•Hydrolysable tannins are the main phenolic compounds identified in walnut kernels.•Glansreginin A is the most abundant compound in peeled walnut kernel.•Castalagin and casuarin isomers are the most ...abundant compounds in walnut kernel.•13 new compounds are identified in peeled walnut kernel, and 14 in walnut pellicle.
This study was designed to identify and quantify the major phenolic constituents in peeled kernel and pellicle of the walnut Juglans regia L. Data were compared across six different cultivars: 'Fernor', 'Fernette', 'Franquette', 'Sava', 'Krka' and 'Rubina'. High-performance liquid chromatography coupled with mass spectrometry was used to identify and quantify these compounds. Nineteen ellagitanins, 12 ellagic acid derivatives, 4 anthocyanins and 5 other phenols were identified in the pellicle of these walnuts, and 15 dicarboxylic acid derivatives and 1 phenol in the peeled walnut kernels. Thirteen previously unreported compounds were identified in the peeled walnut kernels, and 14 in the walnut pellicle. Hydrolysable tannins were the main phenolic compounds identified in the walnut kernels, and accounted for 31.0% to 35.1% of the total phenolics analysed. The highest intake of total phenolics content per walnut kernel can be obtained by consumption of 'Franquette' and 'Rubina', with the lowest for 'Krka'.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK
Individual phenolic compounds, total phenolic content and antioxidant potential were assessed in kernels, oils and bagasse pellets (residues of oil pressing) of different walnut cultivars. ...Twenty-seven phenolic compounds were detected in kernels and pellets conducting high-performance liquid chromatography-tandem mass spectrometry. The main polyphenolic subclass comprised hydrolysable tannins, which accounted approximately 60.80% (kernels) and 61.66% (pellets) of the total phenolics identified (TPI). Walnut oil was poor in phenolics and contained only six different compounds but due to their low content (from 0.15 to 1.44 mu g g super(- 1)) just two compounds have been identified. Glansreginin A and glansreginin B were detected in all analyzed walnut products. A comparison of average amount of total phenolic content revealed that walnut oil contains as much as 154 fold less phenolics (0.05 mg GAE g super(- 1) FW) compared to kernels (7.7 mg GAE g super(- 1) FW) or pellets (7.9 mg GAE g super(- 1) FW).
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK
•The kernel has a less diverse phenolic profile than the pellicle.•Red pellicle varieties have a distinctive phenolic profiles.•The phenolic content in the kernel of walnuts decreases during ...ripening.•The phenolic content in the kernel of hazelnuts increases during ripening.
In studies of secondary metabolites in nuts, many constituents in the kernel remain unidentified due to a high content of phenolic compounds in the pellicle. In the present study, we focused on the investigation of the phenolic and dicarboxylic acid profiles of walnut and hazelnut pellicle-less kernels. High-performance liquid chromatography with diode array and mass spectrometric detection (HPLC-DAD-MSn) was used to carry out the determination of individual phenolics and dicarboxylic acids in brown and red-pellicle walnut and hazelnut. Results show that hexahydroxydiphenic acid (HHDP) di-galloyl hexose isomer, vanillic acid hexoside, quinic acid derivative and catechin are the main constituents of the phenolic profile of walnut, while galloylquinic derivative, caffeoyl hexoside and catechin are the main constituents of the hazelnut kernel. Even though both walnut and hazelnut kernels have a considerably lower content of phenolic compounds and dicarboxylic acids in comparison to the pellicles, when calculated as a percentage of the total mass, the kernel makes a significant contribution to the total phenolic content of the whole nut.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK
The enzyme polyphenol oxidase (PPO) catalyzes the oxidation of phenolic compounds into highly reactive quinones. Polymerization of PPO-derived quinones causes the postharvest browning of cut or ...bruised fruit, but the native physiological functions of PPOs in undamaged, intact plant cells are not well understood. Walnut (Juglans regia) produces a rich array of phenolic compounds and possesses a single PPO enzyme, rendering it an ideal model to study PPO. We generated a series of PPO-silenced transgenic walnut lines that display less than 5% of wild-type PPO activity. Strikingly, the PPO-silenced plants developed spontaneous necrotic lesions on their leaves in the absence of pathogen challenge (i.e. a lesion mimic phenotype). To gain a clearer perspective on the potential functions of PPO and its possible connection to cell death, we compared the leaf transcriptomes and metabolomes of wild-type and PPO-silenced plants. Silencing of PPO caused major alterations in the metabolism of phenolic compounds and their derivatives (e.g. coumaric acid and catechin) and in the expression of phenylpropanoid pathway genes. Several observed metabolic changes point to a direct role for PPO in the metabolism of tyrosine and in the biosynthesis of the hydroxycoumarin esculetin in vivo. In addition, PPOsilenced plants displayed massive (9-fold) increases in the tyrosine-derived metabolite tyramine, whose exogenous application elicits cell death in walnut and several other plant species. Overall, these results suggest that PPO plays a novel and fundamental role in secondary metabolism and acts as an indirect regulator of cell death in walnut.
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BFBNIB, NMLJ, NUK, PNG, SAZU, UL, UM, UPUK
The present study was designed to identify and quantify the major phenolic compounds (phenolics) in the inner and outer husks, buds and bark of the Persian walnut,
L. A comparison across six ...different cultivars grown in Slovenia was also carried out: 'Fernor', 'Fernette', 'Franquette', 'Sava', 'Krka' and 'Rubina'. A total of 83 compounds were identified, which included 25 naphthoquinones, 15 hydroxycinnamic acids, 8 hydroxybenzoic acids, 13 flavanols, 2 flavones, 1 flavanone and 19 flavonols. For the first time, 38 phenolics in the husks, 57 phenolics in the buds and 29 phenolics in the bark were presented in
within this study. Naphthoquinones were the major phenolics determined, approximately 75% of all analysed phenolics in the inner husk, 85% in the outer husk, 50% in buds and 80% in bark. The highest content of phenolics was found in the walnut buds, followed by the bark, the inner husk and the outer husk. On the basis of these high phenolic contents, walnut husks, buds and bark represented valuable by-products of the walnut tree. These data also show origin-related phenolic contents across the cultivars, and thus these phenolic profiles might serve to define the origins of different walnut cultivars.
Due to the lack of studies on chestnut metabolites, this study was conducted to identify and quantify the major phenolic constituents in chestnuts. Data were compared with the three most commonly ...grown interspecific hybrids of C. sativa and C. crenata (‘Bouche de Betizac’, ‘Marsol’, and ‘Maraval’) and three “native” accessions of C. sativa. High-performance liquid chromatography coupled with mass spectrometry was used to identify and quantify these compounds. Four dicarboxylic acid derivatives, five hydroxybenzoic acids, nine hydroxycinnamic acids, and three flavanols were identified and quantified, most of them for the first time. Hydroxybenzoic acids were the major phenolic compounds in all chestnut cultivars/accessions, followed by flavanols, dicarboxylic acid derivatives, and hydroxycinnamic acids. Of all the compounds studied, the (epi)catechin dimer was the most abundant in chestnut. The assumption that cultivars from commercial hybrids have a better and different metabolic profile than “native” accessions was refuted.
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IZUM, KILJ, NUK, PILJ, PNG, SAZU, UL, UM, UPUK
: The potential effect of skin removal and roasting on individual and total phenolic content, and on antioxidative potential of 6 hazelnut cultivars were investigated. HPLC‐MS identification of ...individual phenolics confirmed the presence of 7 flavan‐3‐ols (catechin, epicatechin, 2 procyanidin dimers, and 3 procyanidin trimers), 3 flavonols (quercetin pentoside, quercetin‐3‐O‐rhamnoside, and myricetin‐3‐O‐rhamnoside), 2 hydrobenzoic acids (gallic acid, protocatechulic acid), and 1 dihydrochalcone (phloretin‐2′‐O‐glucoside). Flavonols were only detected in whole hazelnut kernels. The content of individual phenolics, with the exception of gallic acid, was always highest in whole unroasted hazelnuts and was significantly reduced after skin removal. Similarly, total phenolic content and antioxidative potential decreased when skin was removed. Roasting had a significant negative effect on individual phenolics but not on the total phenolic content and antioxidative potential of kernels. From a health promoting phytochemical composition of hazelnuts the consumption of whole unroasted kernels with skins should be preferential to peeled kernels either roasted or unroasted.
Practical Application: A significant reduction in the antioxidative potential and total phenolic content is detected after hazelnut skin removal but not after roasting, suggesting that hazelnut kernels should be consumed whole. In hazelnut skin, many phenolic compounds are located, which are not present in flesh and, therefore, the health properties of hazelnuts are strongly affected by skin removal. Thermal processing and roasting conditions used in this study had a lesser effect on the individual phenolic composition of the kernel and thus roasted and unroasted hazelnuts without skin contain comparable amounts of health promoting compounds.
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BFBNIB, FZAB, GIS, IJS, KILJ, NLZOH, NUK, OILJ, SBCE, SBMB, UL, UM, UPUK
This study compares the individual phenolic response of husk tissues of Juglans regia L., infected to different degrees of severity with walnut anthracnose, which is one of the most serious and ...widespread walnut diseases worldwide. A comparison among three differently susceptible cultivars, ‘Franquette’, ‘Milotai 10’ (‘M10’), and ‘Milotai intenziv’ (‘M10-37’), is made. In our methodology, high performance liquid chromatography coupled with mass spectrometry is used to identify and quantify the compounds. Our results show that flavanols, flavonols, and naphthoquinones account for more than 95% of the phenolic compounds identified in the walnut husk. The higher total analyzed phenolic content in tissues is more affected by walnut anthracnose confirmed that phenolics play a major role in the plant’s response against pathogens. A difference between cultivars is observed, since French cultivar ‘Franquette’ responds differently to walnut anthracnose infection than Hungarian cultivars ‘M10’ and ‘M10-37’. Naphthoquinones and flavanols have a very similar response to walnut anthracnose infection. The resistance of cultivars may be due to the reaction time of the plant and the speed with which it recognizes the pathogen and responds quickly to the infection by containing it while it has not yet spread. Flavonols may be the most important phenolic compounds in disease control, since they respond more rapidly to infection than flavanols and naphthoquinones. They also play an inhibitory role in the early stages of viral and bacterial infections.
The present study was designed to characterise and quantify the major phenolic constituents in healthy leaves and leaves infected with Xanthomonas campestris pv. juglandis. A comparison among six ...different cultivars: 'Fernor', 'Fernette', 'Franquette', 'Rubina', 'Sava' and 'Krka', with the same agricultural, geographical and climatic conditions, was made. Liquid chromatography coupled with a mass spectrometer (HPLC-MS/MS) was used to identify and quantify the compounds. A total of 52 compounds were identified based on mass spectra and literature. Among them, 15 hydroxycinnamic acids, 6 flavanols, 2 flavones, 22 flavonols and 7 naphthoquinones were identified. Two flavones and three naphthoquinones were reported for the first time in J. regia leaves. In addition, two naphthoquinones, which are reported to play an active role in the process of juglone formation, were confirmed in all six cultivars. In the process of MS fragmentation, compounds were fragmented up to MS6 fragments and in some cases both MS2 fragments were further fragmented, providing comprehensive data. Total analysed phenolic content (TAPC) and total phenolic content (TPC) concentrations were higher in infected leaves, suggesting that phenols play a major role in plant defence. In the case of walnut bacterial blight, the contents of flavanols and total hydroxycinnamic acids were higher in infected leaves in all cultivars, suggesting that they could play a key role in a plant’s response to this economically important disease.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NLZOH, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UILJ, UL, UM, UPCLJ, UPUK, ZAGLJ, ZRSKP
In whole hazelnut kernels, as the main product of hazelnut (
Corylus avellana L.), phenols were analysed in 20 hazelnut cultivars by high-performance liquid chromatography–tandem mass spectrometry ...(HPLC–MS). Twenty-three compounds from different phenolic groups were detected, and 15 of them were identified. In hazelnut kernels, these substances were detected: nine flavan-3-ols, two benzoic acids (gallic and protocatechuic acid), three flavonols and phloretin glycoside. Total phenol concentrations ranged from 70 to 478
mg gallic acid equivalents per kg hazelnut kernels. A high content level of total phenols was observed in the ‘Tonda Gentile delle Langhe’ and ‘Lewis’ cultivars, which was followed by the ‘Corabel’, ‘Fertile de Coutard’, ‘Daria’ and ‘Tonda Gentile Romana’ cultivars. Similarly, the highest antioxidative activity, measured by employing DPPH-antiradical assay, was also found in the ‘Tonda Gentile delle Langhe’ cultivar, followed by the ‘Fertile de Coutard’.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK
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