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Lin Tang - One of the best experts on this subject based on the ideXlab platform.
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drying methods and structure activity relationships of hydroxycinnamic acid derivatives in idesia Polycarpa maxim leaves
Food & Function, 2021Co-Authors: Tong Peng, Lei Huang, Shiji Xiao, Yu Zhu, Jianfei Qiu, Qing Rao, Jingrui Song, Lin TangAbstract:Idesia Polycarpa Maxim. leaves are an excellent source of hydroxycinnamic acid derivatives and have drawn special attention due to their various biological activities. However, the effects of post-harvest treatment on the structure-activity relationships of hydroxycinnamic acid derivatives in leaves of I. Polycarpa are still unknown. In the current study, we compared the contents of unstable compounds in leaves with four drying methods, namely sun-drying, freeze-drying, shade-drying, and oven-drying. We found that the four hydroxycinnamic acid derivative isomers of leaves were significantly affected after drying processing with four different drying methods. Consequently, the underlying mechanisms responsible for the variation of these compounds during the drying processes have been well elucidated: UV lighting induced the isomerization of 1-[(6'-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (1) and 1-[(4'-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (3) into 1-[(6'-O-(Z)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (2) and 1-[(4'-O-(Z)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (4). Also, heat (exceeding 20 °C) led to the rearrangement of the (E/Z)-p-coumaric acid moiety of compounds 3 and 4, of which the 4-O-acylglucoses changed into the 6-O-acylglucoses to generate compounds 1 and 2, respectively. Interestingly, the hepatocyte-free fatty acid accumulation in OA-induced steatosis-conditioned HepG2 cells decreased by 65.00%, 10.69%, and 47.00%, respectively, following treatment with compounds 2, 3 and 4, and compound 1 presented no lipid-lowering activity. In addition, the bioactivities of compounds 2 and 4 were substantially enhanced by 58.42% and 25.33% with the sun-drying method compared to the freeze-dying methods. Our study suggests that sun-drying processing is the best method among the four drying processing methods of I. Polycarpa Maxim. leaves.
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transcriptome analysis of idesia Polycarpa maxim var vestita diels flowers during sex differentiation
Journal of Forestry Research, 2020Co-Authors: Lanju Mei, Min Yao, Lin TangAbstract:Idesia Polycarpa Maxim. var vestita Diels. is a dioecious tree species native to eastern Asia. There are difficulties associated with distinguishing the sex of the plant at the seedling stage. In order to explore the mechanism of sex differentiation in flower development, we conducted the transcriptome profiles of male and female flowers at early, metaphase and late developmental stages. Approximately 123,335 unigenes with a total length of 83,996 Mb and an average length of 168 bp were assembled. The unigenes were blasted into Nr, Nt, Pfam, KOG/COG, Swiss-prot, KEGG, GO databases. Homology analysis demonstrated that I. Polycarpa and black cottonwood had the highest homology with the alignment of 92,871 sequences. This study identified 80 groups of transcription factor families with a total of 1475 unigenes, mainly including MYB, WRKY, AP2 and bHLH transcription factor families. KEGG pathway analysis showed that the expression of numerous plant hormones (cytokinin, gibberellin and ethylene) and flavonoid biosynthesis pathway were different at various stages of female and male flower development. In addition, a number of unigenes associated with flowering were identified which were key genes associated with photoperiodic, vernalization, thermosensory, gibberellin, and autonomic pathways. The results show that I. Polycarpa floral organ development was in accordance with the ABCDE model, in which the down-regulation of the B gene family might affect stamen fertility in late stages of female flower development. qRT-PCR experiments validated that the expression patterns of 15 unigenes were consistent with those in RNA-seq results. The results highlight a central role for plant sex identification in seedling production and a sex-determining mechanism for dioecious plants. In addition, the transcriptome data provided a theoretical basis for I. Polycarpa genetic diversity analysis and molecular- assisted breeding.
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amelioration by idesia Polycarpa maxim var vestita diels of oleic acid induced nonalcoholic fatty liver in hepg2 cells through antioxidant and modulation of lipid metabolism
Oxidative Medicine and Cellular Longevity, 2020Co-Authors: Yiran Sun, Lei Huang, Taoyu Wang, Lin TangAbstract:Idesia Polycarpa Maxim. var. vestita Diels (I. Polycarpa) is well known as an edible oil plant which contains abundant linoleic acid and polyphenols. The objective of this study was to maximize the by-product of defatted fruit of I. Polycarpa. We found that the fraction D of ethyl acetate extract (EF-D) contained more polyphenols, which contribute to its strong antioxidant activity by antioxidant assays (DPPH, ABTS, and FRAP). Meanwhile, EF-D showed a significant lipid-lowering effect on oleic acid- (OA-) induced hepatic steatosis in HepG2 cells through enhancing antioxidant activity, reducing liver damage, and regulating lipid metabolism, antioxidant, and inflammation-related gene expression. The SOD and T-AOC levels significantly increased, but the levels of MDA, AST, and ALT decreased obviously when treated with EF-D. In general, EF-D improved the antioxidant enzyme activities and decreased the hepatic injury activities. Besides, treatment with EF-D for NAFLD influenced lipid metabolism and inflammation by activating PPARα which was associated with the increased expression of CPT1 and decreased expression of SCD, NF-κB, and IL-1. Moreover, EF-D improved the oxidative stress system through activation of the Nrf2 antioxidant signal pathways and upregulated its target genes of HO-1, NQO1, and GSTA2. The results highlighted the EF-D from the defatted fruit of I. Polycarpa regarding lipid-lowering, proving it to be a potential drug resource of natural products for treating the nonalcoholic fatty liver disease (NAFLD).
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isolation and purification of four phenolic glycoside isomers from the leaves of idesia Polycarpa maxim by high speed counter current chromatography and preparative high performance liquid chromatography
Journal of Chromatographic Science, 2019Co-Authors: Lei Huang, Tong Peng, Shiyan Zhang, Fang Chen, Shiji Xiao, Lin TangAbstract:We established an efficient method using high-speed counter-current chromatography (HSCCC) combined with preparative high-performance liquid chromatography (prep-HPLC) for isolating and purifying phenolic glycoside isomers. The method involves a rapid and sensitive ultra-performance liquid chromatography-under voltage(UPLC-UV) technique using a sub-2 μm core-shell particle column for qualitative and quantitative analysis of four phenolic glycoside isomers from Idesia Polycarpa Maxim. leaves. The partially purified samples from ethyl acetate extraction of ethanol extracts of I. Polycarpa Maxim. leaves were obtained by HSCCC with a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water solution (3:5:3:5, v/v/v/v) to obtain fractions I and II, which contain two phenolic glycoside isomers. The two fractions were further isolated by prep-HPLC to yield compounds 1, 2, 3, and 4 with purities of 98.29%, 98.71%, 98.49% and 98.52%, and total recoveries of 93.5%, 72.2%, 75.5% and 88.3%, respectively. Compound 1 was first isolated from I. Polycarpa Maxim., while compound 2 was reported to be a new phenolic glycoside, which is 1-[(6'-O-(Z)-p-coumaroyl)-β-D-glucopyranosyl]-oxy-2-phenol. The chemical structures of the four phenolic glycoside isomers were analyzed and confirmed by UPLC, UV, electrospray ionization mass spectrometry (ESI-MS), fourier transform infra-red (FT-IR), 1H-nuclear magnetic resonance (1H NMR), 13C-nuclear magnetic resonance (13C NMR) and 2D nuclear magnetic resonance (2D NMR) spectra. This study opens prospects for broad industrial applications of HSCCC/prep-HPLC for the isolation and purification of isomers.
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a new phenolic glycoside from the idesia Polycarpa maxim leaves
Natural Product Research, 2019Co-Authors: Lei Huang, Tong Peng, Shiyan Zhang, Yiran Sun, Fang Chen, Li Wang, Lin TangAbstract:Phytochemical investigation on the ethyl acetate extract of Idesia Polycarpa Maxim. Leaves led to the isolation of four phenolic glycoside isomers (1–4). Compound 2 appeared to be new reported phen...
Lei Huang - One of the best experts on this subject based on the ideXlab platform.
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drying methods and structure activity relationships of hydroxycinnamic acid derivatives in idesia Polycarpa maxim leaves
Food & Function, 2021Co-Authors: Tong Peng, Lei Huang, Shiji Xiao, Yu Zhu, Jianfei Qiu, Qing Rao, Jingrui Song, Lin TangAbstract:Idesia Polycarpa Maxim. leaves are an excellent source of hydroxycinnamic acid derivatives and have drawn special attention due to their various biological activities. However, the effects of post-harvest treatment on the structure-activity relationships of hydroxycinnamic acid derivatives in leaves of I. Polycarpa are still unknown. In the current study, we compared the contents of unstable compounds in leaves with four drying methods, namely sun-drying, freeze-drying, shade-drying, and oven-drying. We found that the four hydroxycinnamic acid derivative isomers of leaves were significantly affected after drying processing with four different drying methods. Consequently, the underlying mechanisms responsible for the variation of these compounds during the drying processes have been well elucidated: UV lighting induced the isomerization of 1-[(6'-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (1) and 1-[(4'-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (3) into 1-[(6'-O-(Z)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (2) and 1-[(4'-O-(Z)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (4). Also, heat (exceeding 20 °C) led to the rearrangement of the (E/Z)-p-coumaric acid moiety of compounds 3 and 4, of which the 4-O-acylglucoses changed into the 6-O-acylglucoses to generate compounds 1 and 2, respectively. Interestingly, the hepatocyte-free fatty acid accumulation in OA-induced steatosis-conditioned HepG2 cells decreased by 65.00%, 10.69%, and 47.00%, respectively, following treatment with compounds 2, 3 and 4, and compound 1 presented no lipid-lowering activity. In addition, the bioactivities of compounds 2 and 4 were substantially enhanced by 58.42% and 25.33% with the sun-drying method compared to the freeze-dying methods. Our study suggests that sun-drying processing is the best method among the four drying processing methods of I. Polycarpa Maxim. leaves.
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amelioration by idesia Polycarpa maxim var vestita diels of oleic acid induced nonalcoholic fatty liver in hepg2 cells through antioxidant and modulation of lipid metabolism
Oxidative Medicine and Cellular Longevity, 2020Co-Authors: Yiran Sun, Lei Huang, Taoyu Wang, Lin TangAbstract:Idesia Polycarpa Maxim. var. vestita Diels (I. Polycarpa) is well known as an edible oil plant which contains abundant linoleic acid and polyphenols. The objective of this study was to maximize the by-product of defatted fruit of I. Polycarpa. We found that the fraction D of ethyl acetate extract (EF-D) contained more polyphenols, which contribute to its strong antioxidant activity by antioxidant assays (DPPH, ABTS, and FRAP). Meanwhile, EF-D showed a significant lipid-lowering effect on oleic acid- (OA-) induced hepatic steatosis in HepG2 cells through enhancing antioxidant activity, reducing liver damage, and regulating lipid metabolism, antioxidant, and inflammation-related gene expression. The SOD and T-AOC levels significantly increased, but the levels of MDA, AST, and ALT decreased obviously when treated with EF-D. In general, EF-D improved the antioxidant enzyme activities and decreased the hepatic injury activities. Besides, treatment with EF-D for NAFLD influenced lipid metabolism and inflammation by activating PPARα which was associated with the increased expression of CPT1 and decreased expression of SCD, NF-κB, and IL-1. Moreover, EF-D improved the oxidative stress system through activation of the Nrf2 antioxidant signal pathways and upregulated its target genes of HO-1, NQO1, and GSTA2. The results highlighted the EF-D from the defatted fruit of I. Polycarpa regarding lipid-lowering, proving it to be a potential drug resource of natural products for treating the nonalcoholic fatty liver disease (NAFLD).
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isolation and purification of four phenolic glycoside isomers from the leaves of idesia Polycarpa maxim by high speed counter current chromatography and preparative high performance liquid chromatography
Journal of Chromatographic Science, 2019Co-Authors: Lei Huang, Tong Peng, Shiyan Zhang, Fang Chen, Shiji Xiao, Lin TangAbstract:We established an efficient method using high-speed counter-current chromatography (HSCCC) combined with preparative high-performance liquid chromatography (prep-HPLC) for isolating and purifying phenolic glycoside isomers. The method involves a rapid and sensitive ultra-performance liquid chromatography-under voltage(UPLC-UV) technique using a sub-2 μm core-shell particle column for qualitative and quantitative analysis of four phenolic glycoside isomers from Idesia Polycarpa Maxim. leaves. The partially purified samples from ethyl acetate extraction of ethanol extracts of I. Polycarpa Maxim. leaves were obtained by HSCCC with a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water solution (3:5:3:5, v/v/v/v) to obtain fractions I and II, which contain two phenolic glycoside isomers. The two fractions were further isolated by prep-HPLC to yield compounds 1, 2, 3, and 4 with purities of 98.29%, 98.71%, 98.49% and 98.52%, and total recoveries of 93.5%, 72.2%, 75.5% and 88.3%, respectively. Compound 1 was first isolated from I. Polycarpa Maxim., while compound 2 was reported to be a new phenolic glycoside, which is 1-[(6'-O-(Z)-p-coumaroyl)-β-D-glucopyranosyl]-oxy-2-phenol. The chemical structures of the four phenolic glycoside isomers were analyzed and confirmed by UPLC, UV, electrospray ionization mass spectrometry (ESI-MS), fourier transform infra-red (FT-IR), 1H-nuclear magnetic resonance (1H NMR), 13C-nuclear magnetic resonance (13C NMR) and 2D nuclear magnetic resonance (2D NMR) spectra. This study opens prospects for broad industrial applications of HSCCC/prep-HPLC for the isolation and purification of isomers.
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a new phenolic glycoside from the idesia Polycarpa maxim leaves
Natural Product Research, 2019Co-Authors: Lei Huang, Tong Peng, Shiyan Zhang, Yiran Sun, Fang Chen, Li Wang, Lin TangAbstract:Phytochemical investigation on the ethyl acetate extract of Idesia Polycarpa Maxim. Leaves led to the isolation of four phenolic glycoside isomers (1–4). Compound 2 appeared to be new reported phen...
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the evaluation of lipids raw material resources with the fatty acid profile and morphological characteristics of idesia Polycarpa maxim var vestita diels fruit in harvesting
Industrial Crops and Products, 2019Co-Authors: Tong Peng, Lei Huang, Shiyan Zhang, Lin TangAbstract:Abstract Idesia Polycarpa Maxim. var. vestita Diels (further referred as I. Polycarpa), belonging to Salicaceae family, is a perennial woody plant. I. Polycarpa seed and fruit are well known to be rich in oils, what’s more it is considered to be an industrially valuable oilseed plant grown in the subtropical and temperate regions. The aim of this paper is to systematically study the lipid content, fatty acid profile of oil and morphological characteristics of the I. Polycarpa fruit collected from various regions in China. The degree of the changes in oil content and fatty acid composition is also compared for its better industrial application as a source of linoleic acid. Our study found that the sum of the oil content of the pulp and the seed was not significantly different from the oil content of the entire fruit. The present work focuses on the integral use of I. Polycarpa fruit. The morphological characteristics of fruits were systematically studied, including fruit shape index, fruit dry biomass, seed number per fruit, seed dry biomass, pulp dry biomass. Gas chromatograph with a mass detector (GC/MS) analysis of fatty acid composition of fruit, pulp and seed were carried out separately. At the same time, we also carried out a correlation analysis between climatic conditions, fruit morphological characteristics and fatty acid composition. The results showed the dry weight, the seed number per fruit, and the seed dry weight are positively correlated with the oil content. The oil content of the fruit from different regions ranged from 21.27 ± 0.83% to 39.47 ± 0.32%. In fruit oil, linoleic acid is the main fatty acid. The linoleic acid content in all regions is above 60%, which is not correlated with the size of the fruit. Our results indicated that I. Polycarpa is a potential woody oil plant rich in linoleic acid, which has multiple industrial applications, such as the production of alkyne resin, shoe polish, and the preparation of conjugated linoleic acid as well as varnishes. The results of the study could help us to use targeted fruit collection during fruit ripening and guide us to use the fruit for developing industrial products preparation.
Congdat Pham - One of the best experts on this subject based on the ideXlab platform.
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new cytotoxic 1 2 4 thiadiazole alkaloids from the ascidian Polycarpa aurata
Organic Letters, 2013Co-Authors: Congdat Pham, Horst Weber, Rudolf Hartmann, Victor Wray, Wenhan Lin, Daowan Lai, Peter ProkschAbstract:Two new alkaloids, Polycarpathiamines A and B (1 and 2), were isolated from the ascidian Polycarpa aurata. Their structures were unambiguously determined by 1D, 2D NMR, and HRESIMS measurements and further confirmed by comparison with a closely related analogue, 3-dimethylamino-5-benzoyl-1,2,4-thiadiazole (4), that was prepared by chemical synthesis. Compounds 1 and 2 both feature an uncommon 1,2,4-thiadiazole ring whose biosynthetic origin is proposed. Compound 1 showed significant cytotoxic activity against L5178Y murine lymphoma cells (IC50 0.41 μM).
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New Cytotoxic 1,2,4-Thiadiazole Alkaloids from the Ascidian Polycarpa aurata
organic letters, 2013Co-Authors: Congdat Pham, Weber Horst, Hartmann Rudolf, Wray Victor, Lin Wenhan, Lai Daowan, Proksch PeterAbstract:Two new alkaloids, Polycarpathiamines A and B (1 and 2), were isolated from the ascidian Polycarpa aurata. Their structures were unambiguously determined by 1D, 2D NMR, and HRESIMS measurements and further confirmed by comparison with a closely related analogue, 3-dimethylamino-5-benzoy1-1,2,4-thiadiazole (4), that was prepared by chemical synthesis. Compounds 1 and 2 both feature an uncommon 1,2,4-thiadiazole ring whose biosynthetic origin is proposed. Compound 1 showed significant cytotoxic activity against L5178Y murine lymphoma cells (IC50 0.41 mu M).Chemistry, OrganicSCI(E)4ARTICLE92230-22331
Runcang Sun - One of the best experts on this subject based on the ideXlab platform.
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preparation of biodiesel from idesia Polycarpa var vestita fruit oil
Industrial Crops and Products, 2009Co-Authors: Fangxia Yang, Qiang Zhang, Runcang SunAbstract:Abstract The feasibility of producing biodiesel from Idesia Polycarpa var. vestita fruit oil was studied. A methyl ester biodiesel was prepared from refined I. Polycarpa fruit oil using methanol and potassium hydroxide (KOH) in an alkali-catalyzed transesterification process. The experimental variables investigated in this study were catalyst concentration (0.5–2.0 wt.% of oil), methanol/oil molar ratio (4.5:1 to 6.5:1), temperature (20–60 °C) and reaction time (20–60 min). A maximum yield of over 99% of methyl esters in I. Polycarpa fruit oil biodiesel was achieved using a 6:1 molar ratio of methanol to oil, 1.0% KOH (% oil) and reaction time for 40 min at 30 °C. The properties of I. Polycarpa fruit oil methyl esters produced under optimum conditions were also analyzed for specifications for biodiesel as fuel in diesel engines according to China Biofuel Systems Standards. The fuel properties of the I. Polycarpa fruit oil biodiesel obtained are similar to the No. 0 light diesel fuel and most of the parameters comply with the limits established by specifications for biodiesel.
Bernd Schneider - One of the best experts on this subject based on the ideXlab platform.
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idesia Polycarpa salicaceae leaf constituents and their toxic effect on cerura vinula and lymantria dispar lepidoptera larvae
Phytochemistry, 2017Co-Authors: Felix Feistel, Christian Paetz, Sybille Lorenz, Franziska Beran, Grit Kunert, Bernd SchneiderAbstract:Abstract Phytochemical investigation of Idesia Polycarpa (Salicaceae) resulted in the structure elucidation of nine previously undescribed phenolic natural products along with six known compounds. The compounds are structurally related to salicinoids that are known defense compounds from Salix and Populus species. The I. Polycarpa diet was toxic, as shown in feeding experiments with larvae of Lymantria dispar , an herbivorous broadleaf tree generalist insect, and with larvae of Cerura vinula , a specialist adapted to poplar. The survival rate and mass gain of larvae was significantly lower when they fed on I. Polycarpa leaves, compared to larvae fed on Populus nigra leaves. Potential reasons for the poor performance of both herbivores on I. Polycarpa leaves are discussed.
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The absolute configuration of Salicortin, HCH-Salicortin and Tremulacin from Populus trichocarpa × deltoides Beaupré
Molecules (Basel Switzerland), 2015Co-Authors: Felix Feistel, Christian Paetz, Sybille Lorenz, Bernd SchneiderAbstract:The absolute configuration of salicortin, HCH-salicortin and tremulacin, isolated from leaves of Populus trichocarpa × deltoides Beaupré, was determined by comparing spectroscopic data of these compounds with those of idescarpin, isolated from leaves of Idesia Polycarpa. All compounds were characterized by nuclear magnetic resonance spectroscopy, high-resolution mass spectrometry, and circular dichroism spectroscopy. It was found that the hydroxy cyclohexenonoyl (HCH) moiety in all compounds is (S)-configured. In addition, it was shown that leaves of Idesia Polycarpa contain high amounts of (-)-idescarpin (1.1%, based on dry weight).
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the absolute configuration of salicortin hch salicortin and tremulacin from populus trichocarpa deltoides beaupre
Molecules, 2015Co-Authors: Felix Feistel, Christian Paetz, Sybille Lorenz, Bernd SchneiderAbstract:The absolute configuration of salicortin, HCH-salicortin and tremulacin, isolated from leaves of Populus trichocarpa × deltoides Beaupre, was determined by comparing spectroscopic data of these compounds with those of idescarpin, isolated from leaves of Idesia Polycarpa. All compounds were characterized by nuclear magnetic resonance spectroscopy, high-resolution mass spectrometry, and circular dichroism spectroscopy. It was found that the hydroxy cyclohexenonoyl (HCH) moiety in all compounds is (S)-configured. In addition, it was shown that leaves of Idesia Polycarpa contain high amounts of (−)-idescarpin (1.1%, based on dry weight).