Geographical patterns of in vivo spontaneously emitted volatile organic compounds in S alvia species

Ascrizzi, Roberta; Cioni, Pier Luigi; Amadei, Lucia; Maccioni, Simonetta; Flamini, Guido

doi:10.1016/j.microc.2017.03.002

Cited by 35 publications

(28 citation statements)

References 6 publications

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“…It was previously reported that PCA and HCA were able to distinguish genetic and environmental varieties effectively based on the volatile profiles. In this work, the ‘Huapi’ kumquat and ‘Eureka’ lemon production areas were discriminated using PCA and HCA, and their sampling sites showed that they had a very similar aroma quality, which supported the variability of production area …”

Section: Relationship Between Aroma‐active Compounds and Production Asupporting

confidence: 53%

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Tracing the production area of citrus fruits using aroma‐active compounds and their quality evaluation models

et al. 2019

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BACKGROUND Aroma is one of the most important aspects of fruit quality and can reflect the characteristics of different fruits. Aroma‐active compounds can usefully be employed to trace the production areas of two citrus cultivars (‘Eureka’ lemon and ‘Huapi’ kumquat) and to evaluate their aroma quality. RESULTS ‘Huapi’ kumquat peel displayed higher monoterpene and sesquiterpene compound content, whereas ‘Eureka’ lemon peel exhibited higher monoterpene and monoterpene aldehyde compound content. ‘Eureka’ lemon peel (‘Wanzhou’ cultivar) had higher nerol acetate and geraniol acetate compound content. Kumquat peel (‘Suichuan’ and ‘Rongan’ cultivars) had higher sesquiterpene content. In addition, 30 and 31 aroma‐active compounds were observed in kumquat and lemon, respectively, based on their odor activity values. Principal component analysis (PCA) and hierarchical clustering analysis (HCA) results indicated that classification for production areas based on aroma‐active compounds was useful. The selected aroma‐active compounds have been checked as aroma quality parameters that could be used with multivariate analysis to establish a model of aroma quality evaluation. Higher aroma quality values from kumquat and lemon were collected from Rongan and Wanzhou cultivars, respectively. CONCLUSION Aroma‐active compounds can be used to discriminate production areas using multivariate statistics. An objective method was established to evaluate the aroma quality of citrus fruits. ‘Huapi’ kumquat and ‘Eureka’ lemon, which had the highest aroma quality, was harvested from the Rongan and Wanzhou production areas. This was the first time that the aroma quality of citrus fruits was evaluated using multivariate analysis. © 2019 Society of Chemical Industry

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Section: Relationship Between Aroma‐active Compounds and Production Asupporting

confidence: 53%

“…In this work, the 'Huapi' kumquat and 'Eureka' lemon production areas were discriminated using PCA and HCA, and their sampling sites showed that they had a very similar aroma quality, which supported the variability of production area. [32][33][34]…”

Section: Relationship Between Aroma-active Compounds and Production Amentioning

confidence: 99%

Tracing the production area of citrus fruits using aroma‐active compounds and their quality evaluation models

et al. 2019

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“…Previous studies on S. cinnabarina include the analysis of volatile organic compounds [5], and the essential oil obtained from fresh aerial parts of the plant by steam distillation [6], as well as phytochemical analysis of the leaf exudate leading to the isolation of a 3,4-seco-isopimarane diterpenoid whose structure and relative stereochemistry was established as 3,4-seco-isopimara-4(18),7,15-trien-3-oic acid (12) by diterpenoid whose structure and relative stereochemistry was established as 3,4-seco-isopimara-4(18),7,15-trien-3-oic acid (12) by spectroscopic and X-ray diffraction analysis [7,8]. Compound 12 has been tested in several in vitro and in vivo models and exhibits a wide array of biological activities, such as antispasmodic in the isolated guinea-pig ileum model, inhibition of urinary bladder contractility in rats [9] and intestinal motility in mice [10].…”

Section: Introductionmentioning

confidence: 99%

“…Continuing with our systematic study of the genus Salvia in Mexico, and ongoing investigation for biological activity diterpenes of chemosystematic importance [15], we report herein the first study on a wild population of S. cinnabarina collected in the State of Puebla (Mexico). Several diterpenoids of the labdane (1-4) and isopimarane (5)(6) skeletons were isolated, as well as two eudesmane-type sesquiterpenoids (7)(8), phtalic acid (9), tyrosol derivatives (10) and the flavone salvigenin (11). Compounds 1-2 proved to be undescribed labdane-type diterpenoids related to trans-communic acid (3) and trans-communol (4), also isolated from this plant, and their structures were established as malonylcommunol (1) and 6β-hydroxy-trans-communic acid (2).…”

Section: Introductionmentioning

confidence: 99%

Structural Elucidation of Malonylcommunol and 6β-Hydroxy-trans-communic Acid, Two Undescribed Diterpenes from Salvia cinnabarina. First Examples of Labdane Diterpenoids from a Mexican Salvia Species

et al. 2020

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The aerial parts of Salvia cinnabarina afforded two undescribed labdane diterpenoids 1 and 2 (malonylcommunol and 6β-hydroxy-trans-communic acid) along with two known labdane diterpenoids, trans-communic acid (3) and trans-communol (4). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids 5 and 6, two sesquiterpenoids identified as β-eudesmol (7) and cryptomeridiol (8), and three aromatic compounds identified as phthalic acid (9), a mixture of tyrosol fatty acid esters (10) and the flavone salvigenine (11). While compounds compounds 1-3 showed significant inhibition of yeast α-glucosidase, compounds 2, 3 and 7 had no anti-inflammatory activity in the edema model induced by TPA. This paper is not only the first report on a wild population of Salvia cinnabarina, but also of the presence of labdane-type diterpenoids in a Mexican Salvia sp.Molecules 2020, 25, 1808 2 of 17 spectroscopic and X-ray diffraction analysis [7,8]. Compound 12 has been tested in several in vitro and in vivo models and exhibits a wide array of biological activities, such as antispasmodic in the isolated guinea-pig ileum model, inhibition of urinary bladder contractility in rats [9] and intestinal motility in mice [10]. Hypotensive activity in a rat model [11], along with anxiolytic and anti-depressive effects in the elevated plus-maze and the forced swimming tests in mice have also been described [12]. Compound 12 showed antimutagenic activity in the Ames test on Salmonella typhimurium and Escherichia coli [13] and also had an anticlastogenic effect in human lymphocytes of its sodium salt [14]. It should be noted that, up to now, all the studies on S. cinnabarina, have been carried out solely on cultivated material from different Botanical Gardens.Continuing with our systematic study of the genus Salvia in Mexico, and ongoing investigation for biological activity diterpenes of chemosystematic importance [15], we report herein the first study on a wild population of S. cinnabarina collected in the State of Puebla (Mexico). Several diterpenoids of the labdane (1-4) and isopimarane (5-6) skeletons were isolated, as well as two eudesmane-type sesquiterpenoids (7-8), phtalic acid (9), tyrosol derivatives (10) and the flavone salvigenin (11). Compounds 1-2 proved to be undescribed labdane-type diterpenoids related to trans-communic acid (3) and trans-communol (4), also isolated from this plant, and their structures were established as malonylcommunol (1) and 6β-hydroxy-trans-communic acid (2). While compounds 1-3 showed significant inhibition of yeast α-glucosidase, compounds 2,3 and 7 showed no anti-inflammatory activity in the edema model induced by TPA. Results and DiscussionThe aerial parts of Salvia cinnabarina afforded 11 compounds (Figure 1) after extensive chromatographic separation and purification.Molecules 2020, 25, x FOR PEER REVIEW 2 of 17

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“…Historically, the use of SPME in chemical analysis was confined to HS sampling, but currently, SPME is used for different analytical tasks. By implementing the HS‐SPME technique, researchers can perform reliable analysis of VOCs of different kind of samples, such as foodstuffs, plants and their metabolites . Furthermore, gas chromatography with time‐of‐flight mass spectrometry (GC‐TOF/MS) was used to analyse human scent solutions, and it is essential to study the substances emitted by plants to attract or repel predators by this chromatographic method.…”

Section: Introductionmentioning

confidence: 99%

Volatile compounds in different parts of the fruit Psidium guajava L. cv. “Media China” identified at distinct phenological stages using HS‐SPME‐GC‐QTOF/MS

Elizalde-González

Segura-Rivera

2018

Phytochemical Analysis

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The most abundant VOC released by the immature fruit in the plantation overnight was (S)-limonene, and it concentrated in the outer skin (pericarp). The esters ethyl benzoate, ethyl octanoate, butyl-2-methylbutanoate, ethyl hexanoate, cis-3-hexenyl acetate, and ethyl butanoate were emitted by ripe whole fruits. During ripening ethyl benzoate reached a maximum production after three to five days, while the formation of the aldehydes benzaldehyde, hexanal and trans-2-hexen-1-al started thereafter.

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Geographical patterns of in vivo spontaneously emitted volatile organic compounds in S alvia species

Cited by 35 publications

References 6 publications

Tracing the production area of citrus fruits using aroma‐active compounds and their quality evaluation models

Tracing the production area of citrus fruits using aroma‐active compounds and their quality evaluation models

Structural Elucidation of Malonylcommunol and 6β-Hydroxy-trans-communic Acid, Two Undescribed Diterpenes from Salvia cinnabarina. First Examples of Labdane Diterpenoids from a Mexican Salvia Species

Volatile compounds in different parts of the fruit Psidium guajava L. cv. “Media China” identified at distinct phenological stages using HS‐SPME‐GC‐QTOF/MS

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