AIM: To investigate the chemical and bioactive constituents from the stems and leaves of Micromelum integerrimum. METHOD: The chemical constituents were isolated and purified by silica gel, Sephadex LH-20, and HPLC. T...AIM: To investigate the chemical and bioactive constituents from the stems and leaves of Micromelum integerrimum. METHOD: The chemical constituents were isolated and purified by silica gel, Sephadex LH-20, and HPLC. Their structures were mainly elucidated on the basis of extensive 1D- and 2D-NMR spectroscopy and mass spectrometry. Their cytotoxicity and antimicrobial activities were tested by the SRB and turbidimetric methods, respectively. RESULTS: Two new phenylpropanoids and two known coumarins were obtained, and their structures were identified as microintegerrin A(1), microintegerrin B(2), scopoletin(3), and scopolin(4). All of the compounds were tested for their cytotoxicity against three cancer cell lines(HeLa, A549, and BGC-823) and for antimicrobial activity against the fungus Candida albicans and the bacterium Staphylococcus aureus. CONCLUSION: Two new phenylpropanoids 1 and 2 were isolated and identified from the stems and leaves of M. intgerrimum. None of the compounds showed cytotoxic or antimicrobial activity at the tested concentration of 20 ?g·mL–1.展开更多
In the present paper are discussed the results of the investigations of the phenylpropanoids of the medicinal plants which are of the great interest as the sources of the neurotropic, adaptogenic, immunostimulating, a...In the present paper are discussed the results of the investigations of the phenylpropanoids of the medicinal plants which are of the great interest as the sources of the neurotropic, adaptogenic, immunostimulating, antioxidative, and hepatoprotective preparations. There were shown the necessity of using of the standard samples of triandrin (Rhodiola rosea L. tissue cultures, Salix viminalis L. barks), rosavin (Rhodiola rosea L. rhizomes), syringin, or eleutheroside B [Eleutherococcus senticosus (Rupr. et Maxim.) Maxim. rhizomes, Syringa vulgaris L. barks], and silybin [Silybum marianum (L.) Gaertn. fruits] for purpose of the standardization of the corresponding drugs and pharmaceuticals. It was shown also the significance of γ-schizandrin, chicoric acid, rosmarinic acid and lavandoside for purposes of the standardization of raw material and preparations of Schizandra chinensis Baill. fruits and seeds, Echinacea purpurea (L.) Moench. herbs, Melissa officinalis L. herbs and Lavandula spica L. flowers respectively.展开更多
Our continued interest in the research and development of cosmetic active ingredients deriving from natural sources led us to investigate the potential of a purified extract of Ajuga reptans, a plant belonging to the ...Our continued interest in the research and development of cosmetic active ingredients deriving from natural sources led us to investigate the potential of a purified extract of Ajuga reptans, a plant belonging to the family Labiatae and known for its traditional use in skin healing. The extracts deriving from a biotechnology platform are composed by meristematic cell culture, developed in the frame of a NTFP (non-timber forest product) project, and characterized by high content in phenylpropanoid, of which teupolioside represents the majority component. The latter is a phenylpropanoid glucoside, structurally correlated echinacoside and known in the literature for the antioxidant properties. This study was conducted with the purpose of evaluating the applicability of the Ajuga reptans extract within different cosmetic formulations. In particular, Photochemiluminescence (PCL) was used to proof the antioxidant capacity of cosmetic formulations containing the product, in relation to the change of the title of teupolioside. Furthermore, UVA and UVB filtering properties were also investigated. The results of the study showed relevantly antioxidant capacity of the finished formulation against superoxide anion, which is the main reactive oxygen species responsible for skin aging and significant synergic capacities to filter UV radiation.展开更多
The fruit of Nitraria tangutorum,often known as“desert cherry”,has been proven to have hypoglycemic effect,but its chemical composition and hypoglycemic mechanism remain unclear.In this study,phenylpropanoids in N.t...The fruit of Nitraria tangutorum,often known as“desert cherry”,has been proven to have hypoglycemic effect,but its chemical composition and hypoglycemic mechanism remain unclear.In this study,phenylpropanoids in N.tangutorum were rapidly and efficiently discovered by UPLC-MS guided separation.Through multi-chromatographic separation and NMR identification,a total of fifteen phenylpropanoids were identified,which were mono-phenylpropanoids(1-3),phenylpropanoid glycosides(4-11),and di-phenylpropanoids(12-15),respectively.All the compounds(1-15)were obtained from this species for the first time.In order to verify the target of N.tangutorum for its hypoglycemic effect,a target network of“phenylpropanoids-type 2 diabetes(T2DM)”was constructed by network pharmacology method.The results showed that glycerol phos-phate dehydrogenase inhibitory experiment(GPDH,PDB:1WPQ)was the most likely hypoglycemic target of the compounds.Therefore,GPDH inhibitory experiment and molecular docking simulation were used to verify its effect.The results showed that phenylpropanoids had good inhibitory activities,especially di-phenylpropanoid compound 13.The same results also appeared in HFD induced T2DM model mice.The above studies demon-strated that phenylpropanoids,especially di-phenylpropanoids,were the chemical basis for the glucose regu-lating effects of N.tangutorum,and its target may be GPDH,from in vitro,molecular simulation and in vivo perspectives.This study provided a basis for the development of N.tangutorum fruit as a hypoglycemic functional food.展开更多
Wintersweet(Chimonanthus praecox),a well-known fragrant flowering shrub,is extensively planted for ornamental purpose and production of floral essential oil.Although the tepal color of wintersweet varieties exhibits t...Wintersweet(Chimonanthus praecox),a well-known fragrant flowering shrub,is extensively planted for ornamental purpose and production of floral essential oil.Although the tepal color of wintersweet varieties exhibits the most remarkable diversity,variations in the floral scent traits are also noticeable across different cultivars.In this study,the floral volatile organic compounds(VOCs)in three wintersweet cultivars,‘Yanlingsuxin’,‘Yuxiang’,and‘Hongyun’were detected via GC-MS coupled with OAV.The distinct floral aromas of the three cultivars were primarily attributed to benzyl alcohol(abundant in‘Yuxiang’),linalool(abundant in‘Yanlingsuxin’),(-)-γ-cadinene and eugenol(abundant in‘Hongyun’).Integrated analyses of metabolome and transcriptome showed that an R2R3-MYB transcription factor gene,CpODO1,potentially have a crucial regulatory function in controlling the production of multiple aroma compounds.Overexpression of CpODO1 can enhance the production of benzyl alcohol in transgenic tobacco flowers.Analysis of DAP-seq data,EMSA and dual-luciferase assay revealed that CpODO1 predominantly regulate the expression of CpCYP71,a cytochrome P450 gene encoding a key enzyme in the production of benzyl alcohol,and the transcriptional regulation of CpODO1 is driven by CpEOBII.The identification of polymorphisms in the MYB binding cis-motifs of CpCYP71 and CpODO1 promoters revealed the regulatory mechanism underlying the varied synthesis of benzyl alcohol in three wintersweet cultivars.This study provides new anchor points for floral scent quality improvement breeding of wintersweet,and the profusion of wintersweet germplasm can serve as a material basis for developing various aroma products.展开更多
The members of the fourth subgroup of R2R3-MYB(Sg4 members)are well-known inhibitors of phenylpropanoid and lignin synthesis pathways.The C2 domain is closely related to the transcriptional inhibitory activity of Sg4 ...The members of the fourth subgroup of R2R3-MYB(Sg4 members)are well-known inhibitors of phenylpropanoid and lignin synthesis pathways.The C2 domain is closely related to the transcriptional inhibitory activity of Sg4 members.Phosphorylation modification enhances the transcriptional inhibitory activity of Sg4 members.Here,we identified a phosphorylation site on the C2 domain of Cs MYB4a from tea plants(Camellia sinensis).A mitogen-activated protein kinase(MAPK),named Cs MPK3-2,phosphorylated this site on the C2 domain of Cs MYB4a.Further experiments revealed that phosphorylation of Cs MYB4a weakened its ability to inhibit the gene expression of PAL,C4H,and 4CL in the phenylpropanoid pathway and activated the expression of transcription factor YABBY5,maintaining the adaxial-abaxial polarity of the leaf.Knocking out Nt YAB5 in Cs MYB4a transgenic tobacco partially repaired the leaf wrinkling phenotype caused by Cs MYB4a.The C1 domain exhibited an activation function when the C2 domain of Cs MYB4a was phosphorylated by Cs MPK3-2,causing this reversal phenomenon.These results enrich our understanding of the regulatory diversity of Sg4 members.展开更多
tone fruits, also known as drupes, have evolved an extremely hard wood-like shell called a stone to protect the seeds. Recently, the market value of stoneless cultivars has risen dramatically, which highlights the nee...tone fruits, also known as drupes, have evolved an extremely hard wood-like shell called a stone to protect the seeds. Recently, the market value of stoneless cultivars has risen dramatically, which highlights the needto cultivate stoneless fruit. Therefore, determining the underlying mechanism of fruit stone development isurgently needed. By employing the stone-containing jujube cultivar 'Youhe' and two stoneless Chinese jujube cultivars, 'Wuhefeng' and 'Daguowuhe', we comprehensively studied the mechanism of fruit stone development in jujube. Anatomical analysis and lignin staining revealed that the stone cultivar 'Youhe' jujube exhibited much greater lignin accumulation in the endocarp than the two stoneless cultivars. Lignin accumulation may be the key factor in fruit stone formation. By analyzing the transcriptome data and identifying differentially expressed genes(DEGs), 49 overlapping DEGs were identified in the comparisons of 'Youhe' jujube vs. 'Wuhefeng' jujube and 'Youhe' jujube vs. 'Daguowuhe' jujube. ZjF6H1-3 and ZjPOD, which are involved in lignin synthesis, were identified among these DEGs. The overexpression and silencing of ZjF6H1-3 and ZjPOD in wild jujube seedlings further confirmed their roles in lignin synthesis. In addition, two bHLH transcription factors were included in the 49 overlapping DEGs, and bHLH transcription factor binding motifs were found in the promoters of ZjF6H1-3 and ZjPOD, indicating that bHLH transcription factors are also involved in lignin synthesis and stone formation in Chinese jujube. This study provides new insights into the molecular networks underlying fruit stone formation and can serve as an important reference for the molecular design and breeding of stoneless fruit cultivars of jujube and fruit trees.展开更多
In the present study, we developed and validated a high-performance liquid chromatography method for the simultaneous determination of seven phenylpropanoid compounds (2-hydroxyl cinnamaldehyde, coumarin, cinnamyl al...In the present study, we developed and validated a high-performance liquid chromatography method for the simultaneous determination of seven phenylpropanoid compounds (2-hydroxyl cinnamaldehyde, coumarin, cinnamyl alcohol, cinnamic acid, 2-methoxy cinnamic acid, cinnamaldehyde and 2-methoxy cinnamaldehyde) in Cinnamomi Cortex and Cinnamomi Ramulus. The levels of seven phenylpropanoid compounds in Cinnamomi Cortex and Cinnamomi Ramulus were compared using this method. A total of 48 samples (27 Cinnamomi Cortex and 21 Cinnamomi Ramulus) were purchased in China and analyzed. Quantities of seven phenylpropanoid compounds ranged from 17.5 to 61.6 mg/g in Cinnamomi Cortex and ranged from 9.91 to 23.4 mg/g in Ciunamomi Ramulus. The level of 2-methoxy cinnamic acid in the Cinnamomi Cortex samples was below the LOD, whereas it ranged from 0 to 0.119 mg/g in the Cinnamomi Ramulus samples. The (cinnamyl alcohol+cinnamic acid)/cinnamaldehyde ratios (R346) of Ciunamomi Cortex and Cinnamomi Ramulus ranged from 0.0121 to 0.0467 and 0.0598 to 0.182, respectively. This ratio could be used to discriminate Cinnamomi Cortex (〈0.05) and Cinnamomi Ramulus (〉0.05). The extraction rates (Dn) of seven compounds in boiling water were different, with the lowest dissolution for cinnamaldehyde (〈3%) and the highest for cinnamic acid (about 60%).展开更多
The phytochemical progress on Angelica sinensis(Oliv.) Diels over the past decades is summarized. Since 1970 s, 165 chemical constituents, including phthalides, phenylpropanoids, terpenoids and essential oils, aromati...The phytochemical progress on Angelica sinensis(Oliv.) Diels over the past decades is summarized. Since 1970 s, 165 chemical constituents, including phthalides, phenylpropanoids, terpenoids and essential oils, aromatic compounds, alkaloids, alkynes, sterols, fatty acids, and polysaccharides have been isolated or detected from the various parts of the title plant.展开更多
The regioselective acylation of unprotected phenylethyl glucoside withcinnamoyl chloride leads to 6-OH cin-namoylated glucoside. In this manner, thirteen phenylpropanoidglycoside analogs were designed and prepared. Th...The regioselective acylation of unprotected phenylethyl glucoside withcinnamoyl chloride leads to 6-OH cin-namoylated glucoside. In this manner, thirteen phenylpropanoidglycoside analogs were designed and prepared. Their structure was confirmed by ~1H NMR and ^(13)CNMR spectra.展开更多
Induced accumulation of polyphenolics and flavonoids in cyanobacterial strains grown under different salt concentrations is correlated with their growth under stress conditions and enhanced antioxidant activity. Plect...Induced accumulation of polyphenolics and flavonoids in cyanobacterial strains grown under different salt concentrations is correlated with their growth under stress conditions and enhanced antioxidant activity. Plectonema boryanum, Hapalosiphon intricatus, Anabaena doliolum and Oscillatoria acuta grown for 21 days under different salt concentrations (80, 160, 240, 320 and 400 mM) in BG11 medium showed differential growth responses in terms of biomass, total protein, chlorophyll content, total content of polyphenol, flavonoid and carotenoid, accumulation of phenolic acids (gallic, caffeic, chlorogenic, ferullic and vanillic) and flavonoids (rutin and quercetin). Cyanobacterial extracts showed prominent free radical scavenging antioxidant activity (AOA) in terms of % DPPH discoloration. Highly significant (p < 0.05) and strong correlation was found between TPC and AOA (r = 0.974). Other positive but non-significant (p < 0.05) correlations were observed between AOA and gallic acid (r = 0.893) and AOA and caffeic acid (r = 0.931). Significant and strong correlation was also observed between gallic and caffeic acid (r = 0.973). Positive but lesser magnitude correlations were recorded between TPC and caffeic acid (r = 0.905), TPC and gallic acid (r = 0.920), gallic and vanillic acid (r = 0.916) and caffeic and vanillic acid (r = 0.814). An integrated combination of growth parameters, salt-induced accumulation of phenylpropanoids and stress-derived subsequent antioxidant property of cyanobacterial extracts is thought to provide evidence that secondary metabolic changes can act as the possible alternative mechanism to overcome stress-induced damages in cells.展开更多
Cancer is a set of diseases including abnormal growth of cells that can spread to another tissue. Verbascoside (or acteoside) is a naturally occurring, water-soluble secondary metabolite with significant biological pr...Cancer is a set of diseases including abnormal growth of cells that can spread to another tissue. Verbascoside (or acteoside) is a naturally occurring, water-soluble secondary metabolite with significant biological properties, which is distributed widely in plant kingdom. Verbascoside is pharmacologically active compounds with many recent evidences that support its biological activities and safety. This review focus</span><span lang="EN-US" style="font-family:"">es</span><span lang="EN-US" style="font-family:""> on the recent studies that concerned with the antitumor activities of verbascoside alone and as a synergistic agent as well as nanoproduct. It also shows the latest advances in its antitumor effects, cytotoxic selectivity and its efficiencies in treating cancer, <i>in vitro</i> and/or <i>vivo</i>.展开更多
Two new amides(E)-N-cinnamoyl-2-methoxypiperidine(1)and(R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one(2),four new amide glucosides,retrofractosides A-D(3-6),and two new phenylpropanoid glucosides,retrofract...Two new amides(E)-N-cinnamoyl-2-methoxypiperidine(1)and(R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one(2),four new amide glucosides,retrofractosides A-D(3-6),and two new phenylpropanoid glucosides,retrofractosides E(7)and F(8),together with 24 known compounds(9-32)were isolated from the fruits of Piper retrofractum.The chemical structures of these new compounds were elucidated based on extensive spectroscopic analysis.All of these isolates(1-32)were evaluated for inhibitory activity against mouse platelet aggregation induced by the peptide AYPGKF-NH2.(E)-N-(Tetrahydro-2H-pyran-2-yl)cinnamamide(9)showed a weak inhibitory efect,with an inhibition ratio of 52.0%at a concentration of 150μM.展开更多
Ailanthus altissima(Mill.)Swingle is a deciduous tree belonging to the Simaroubaceae family.The root and stem bark are traditional medicines for treating many diseases,such as diarrhea,dreaminess and intestinal tract ...Ailanthus altissima(Mill.)Swingle is a deciduous tree belonging to the Simaroubaceae family.The root and stem bark are traditional medicines for treating many diseases,such as diarrhea,dreaminess and intestinal tract bleeding.Phytochemical investigation of Ailanthus altissima(Mill.)Swingle led to the isolation of eight compounds.Chemical structures of these compounds were identified by analyzing their NMR spectroscopic data.Among them,compounds 1,4,5,6 and 8 were isolated from Ailanthus Desf.for the first time.The antioxidant activities of these compounds were determined by DPPH radical scavenging method.展开更多
Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures w...Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures were elucidated on the basis of NMR spectroscopic data and chemical methods.Compounds 2-7 were evaluated for their cytotoxic activities against A549,MCF-7,HepG2 and MDA-MB-231 cell lines by MTT assay.Ardicrenin(6)showed significant cytotoxicity,with IC50 values of 1.17±0.01,1.19±0.06,3.52±0.23,and 16.61±1.02μmol·L^(-1),respectively.展开更多
A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris poly...A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris polyphylla var. yunnanensis. Their structures were elucidaed by spectroscopic methods.展开更多
A novel phenylpropanoid glycoside, Callicarposide A has been isolated from the aerial parts of Callicarpa kwangtungensis Chun. The chemical structure is elucidated on the basis of spectral analysis. C 2009 Teng Fei Ji...A novel phenylpropanoid glycoside, Callicarposide A has been isolated from the aerial parts of Callicarpa kwangtungensis Chun. The chemical structure is elucidated on the basis of spectral analysis. C 2009 Teng Fei Ji. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(freque...Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(frequently known as betel nut) is the ripe fruit of the tree A. catechu. Areca nut can be chewed and it is a common masticatory in tropical and subtropical countries. It was estimated in the early 1990s that 10% to 20% of the world's population chewed betel quid daily. Areca nut is commonly used in folklore medicine for treatment of various diseases such as dyspep sia, constipation, beriberi and oedema.展开更多
The effects of thiamine against pink and black spot rots caused by Trichothecium roseum and Alternaria alternata and modulation on the metabolism of reactive oxygen species (ROS) and phenylpropanoid pathway were inv...The effects of thiamine against pink and black spot rots caused by Trichothecium roseum and Alternaria alternata and modulation on the metabolism of reactive oxygen species (ROS) and phenylpropanoid pathway were investigated in this paper. In vitro test indicated that thiamine significantly inhibited mycelia growth and spore germination of T. roseum and A. alternata. Thiamine at 100 mmol L-1 effectively inhibited lesion development of muskmelon fruit inoculated with T. roseum or A. alternata, enhanced production rate of O2; and H2O2 content, activities of catalase (CAT), ascorbate peroxidase (APX) and glutathione reductase (GR) in muskmelon fruit. Thiamine also affect phenylpropanoid pathway in muskmelon fruit by increasing the activities of phenylalanine ammonia lyase (PAL) and peroxidase (POD), the content of total phenolic compounds, flavonoids and lignin. These results suggest that the effects of thiamine on pink and black spot rots in muskmelon fruits are associated with its direct fungitoxic against the pathogens and the modulation of O2- and H2O2 production, elimi- nating enzymes and phenylpropanoid pathway.展开更多
基金supported by the National Natural Science Foundation of China(Nos.81001379,U1032602,91013002 and 30725048)the National New Drug Innovation Major Project of China(No.2011ZX09307-002-02)+3 种基金the National Basic Research Program of China(Nos.2009CB522300 and 2013CB127505)the Foundation of Chinese Academy of Sciences(Hundred Talents Program)the Natural Science Foundation of Yunnan Province(No.2012GA 003)the Project Program of State Key Laboratory of Natural Medicines,China Pharmaceutical University(No.ZJ11175)
文摘AIM: To investigate the chemical and bioactive constituents from the stems and leaves of Micromelum integerrimum. METHOD: The chemical constituents were isolated and purified by silica gel, Sephadex LH-20, and HPLC. Their structures were mainly elucidated on the basis of extensive 1D- and 2D-NMR spectroscopy and mass spectrometry. Their cytotoxicity and antimicrobial activities were tested by the SRB and turbidimetric methods, respectively. RESULTS: Two new phenylpropanoids and two known coumarins were obtained, and their structures were identified as microintegerrin A(1), microintegerrin B(2), scopoletin(3), and scopolin(4). All of the compounds were tested for their cytotoxicity against three cancer cell lines(HeLa, A549, and BGC-823) and for antimicrobial activity against the fungus Candida albicans and the bacterium Staphylococcus aureus. CONCLUSION: Two new phenylpropanoids 1 and 2 were isolated and identified from the stems and leaves of M. intgerrimum. None of the compounds showed cytotoxic or antimicrobial activity at the tested concentration of 20 ?g·mL–1.
文摘In the present paper are discussed the results of the investigations of the phenylpropanoids of the medicinal plants which are of the great interest as the sources of the neurotropic, adaptogenic, immunostimulating, antioxidative, and hepatoprotective preparations. There were shown the necessity of using of the standard samples of triandrin (Rhodiola rosea L. tissue cultures, Salix viminalis L. barks), rosavin (Rhodiola rosea L. rhizomes), syringin, or eleutheroside B [Eleutherococcus senticosus (Rupr. et Maxim.) Maxim. rhizomes, Syringa vulgaris L. barks], and silybin [Silybum marianum (L.) Gaertn. fruits] for purpose of the standardization of the corresponding drugs and pharmaceuticals. It was shown also the significance of γ-schizandrin, chicoric acid, rosmarinic acid and lavandoside for purposes of the standardization of raw material and preparations of Schizandra chinensis Baill. fruits and seeds, Echinacea purpurea (L.) Moench. herbs, Melissa officinalis L. herbs and Lavandula spica L. flowers respectively.
文摘Our continued interest in the research and development of cosmetic active ingredients deriving from natural sources led us to investigate the potential of a purified extract of Ajuga reptans, a plant belonging to the family Labiatae and known for its traditional use in skin healing. The extracts deriving from a biotechnology platform are composed by meristematic cell culture, developed in the frame of a NTFP (non-timber forest product) project, and characterized by high content in phenylpropanoid, of which teupolioside represents the majority component. The latter is a phenylpropanoid glucoside, structurally correlated echinacoside and known in the literature for the antioxidant properties. This study was conducted with the purpose of evaluating the applicability of the Ajuga reptans extract within different cosmetic formulations. In particular, Photochemiluminescence (PCL) was used to proof the antioxidant capacity of cosmetic formulations containing the product, in relation to the change of the title of teupolioside. Furthermore, UVA and UVB filtering properties were also investigated. The results of the study showed relevantly antioxidant capacity of the finished formulation against superoxide anion, which is the main reactive oxygen species responsible for skin aging and significant synergic capacities to filter UV radiation.
基金supported by the Natural Science Foundation of China(Grant No.32202074)Scientific Research Foundation of Shenyang Agricultural University(Grant No.880418027).
文摘The fruit of Nitraria tangutorum,often known as“desert cherry”,has been proven to have hypoglycemic effect,but its chemical composition and hypoglycemic mechanism remain unclear.In this study,phenylpropanoids in N.tangutorum were rapidly and efficiently discovered by UPLC-MS guided separation.Through multi-chromatographic separation and NMR identification,a total of fifteen phenylpropanoids were identified,which were mono-phenylpropanoids(1-3),phenylpropanoid glycosides(4-11),and di-phenylpropanoids(12-15),respectively.All the compounds(1-15)were obtained from this species for the first time.In order to verify the target of N.tangutorum for its hypoglycemic effect,a target network of“phenylpropanoids-type 2 diabetes(T2DM)”was constructed by network pharmacology method.The results showed that glycerol phos-phate dehydrogenase inhibitory experiment(GPDH,PDB:1WPQ)was the most likely hypoglycemic target of the compounds.Therefore,GPDH inhibitory experiment and molecular docking simulation were used to verify its effect.The results showed that phenylpropanoids had good inhibitory activities,especially di-phenylpropanoid compound 13.The same results also appeared in HFD induced T2DM model mice.The above studies demon-strated that phenylpropanoids,especially di-phenylpropanoids,were the chemical basis for the glucose regu-lating effects of N.tangutorum,and its target may be GPDH,from in vitro,molecular simulation and in vivo perspectives.This study provided a basis for the development of N.tangutorum fruit as a hypoglycemic functional food.
基金supported by the China National Natural Science Foundation(Grant No.32102417)Henan Key R&D Project,China(Grant No.221111110700)+1 种基金Henan Academy of Agricultural Sciences“Innovation and Utilization of Characteristic Flowers and Trees Germplasm”Team Project(Grant Nos.2023TD35 and2024TD26)Hunan Provincial Natural Science Foundation of China(Grant No.2024JJ6711),Natural Science Foundation of Guangxi(Grant No.2024JJB130300)。
文摘Wintersweet(Chimonanthus praecox),a well-known fragrant flowering shrub,is extensively planted for ornamental purpose and production of floral essential oil.Although the tepal color of wintersweet varieties exhibits the most remarkable diversity,variations in the floral scent traits are also noticeable across different cultivars.In this study,the floral volatile organic compounds(VOCs)in three wintersweet cultivars,‘Yanlingsuxin’,‘Yuxiang’,and‘Hongyun’were detected via GC-MS coupled with OAV.The distinct floral aromas of the three cultivars were primarily attributed to benzyl alcohol(abundant in‘Yuxiang’),linalool(abundant in‘Yanlingsuxin’),(-)-γ-cadinene and eugenol(abundant in‘Hongyun’).Integrated analyses of metabolome and transcriptome showed that an R2R3-MYB transcription factor gene,CpODO1,potentially have a crucial regulatory function in controlling the production of multiple aroma compounds.Overexpression of CpODO1 can enhance the production of benzyl alcohol in transgenic tobacco flowers.Analysis of DAP-seq data,EMSA and dual-luciferase assay revealed that CpODO1 predominantly regulate the expression of CpCYP71,a cytochrome P450 gene encoding a key enzyme in the production of benzyl alcohol,and the transcriptional regulation of CpODO1 is driven by CpEOBII.The identification of polymorphisms in the MYB binding cis-motifs of CpCYP71 and CpODO1 promoters revealed the regulatory mechanism underlying the varied synthesis of benzyl alcohol in three wintersweet cultivars.This study provides new anchor points for floral scent quality improvement breeding of wintersweet,and the profusion of wintersweet germplasm can serve as a material basis for developing various aroma products.
基金supported by the joint funds of National Natural Science Foundation of China(Grant Nos.U21A20232,32372756,32072621)。
文摘The members of the fourth subgroup of R2R3-MYB(Sg4 members)are well-known inhibitors of phenylpropanoid and lignin synthesis pathways.The C2 domain is closely related to the transcriptional inhibitory activity of Sg4 members.Phosphorylation modification enhances the transcriptional inhibitory activity of Sg4 members.Here,we identified a phosphorylation site on the C2 domain of Cs MYB4a from tea plants(Camellia sinensis).A mitogen-activated protein kinase(MAPK),named Cs MPK3-2,phosphorylated this site on the C2 domain of Cs MYB4a.Further experiments revealed that phosphorylation of Cs MYB4a weakened its ability to inhibit the gene expression of PAL,C4H,and 4CL in the phenylpropanoid pathway and activated the expression of transcription factor YABBY5,maintaining the adaxial-abaxial polarity of the leaf.Knocking out Nt YAB5 in Cs MYB4a transgenic tobacco partially repaired the leaf wrinkling phenotype caused by Cs MYB4a.The C1 domain exhibited an activation function when the C2 domain of Cs MYB4a was phosphorylated by Cs MPK3-2,causing this reversal phenomenon.These results enrich our understanding of the regulatory diversity of Sg4 members.
基金supported by the Central Fund for Promoting Innovative Technology Development, China (236Z6801G)the Hebei Provincial Modern Seed Industry Technology Innovation Team-Dried Fruits, China (21326304D)the Construction of Innovative Teams for the Modern Agricultural Industry System in Hebei Province, China (HBCT2023120210, HBCT2024190203)。
文摘tone fruits, also known as drupes, have evolved an extremely hard wood-like shell called a stone to protect the seeds. Recently, the market value of stoneless cultivars has risen dramatically, which highlights the needto cultivate stoneless fruit. Therefore, determining the underlying mechanism of fruit stone development isurgently needed. By employing the stone-containing jujube cultivar 'Youhe' and two stoneless Chinese jujube cultivars, 'Wuhefeng' and 'Daguowuhe', we comprehensively studied the mechanism of fruit stone development in jujube. Anatomical analysis and lignin staining revealed that the stone cultivar 'Youhe' jujube exhibited much greater lignin accumulation in the endocarp than the two stoneless cultivars. Lignin accumulation may be the key factor in fruit stone formation. By analyzing the transcriptome data and identifying differentially expressed genes(DEGs), 49 overlapping DEGs were identified in the comparisons of 'Youhe' jujube vs. 'Wuhefeng' jujube and 'Youhe' jujube vs. 'Daguowuhe' jujube. ZjF6H1-3 and ZjPOD, which are involved in lignin synthesis, were identified among these DEGs. The overexpression and silencing of ZjF6H1-3 and ZjPOD in wild jujube seedlings further confirmed their roles in lignin synthesis. In addition, two bHLH transcription factors were included in the 49 overlapping DEGs, and bHLH transcription factor binding motifs were found in the promoters of ZjF6H1-3 and ZjPOD, indicating that bHLH transcription factors are also involved in lignin synthesis and stone formation in Chinese jujube. This study provides new insights into the molecular networks underlying fruit stone formation and can serve as an important reference for the molecular design and breeding of stoneless fruit cultivars of jujube and fruit trees.
基金National Natural Science Foundation of China(Grant No.30873416)
文摘In the present study, we developed and validated a high-performance liquid chromatography method for the simultaneous determination of seven phenylpropanoid compounds (2-hydroxyl cinnamaldehyde, coumarin, cinnamyl alcohol, cinnamic acid, 2-methoxy cinnamic acid, cinnamaldehyde and 2-methoxy cinnamaldehyde) in Cinnamomi Cortex and Cinnamomi Ramulus. The levels of seven phenylpropanoid compounds in Cinnamomi Cortex and Cinnamomi Ramulus were compared using this method. A total of 48 samples (27 Cinnamomi Cortex and 21 Cinnamomi Ramulus) were purchased in China and analyzed. Quantities of seven phenylpropanoid compounds ranged from 17.5 to 61.6 mg/g in Cinnamomi Cortex and ranged from 9.91 to 23.4 mg/g in Ciunamomi Ramulus. The level of 2-methoxy cinnamic acid in the Cinnamomi Cortex samples was below the LOD, whereas it ranged from 0 to 0.119 mg/g in the Cinnamomi Ramulus samples. The (cinnamyl alcohol+cinnamic acid)/cinnamaldehyde ratios (R346) of Ciunamomi Cortex and Cinnamomi Ramulus ranged from 0.0121 to 0.0467 and 0.0598 to 0.182, respectively. This ratio could be used to discriminate Cinnamomi Cortex (〈0.05) and Cinnamomi Ramulus (〉0.05). The extraction rates (Dn) of seven compounds in boiling water were different, with the lowest dissolution for cinnamaldehyde (〈3%) and the highest for cinnamic acid (about 60%).
基金supported by the National Science & Technology Supporting Program for the 12th Five-year Plan(2011BAI05B02)the National Training Program of Innovation and Entrepreneurship for Undergraduates(201210731022)
文摘The phytochemical progress on Angelica sinensis(Oliv.) Diels over the past decades is summarized. Since 1970 s, 165 chemical constituents, including phthalides, phenylpropanoids, terpenoids and essential oils, aromatic compounds, alkaloids, alkynes, sterols, fatty acids, and polysaccharides have been isolated or detected from the various parts of the title plant.
文摘The regioselective acylation of unprotected phenylethyl glucoside withcinnamoyl chloride leads to 6-OH cin-namoylated glucoside. In this manner, thirteen phenylpropanoidglycoside analogs were designed and prepared. Their structure was confirmed by ~1H NMR and ^(13)CNMR spectra.
文摘Induced accumulation of polyphenolics and flavonoids in cyanobacterial strains grown under different salt concentrations is correlated with their growth under stress conditions and enhanced antioxidant activity. Plectonema boryanum, Hapalosiphon intricatus, Anabaena doliolum and Oscillatoria acuta grown for 21 days under different salt concentrations (80, 160, 240, 320 and 400 mM) in BG11 medium showed differential growth responses in terms of biomass, total protein, chlorophyll content, total content of polyphenol, flavonoid and carotenoid, accumulation of phenolic acids (gallic, caffeic, chlorogenic, ferullic and vanillic) and flavonoids (rutin and quercetin). Cyanobacterial extracts showed prominent free radical scavenging antioxidant activity (AOA) in terms of % DPPH discoloration. Highly significant (p < 0.05) and strong correlation was found between TPC and AOA (r = 0.974). Other positive but non-significant (p < 0.05) correlations were observed between AOA and gallic acid (r = 0.893) and AOA and caffeic acid (r = 0.931). Significant and strong correlation was also observed between gallic and caffeic acid (r = 0.973). Positive but lesser magnitude correlations were recorded between TPC and caffeic acid (r = 0.905), TPC and gallic acid (r = 0.920), gallic and vanillic acid (r = 0.916) and caffeic and vanillic acid (r = 0.814). An integrated combination of growth parameters, salt-induced accumulation of phenylpropanoids and stress-derived subsequent antioxidant property of cyanobacterial extracts is thought to provide evidence that secondary metabolic changes can act as the possible alternative mechanism to overcome stress-induced damages in cells.
文摘Cancer is a set of diseases including abnormal growth of cells that can spread to another tissue. Verbascoside (or acteoside) is a naturally occurring, water-soluble secondary metabolite with significant biological properties, which is distributed widely in plant kingdom. Verbascoside is pharmacologically active compounds with many recent evidences that support its biological activities and safety. This review focus</span><span lang="EN-US" style="font-family:"">es</span><span lang="EN-US" style="font-family:""> on the recent studies that concerned with the antitumor activities of verbascoside alone and as a synergistic agent as well as nanoproduct. It also shows the latest advances in its antitumor effects, cytotoxic selectivity and its efficiencies in treating cancer, <i>in vitro</i> and/or <i>vivo</i>.
基金supported by the Southeast Asia Biodiversity Research Institute,Chinese Academy of Sciences(2015CASEABRIRG001 and Y4ZK111B01)the open foundation of Key Laboratory of Ethnomedicine(Minzu University of China),Ministry of Education(KLEM-KF2018Z01)the International Partnership Program of Chinese Academy of Sciences(153631KYSB20160004).
文摘Two new amides(E)-N-cinnamoyl-2-methoxypiperidine(1)and(R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one(2),four new amide glucosides,retrofractosides A-D(3-6),and two new phenylpropanoid glucosides,retrofractosides E(7)and F(8),together with 24 known compounds(9-32)were isolated from the fruits of Piper retrofractum.The chemical structures of these new compounds were elucidated based on extensive spectroscopic analysis.All of these isolates(1-32)were evaluated for inhibitory activity against mouse platelet aggregation induced by the peptide AYPGKF-NH2.(E)-N-(Tetrahydro-2H-pyran-2-yl)cinnamamide(9)showed a weak inhibitory efect,with an inhibition ratio of 52.0%at a concentration of 150μM.
文摘Ailanthus altissima(Mill.)Swingle is a deciduous tree belonging to the Simaroubaceae family.The root and stem bark are traditional medicines for treating many diseases,such as diarrhea,dreaminess and intestinal tract bleeding.Phytochemical investigation of Ailanthus altissima(Mill.)Swingle led to the isolation of eight compounds.Chemical structures of these compounds were identified by analyzing their NMR spectroscopic data.Among them,compounds 1,4,5,6 and 8 were isolated from Ailanthus Desf.for the first time.The antioxidant activities of these compounds were determined by DPPH radical scavenging method.
文摘Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures were elucidated on the basis of NMR spectroscopic data and chemical methods.Compounds 2-7 were evaluated for their cytotoxic activities against A549,MCF-7,HepG2 and MDA-MB-231 cell lines by MTT assay.Ardicrenin(6)showed significant cytotoxicity,with IC50 values of 1.17±0.01,1.19±0.06,3.52±0.23,and 16.61±1.02μmol·L^(-1),respectively.
文摘A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris polyphylla var. yunnanensis. Their structures were elucidaed by spectroscopic methods.
文摘A novel phenylpropanoid glycoside, Callicarposide A has been isolated from the aerial parts of Callicarpa kwangtungensis Chun. The chemical structure is elucidated on the basis of spectral analysis. C 2009 Teng Fei Ji. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
基金Supported by the National Programs for Science and Technology Development of China(No.2007B127B04)
文摘Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(frequently known as betel nut) is the ripe fruit of the tree A. catechu. Areca nut can be chewed and it is a common masticatory in tropical and subtropical countries. It was estimated in the early 1990s that 10% to 20% of the world's population chewed betel quid daily. Areca nut is commonly used in folklore medicine for treatment of various diseases such as dyspep sia, constipation, beriberi and oedema.
基金supported by the National Natural Science Foundation of China(31401554)the Doctoral Initial Funding of Bohai University,China(bsqd201405)
文摘The effects of thiamine against pink and black spot rots caused by Trichothecium roseum and Alternaria alternata and modulation on the metabolism of reactive oxygen species (ROS) and phenylpropanoid pathway were investigated in this paper. In vitro test indicated that thiamine significantly inhibited mycelia growth and spore germination of T. roseum and A. alternata. Thiamine at 100 mmol L-1 effectively inhibited lesion development of muskmelon fruit inoculated with T. roseum or A. alternata, enhanced production rate of O2; and H2O2 content, activities of catalase (CAT), ascorbate peroxidase (APX) and glutathione reductase (GR) in muskmelon fruit. Thiamine also affect phenylpropanoid pathway in muskmelon fruit by increasing the activities of phenylalanine ammonia lyase (PAL) and peroxidase (POD), the content of total phenolic compounds, flavonoids and lignin. These results suggest that the effects of thiamine on pink and black spot rots in muskmelon fruits are associated with its direct fungitoxic against the pathogens and the modulation of O2- and H2O2 production, elimi- nating enzymes and phenylpropanoid pathway.