu beef aroma. To clarify the key metabolites involved in the aroma, we analyzed the correlation between lactone and lipid composition in Japanese Black cattle. Using gas chromatography-olfactometry, we identified 39 characteristic odorants of the intermuscular fat. Seven characteristic lactones considered to be involved in Wagyu beef aroma were quantified and compared in the marbled area and intermuscular fat using a stable isotope dilution assay. Among them, γ-hexalactone was the only lactone whose level was significantly higher in the marbled area. To explore the lipid species involved in lactone formation, we analyzed samples with different aroma characteristics. Liquid chromatography-mass spectrometry revealed eight lipid classes and showed significant differences in triacylglycerides (TAGs). To determine the molecular species of TAGs, we performed high-performance liquid chromatography analysis and identified 14 TAG species. However, these analyses showed that seven lactones had a low correlation with the TAGs. However, γ-hexalactone showed a positive correlation with linoleic acid. This study suggests that lipid composition affects the characteristic lactone profile involved in the Wagyu beef aroma. Full article
(This article belongs to the Special Issue Metabolomic Applications in Animal Science Volume 2)
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12 pages, 2180 KiB  
Article
Exploring the Characteristic Aroma of Beef from Japanese Black Cattle (Japanese Wagyu) via Sensory Evaluation and Gas Chromatography-Olfactometry
by Shuji Ueda, Minoru Yamanoue, Yasuhito Sirai and Eiji Iwamoto
Metabolites 2021, 11(1), 56; https://doi.org/10.3390/metabo11010056 - 15 Jan 2021
Cited by 27 | Viewed by 5557
Abstract
Beef from Japanese Black cattle (Japanese Wagyu) is renowned for its flavor characteristics. To clarify the key metabolites contributing to this rich and sweet aroma of beef, an omics analysis combined with GC-olfactometry (GC-O) and metabolomics analysis with gas chromatography–mass spectrometry (GC-MS) were [...] Read more.
Beef from Japanese Black cattle (Japanese Wagyu) is renowned for its flavor characteristics. To clarify the key metabolites contributing to this rich and sweet aroma of beef, an omics analysis combined with GC-olfactometry (GC-O) and metabolomics analysis with gas chromatography–mass spectrometry (GC-MS) were applied. GC-O analysis identified 39 odor-active odorants from the volatile fraction of boiled beef distilled by solvent-assisted flavor evaporation. Eight odorants predicted to contribute to Wagyu beef aroma were compared between Japanese Black cattle and Holstein cattle using a stable isotope dilution assay with GC–tandem quadrupole mass spectrometry. By correlating the sensory evaluation values of retronasal aroma, γ-hexalactone, γ-decalactone, and γ-undecalactone showed a high correlation with the Wagyu beef aroma. Metabolomics data revealed a high correlation between the amounts of odorants and multiple metabolites, such as glutamine, decanoic acid, lactic acid, and phosphoric acid. These results provide useful information for assessing the aroma and quality of beef. Full article
(This article belongs to the Special Issue Metabolomic Applications in Animal Science Volume 2)
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14 pages, 661 KiB  
Article
Free and Bound Volatile Aroma Compounds of ´Maraština´ Grapes as Influenced by Dehydration Techniques
by Irena Budić-Leto, Iva Humar, Jasenka Gajdoš Kljusurić, Goran Zdunić and Emil Zlatić
Appl. Sci. 2020, 10(24), 8928; https://doi.org/10.3390/app10248928 - 14 Dec 2020
Cited by 15 | Viewed by 3520
Abstract
Dehydration or drying of grapes is one of the most important steps in the production of Croatian traditional dessert wine Prošek. The natural sun drying of grapes is the traditionally used method in Prošek production. Alternative methods, such as dehydration under controlled conditions, [...] Read more.
Dehydration or drying of grapes is one of the most important steps in the production of Croatian traditional dessert wine Prošek. The natural sun drying of grapes is the traditionally used method in Prošek production. Alternative methods, such as dehydration under controlled conditions, have been studied as safer and faster methods than the traditional sun drying but without precise knowledge of the effect on volatile compounds. The objective of this work was to study how dehydration of grapes carried out in a greenhouse and an environmentally controlled chamber impacts on the free and glycosidically bound volatile compounds of native grape cv. ‘Maraština’. The 36 volatile compounds were identified and quantified using headspace solid-phase micro extraction coupled with gas chromatography-mass spectrophotometry (HS-SPME-GC/MS). The results showed that the aroma profile of dehydrated grapes was significantly different from that of fresh grapes. Regarding free forms, significant increases in the concentration of 2-methyl-1-propanol, 1-butanol, 2-hexen-1-ol, 1-hexanol, ethyl hexanoate, hexyl acetate, o-cymene, linalool oxide, and terpinen-4-ol and geraniol were found in greenhouse-dried grapes, whereas increases in cis-limonene-epoxide, trans-limonene epoxide, and γ-hexalactone were higher in chamber-dried grapes compared to greenhouse-dried grapes. Glycosidically bound forms of o-cymene, linalool oxide, linalool, and terpinen-4-ol were increased in both types of drying, whereas β-damascenone was increased only in greenhouse-dried grapes. Full article
(This article belongs to the Special Issue Advances in Food Flavor Analysis)
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11 pages, 2777 KiB  
Article
E-Nose and GC-MS Reveal a Difference in the Volatile Profiles of White- and Red-Fleshed Peach Fruit
by Rui Xin, Xiaohong Liu, Chunyan Wei, Chong Yang, Hongru Liu, Xiangmei Cao, Di Wu, Bo Zhang and Kunsong Chen
Sensors 2018, 18(3), 765; https://doi.org/10.3390/s18030765 - 2 Mar 2018
Cited by 56 | Viewed by 6493
Abstract
First purchases of fruit are mainly dependent on aspects of appearance such as color. However, repeat buys of fruit are determined by internal quality traits such as flavor-related volatiles. Differences in volatile profiles in white- and red-fleshed peach fruit are not well understood. [...] Read more.
First purchases of fruit are mainly dependent on aspects of appearance such as color. However, repeat buys of fruit are determined by internal quality traits such as flavor-related volatiles. Differences in volatile profiles in white- and red-fleshed peach fruit are not well understood. In the present study, peach cultivars with white- and red-fleshed fruit were subjected to sensory analysis using electronic nose (e-nose) to evaluate overview volatile profiles. Approximately 97.3% of the total variation in peach color-volatiles was explained by the first principle component 1 (PC1) and PC2. After analyzing sensory differences between peach fruit samples, 50 volatile compounds were characterized based on GC-MS. Multivariate analysis such as partial least squares discriminant analysis (PLS-DA) was applied to identify volatile compounds that contribute to difference in white- and red-fleshed peach fruit cultivars. A total of 18 volatiles that could separate peach fruit cultivars with different colors in flesh during ripening were identified based on variable importance in projection (VIP) score. Fruity note latone γ-hexalactone had higher contents in red-fleshed cultivars, while grassy note C6 compounds such as hexanal, 2-hexenal, (E)-2-hexenal, 1-hexanol, and (Z)-2-hexen-1-ol showed great accumulation in white-fleshed peach fruit. Full article
(This article belongs to the Section Chemical Sensors)
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