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1.
Acta Pharmaceutica Sinica ; (12): 1859-1866, 2023.
Article in Chinese | WPRIM | ID: wpr-978659

ABSTRACT

Root rot severely restricts the sustainable development of Astragalus membranaceus var. mongholicus (AMM) industry. Resistance breeding is an economical and environmentally safe way to manage the disease and its key lies in the obtaining of resistance indicators. This study aimed to quickly and accurately screen the resistance-related (RR) metabolites so as to provide reference for the screening of indicators of AMM breeding for resistance. LC-MS-based targeted metabolomics and real-time quantitative PCR technology were employed, in combination with multivariate statistical analysis, in analyzing the dynamic changes of phenylpropanoid metabolites in AMM in response to root rot pathogen Fusarium solani (FS) infection and identifying the differential metabolites. The LC-MS method established showed high sensitivity; each metabolite had a good linear relationship (R2 ≥ 0.968 9) in the corresponding linear range of the respective standard curve; the recoveries and the relative standard deviations (RSDs) (n = 6) ranged from 70% to 107% and from 1.2% to 9.9%, respectively. Obvious disturbances were observed in the changes of the targeted metabolites in AMM infected by FS. These metabolites, compared with the mock-inoculated (CK) group, showed different up or down regulation with time series. Calycosin-7-O-β-D-glucoside, ononin, calycosin and formononetin were identified as differential metabolites, and they all belong to flavonoids. The first three compounds were significantly negatively correlated (r ≤ -0.97, P < 0.05) with the content of FS in the root of AMM. As potential RR metabolites, they are helpful in obtaining promising resistance indicators for AMM against FS infection.

2.
Acta Pharmaceutica Sinica ; (12): 1842-1850, 2023.
Article in Chinese | WPRIM | ID: wpr-978657

ABSTRACT

Lu Dangshen, a traditional authentic medicinal material of Codonopsis Radix is mainly produced in Shangdang (Changzhi) area of Shanxi Province. Baitiao Dangshen is mainly produced in Gansu Province. Codonopsis Radix contains many kinds of components such as phenylpropanoids, polyalkynes, alkaloids, terpenes, fatty acids, flavonoids, and so on. At present, the effect of producing areas on its chemical compositions has not been systematically studied. This study analyzed the differences of metabolites among Codonopsis pilosula from different producing areas by UPLC-HRMS. PCA, OPLS-DA coupled with Thermo mzcloud online and local databases were used to compare the overall differences of metabolites among Codonopsis pilosula from different producing areas, and the chemical constituents were identified to further screen and find out the different metabolites and analyze the metabolic pathways by information retrieval in HMDB, PubChem, Chemspider and KEGG databases. The results showed that 72 differential metabolites were identified in this study. There were 15 kinds of up-regulated and 57 kinds of down-regulated metabolites of Lu Dangshen compared with Baitiao Dangshen. The top 30 metabolic pathways were analyzed by KEGG enrichment, and the most important metabolic pathways were phenylpropanoid biosynthesis, which was demonstrated that phenylpropanoid biosynthesis pathway and related intermediate metabolites could be used as the characteristics of distinguishing Lu Dangshen from different habitats of Codonopsis pilosula. The present study provided a basis for analyzing the influence of producing areas on the chemical components of Codonopsis pilosula and reasonably evaluating the quality of Codonopsis Radix, and also provided a new idea for expounding the authenticity of Lu Dangshen.

3.
Chinese Journal of Biotechnology ; (12): 425-445, 2023.
Article in Chinese | WPRIM | ID: wpr-970383

ABSTRACT

Phenylpropanoid metabolic pathway is one of the most important secondary metabolic pathways in plants. It directly or indirectly plays an antioxidant role in plant resistance to heavy metal stress, and can improve the absorption and stress tolerance of plants to heavy metal ions. In this paper, the core reactions and key enzymes of the phenylpropanoid metabolic pathway were summarized, and the biosynthetic processes of key metabolites such as lignin, flavonoids and proanthocyanidins and relevant mechanisms were analyzed. Based on this, the mechanisms of key products of phenylpropanoid metabolic pathway in response to heavy metal stress were discussed. The perspectives on the involvement of phenylpropanoid metabolism in plant defense against heavy metal stress provides a theoretical basis for improving the phytoremediation efficiency of heavy metal polluted environment.


Subject(s)
Plants/metabolism , Metals, Heavy/metabolism , Flavonoids/metabolism , Biodegradation, Environmental , Antioxidants
4.
Chinese Herbal Medicines ; (4): 310-316, 2023.
Article in English | WPRIM | ID: wpr-982505

ABSTRACT

OBJECTIVE@#The barks, leaves, and branches of Cinnamomum cassia have been historically used as a traditional Chinese medicine, spice, and food preservative, in which phenylpropanoids are responsible compounds. However phenylpropanoid biosynthesis pathways are not clear in C. cassia. We elucidated the pathways by descriptive analyses of differentially expressed genes related to phenylpropanoid biosynthesis as well as to identify various phenylpropanoid metabolites.@*METHODS@#Chemical analysis, metabolome sequencing, and transcriptome sequencing were performed to investigate the molecular mechanisms underlying the difference of active components content in the barks, branches and leaves of C. cassia.@*RESULTS@#Metabolomic analysis revealed that small amounts of flavonoids, coumarine, and cinnamaldehyde accumulated in both leaves and branches. Transcriptome analysis showed that genes associated with phenylpropanoid and flavonoid biosynthesis were downregulated in the leaves and branches relative to the barks. The observed differences in essential oil content among the three tissues may be attributable to the differential expression of genes involved in the phenylpropanoid and flavonoid metabolic pathways.@*CONCLUSION@#This study identified the key genes in the phenylpropanoid pathway controling the flavonoid, coumarine, and cinnamaldehyde contents in the barks, branches and leaves by comparing the transcriptome and metabolome. These findings may be valuable in assessing phenylpropanoid and flavonoid metabolites and identifying specific candidate genes that are related to the synthesis of phenylpropanoids and flavonoids in C. cassia.

5.
Rev. cient. (Guatem.) ; 30((2))20220816.
Article in Spanish, English | LILACS-Express | LILACS | ID: biblio-1382288

ABSTRACT

Guatemala es un país de gran diversidad biológica, la que ha permitido a diferentes investigadores de productos naturales, obtener resultados de interés y relevancia científica, principalmente sobre propiedades farmacológicas, sin embargo, hasta el momento se desconoce la estructura molecular, conformaciones y configuraciones exactas de muchos de los metabolitos secundarios responsables de dichas propiedades. Por lo tanto, en esta investigación se planteó como objetivo aislar y elucidar la estructura de un fenilpropanoide obtenido en las hojas de Piper patulum. El aislamiento se realizó por extracciones líquido-líquido y técnicas cromatográficas (cromatografía en columna -CC-), obteniendo .092 g del compuesto de interés. La elucidación se realizó por espectroscopía de masas, espectroscopia infrarroja -IR- y experimentos de resonancia magnética nuclear -RMN-, dando como resultado la estructura correspondiente a (E)-1,3,5-trimetoxi-2-(prop-1- enil) benceno. Posteriormente el fenilpropanoide presentó actividad antioxidante mediante la prueba cualitativa con 2,2- difenil-1-picrilhidrazilo -DPPH-.


Guatemala is a country of great biological diversity, which has led natural product researchers to obtain results of great interest and scientific relevance, mainly in pharmacological properties; However, the molecular structure, conformations, and configurations of many secondary metabolites responsible for these properties are unknown. In this research, the objective was to isolate and elucidate the structure of a phenylpropanoid obtained from in the leaves of Piper patulum. The isolation was carried out by liquid-liquid extractions and chromatographic techniques (Column Chromatography -CC-), obtaining .092 g. The elucidation was performed by mass spectroscopy, infrared spectroscopy -IR- and nuclear magnetic resonance experiments-NMR-, the data obtained indicates the corresponding (E) -1,3,5-trimethoxy-2- (prop-1-enyl) benzene. Subsequently, the phenylpropanoid presented antioxidant activity through the qualitative test with 2,2-diphenyl-1-picrylhydrazyl-DPPH

6.
Acta Pharmaceutica Sinica ; (12): 1863-1867, 2022.
Article in Chinese | WPRIM | ID: wpr-929424

ABSTRACT

The ethyl acetate part of the alcoholic extract of Cordia dichotoma fruits was purified by a combination of normal-phase silica gel column chromatography, Sephadex LH-20 gel column chromatography and semi-preparative HPLC, and the structure was identified by modern spectroscopic techniques (UV, IR, MS, NMR). A total of 10 compounds were isolated and identified as cordilide (1), (S)-2-hydroxy-3-(4′-hydroxyphenyl) propanoic acid (2), vanillic acid (3), p-coumaric acid (4), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-1-one (5), benzoic acid (6), p-hydroxypropiophenone (7), p-hydroxyacetophenone (8), 5′-methoxyevofolin B (9) and vanillin (10). Among them, compound 1 is a pair of new phenylpropanoid enantiomers, and compounds 3, 6, 8 and 9 were isolated for the first time from the genus.

7.
Electron. j. biotechnol ; 50: 68-76, Mar. 2021. ilus, tab, graf
Article in English | LILACS | ID: biblio-1292417

ABSTRACT

BACKGROUND: Jasmonic acid (JA) is a signal transducer molecule that plays an important role in plant development and stress response; it can also efficiently stimulate secondary metabolism in plant cells. RESULTS: RNA-Seq technology was applied to identify differentially expressed genes and study the time course of gene expression in Rhazya stricta in response to JA. Of more than 288 million total reads, approximately 27% were mapped to genes in the reference genome. Genes involved during the secondary metabolite pathways were up- or downregulated when treated with JA in R. stricta. Functional annotation and pathway analysis of all up- and downregulated genes identified many biological processes and molecular functions. Jasmonic acid biosynthetic, cell wall organization, and chlorophyll metabolic processes were upregulated at days 2, 6, and 12, respectively. Similarly, the molecular functions of calcium-transporting ATPase activity, ADP binding, and protein kinase activity were also upregulated at days 2, 6, and 12, respectively. Time-dependent transcriptional gene expression analysis showed that JA can induce signaling in the phenylpropanoid and aromatic acid pathways. These pathways are responsible for the production of secondary metabolites, which are essential for the development and environmental defense mechanism of R. stricta during stress conditions. CONCLUSIONS: Our results suggested that genes involved in flavonoid biosynthesis and aromatic acid synthesis pathways were upregulated during JA stress. However, monoterpenoid indole alkaloid (MIA) was unaffected by JA treatment. Hence, we can postulate that JA plays an important role in R. stricta during plant development and environmental stress conditions.


Subject(s)
Cyclopentanes/metabolism , Apocynaceae/genetics , Oxylipins/metabolism , Plant Growth Regulators/metabolism , Stress, Physiological , Flavonoids/biosynthesis , Base Sequence , Gene Expression , Environment , Transcriptome
8.
Chinese Journal of Natural Medicines (English Ed.) ; (6): 63-69, 2021.
Article in English | WPRIM | ID: wpr-881049

ABSTRACT

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 IC

9.
China Journal of Chinese Materia Medica ; (24): 1430-1437, 2021.
Article in Chinese | WPRIM | ID: wpr-879048

ABSTRACT

To study phenylpropanoids from Eleocharis dulcis and their hepatoprotective activities. The compounds were separated and purified from ethyl acetate part by conventional column chromatography and preparative liquid chromatography, and their structures were identified by various spectral techniques. The HL-7702 cells damage model of hepatocytes induced by APAP was used to screen and evaluate the hepatoprotective activities of these compounds. Sixteen compounds were isolated from ethyl acetate part of E. dulcis, and their structures were identified as 6'-(4″-hydroxy-3″-methoxy-phenylpropenyl)-1-(10-methoxy-phenylacetone)-1'-O-β-D-glucopy-ranoside(1), susaroyside A(2), clausenaglycoside B(3), clausenaglycoside C(4), clausenaglycoside D(5), emarginone A(6), emarginone B(7), thoreliin B(8), 4-O-(1',3'-dihydroxypropan-2'-yl)-dihydroconiferyl alcohol 9-O-β-D-glucopyranoside(9), 2-[4-(3-methoxy-1-propenyl)-2-methoxy-phenoxy]-propane-1,3-diol(10), 6'-O-(E-cinnamoyl)-coniferin(11), methyl 3-(2-O-β-D-glucopyranosyl-3,4,5,6-tetramethoxyphenyl) propanoate(12), clausenaglycoside A(13), 9-O-(E-cinnamoyl)-coniferin(14), 6'-O-(E-cinnamoyl)-syringin(15), 2'-O-(E-cinnamoyl)-syringin(16). Among them, compound 1 was a new compound. Compounds 2-16 were isolated from this plant for the first time. Among them, compounds 2 and 8 showed certain hepatoprotective activities.


Subject(s)
Chromatography , Eleocharis , Hepatocytes , Plant Extracts
10.
Rev. bras. parasitol. vet ; 30(4): e009321, 2021. tab, graf
Article in English | LILACS, VETINDEX | ID: biblio-1351872

ABSTRACT

Abstract The essential oils (EOs) of Illicium verum and Pelargonium graveolens were evaluated for lethality, inhibition of development and residual efficacy against the flea Ctenocephalides felis felis. Their chemical composition was characterized by means of gas chromatography with a flame ionization and mass spectrometry detection. Mortality at different immature stages and among adult fleas was measured through in vitro filter paper tests at different concentrations of EOs. The chemical characterization of I. verum volatile oil showed that E-anethole (79.96%) was the major constituent, while the major compounds in P. graveolens were citronellol (29.67%) and geraniol (14.85%). Insecticidal activity against both immature and adult flea stages were observed. The EO of I. verum had insecticidal activity for approximately 18 days, while the EO activity of P. graveolens lasted for 13 days. The pulicidal activity of I. verum remained above 70% for up to 9 days, while the activity of P. graveolens was 41.7% for up to 2 days. Essential oils, especially that of I. verum, showed insecticidal activity for flea control at different life cycle stages and have potential for the development of ectoparasiticides (biopesticides) for veterinary use.


Resumo Os óleos essenciais (OE) de Illicium verum e Pelargonium graveolens foram avaliados quanto à letalidade, inibição do desenvolvimento e eficácia residual contra a pulga Ctenocephalides felis felis. Sua composição química foi caracterizada por meio de cromatografia gasosa com detector de ionização de chama e espectrometria de massas. A mortalidade entre os diferentes estágios imaturos e pulgas adultas foi avaliada por meio de testes in vitro em papel filtro, contendo diferentes concentrações de OEs. A caracterização química do óleo volátil de I. verum mostrou que o E-anetol (79,96%) foi o constituinte majoritário, enquanto os principais compostos de P. graveolens foram citronelol (29,67%) e geraniol (14,85%). Foi observada atividade inseticida contra os estágios imaturos e adulto da pulga. O OE de I. verum teve atividade inseticida por aproximadamente 18 dias, enquanto o de P. graveolens durou 13 dias. A atividade pulicida de I. verum permaneceu acima de 70% até o 9º dia, enquanto a atividade de P. graveolens foi de 41,7% até o 2º dia. Os óleos essenciais, principalmente de I. verum, apresentam atividade inseticida para o controle de pulgas em diferentes estágios do ciclo de vida e têm potencial para o desenvolvimento de ectoparasiticidas (biopesticidas) de uso veterinário.


Subject(s)
Animals , Oils, Volatile/pharmacology , Illicium/chemistry , Pelargonium/chemistry , Ctenocephalides/drug effects , Gas Chromatography-Mass Spectrometry/veterinary
11.
Acta Pharmaceutica Sinica ; (12): 160-167, 2020.
Article in Chinese | WPRIM | ID: wpr-780570

ABSTRACT

In order to explore MYB transcription factors related to developmental processes and secondary metabolism in Morinda officinalis, we analyzed MoMYB expression based on transcriptome data from three tissues (root, stem and leaf). We used this analysis to provide a theoretical foundation for regulating the metabolism of M. officinalis. RNA-seq data along with the five databases including PFAM and plantTFDB and others were used to screen and classify MoMYB, including GO functional annotation and classification, subcellular localization, signal peptide prediction, conserved motif discovery, and comparative phylogenetic analysis. RT-qPCR was carried out to detect tissue-specific expression differences of MoMYB genes. According to transcriptome data, 109 MoMYB sequences were identified and divided into four classes, containing 51 sequences related to R2R3-MYB. Subcellular localization analysis indicated that a majority of sequences were located in nucleus. Blast2GO analysis showed that 109 MoMYB sequences were classified into three major functional ontologies including molecular function (112), biological processes (76) and cellular components (239). The R2-MYB conserved motif of 51 R2R3-MYB sequences possessed three significantly conserved tryptophan residues, whereas a phenylalanine replaced the first tryptophan in R3-MYB. The results of multiple sequence alignment and phylogenetic analysis revealed that the R2R3-MYB was distributed in all subgroups, apart from the S10, S19 and S21 subgroups. RT-qPCR indicated that several R2R3-MYB genes were differentially expressed among the three tissues, and this finding was consistent with transcriptome data. The 109 MoMYB sequences were annotated and divided into different classes, which lays the foundation for further study on MYB transcriptional factors in M. officinalis.

12.
Chinese Traditional and Herbal Drugs ; (24): 563-570, 2020.
Article in Chinese | WPRIM | ID: wpr-846613

ABSTRACT

Objective: To study the chemical constituents from the leaves of Platycladus orientalis, as well as their antioxidant and α-glucosidase inhibitory activities. Methods: The compounds were isolated and purified by silica gel, MCI, polyamide, and prep-HPLC chromatography, their structures were elucidated by spectral analysis. DPPH and ABTS methods were used to study the antioxidant activity, and pNPG method was used to study the α-glucosidase inhibitory activity. Results: Eleven compounds (1-11) were isolated from the 80% ethanol extract of the leaves of P. orientalis, and identified as 4-O-(1’,3’-dihydroxypropan-2’-yl)- dihydroconiferyl alcohol 9-O-β-D-glucopyranoside (1), myricetrin (2), 5,8,3’,4’-tetrahydroxy-flavone-7-O-β-D-xylopyranoside (3), isomassonianoside B (4), (-)-isopramine 9’-O-β-D-glucopyranoside (5), (7R,8S,7’S,8’R)-4,9,4’,7’-tetrahydroxy-3,3’-dimethoxy- 7,9’-epoxylignan 4-O-β-D-glucopyranoside (6), sugiol (7), totarol (8), 5,6-dehydrosugiol methyl ether (9), isopimara-8,15-dien-7-one (10) and ethanol α-L-rhamnopyranoside (11). Conclusion: Compound 1 is a new compound, named as platycloside A; In the known compounds, seven compounds (4-7, 9-11) are isolated from this plant for the first time, six compounds (4-6, 9-11) are isolated from the family Thujoideae for the first time, and four compounds (5, 6, 10, 11) are isolated from the family Cupresaceae for the first time. The compounds 2-6 showed a degree of antioxidant activities. The compounds 2 and 3 showed the α-glucosidase inhibitory activities.

13.
Chinese Traditional and Herbal Drugs ; (24): 3147-3156, 2020.
Article in Chinese | WPRIM | ID: wpr-846351

ABSTRACT

Objective: To analyze and identify the chemical constituents from Lindley eupatorium by using UPLC-Q-TOF/MS. Methods: The separation was performed on Waters Acquity UPLC BEH C18 (100 mm × 2.1 mm, 1.7 μm) column with gradient elution of 0.1% formic acid (A)-acetonitrile (B), the flow rate was 0.2 mL/min. The column temperature was set at 35 ℃. The MS analysis was based on information associated mode (IDA), and positive and negative ions were collected respectively. Results: A total of 26 compounds in L. eupatorium were identified by PeakView, combined with the mass spectrometry data of each chromatographic peak in the database, and the cleavage law of secondary fragment of each peak of which11 compounds were first reported for L. eupatorium. The main chemical constituents included flavonoids, nucleosides, alkaloids, phenylpropanoid, sesquiterpenoids, coumarins, polyols, etc. Conclusion: The method is accurate, reliable and effficient, which is suitable for rapid identification of ingredients in L. eupatorium, which provides a reference for clarify its efficacy and material basis.

14.
China Journal of Chinese Materia Medica ; (24): 2411-2416, 2020.
Article in Chinese | WPRIM | ID: wpr-827933

ABSTRACT

Two new phenylpropanoid amide glycosides and ten analogues were isolated from the CH_2Cl_2 layer of 95% ethanol extract of the whole plants of Corydalis racemosa by using various chromatographic techniques, including silica gel, Sephadex LH-20, ODS column chromatographies, and semi-preparative HPLC. Their structures were identified on the basis of physicochemical properties, MS, NMR, and IR spectroscopic data as N-cis-sinapoyltyramine-4'-O-β-glucoside(1), N-cis-sinapoyl-3-methoxytyramine-4'-O-β-glucoside(2), N-cis-sinapoyltyramine(3), N-cis-feruloyltyramine(4), N-trans-cinnamoyltyramine(5), N-trans-feruloylphenethylamine(6), N-trans-p-methoxycinnamoyl-3-hydoxyoctopamine(7), N-cis-feruloyl-3-methoxytyramine(8), N-trans-feruloyltyramine(9), N-trans-feruloyl-3-methoxytyramine(10), N-trans-sinapoyltyramine(11), and N-trans-p-coumaroyltyramine(12). Compounds 1 and 2 are new compounds. Compounds 3-7 are obtained from the plants of Papaveraceae for the first time, and compounds 8-12 are firstly isolated from C. racemosa.


Subject(s)
Amides , Chromatography, High Pressure Liquid , Corydalis , Glucosides , Glycosides
15.
Chinese Pharmaceutical Journal ; (24): 1207-1214, 2020.
Article in Chinese | WPRIM | ID: wpr-857648

ABSTRACT

OBJECTIVE: To study the chemical constituents in the roots of Scrophularia ningpoensis Hemsl. METHODSE: Compounds were isolated by chromatographic techniques and their structures were elucidated by spectral methods. The anti-inflammatory activities of all isolated compounds were evaluated by lipopolysaccharides (LPS)-stimulated BV2 cells model. RESULTS: Eighteen compounds were isolated and identified as 2'''-acetyl angroside C (1), saccatoside (2), 6-O-α-L-(2″-O-feruloyl)rhamnopyranosylcatalpol (3), scrophularioside (4), harprocumbide A (5), 6″-O-β-D-glucopyranosylharpagoside (6), harpagoside (7), 8-O-(p-coumaroyl)-harpagide (8), 8-O-feruloylharpagide (9), 6-O-α-D-galactopyranosylharpagoside (10), 6'-O-cinnamoylharpagide (11), angoroside B (12), angoroside C (13), scrophuloside B1 (14), 2-(3-hydroxy-4-methoxyphenyl)ethyl-O-α-L-arabinopyranosyl-(1→6)-O-α-L-rhamnopyranosyl-(1→3)]-β-D-glucopyranoside (15), darendoside B (16), 6-O-caffeoyl-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside (17), and sibirioside A (18). CONCLUSION: Compound 1 is new compound, and compounds 2-4, 12, 14, and 17 are isolated from this plant for the first time. Compounds 1, 12, and 13 show significant inhibition against nitric oxide production in LPS-stimulated BV2 cells model.

16.
Electron. j. biotechnol ; 38: 19-26, Mar. 2019. ilus, tab
Article in English | LILACS | ID: biblio-1051542

ABSTRACT

Caffeic acid (CA; 3,4-dihydroxycinnamic acid) is an aromatic compound obtained by the phenylpropanoid pathway. This natural product has antioxidant, antitumor, antiviral, and anti-inflammatory activities. It is also a precursor of CA phenethyl ester (CAPE), a compound with potential as an antidiabetic and liver-protective agent. CA can be found at low concentrations in plant tissues, and hence, its purification is difficult and expensive. Knowledge regarding the pathways, enzymes, and genes involved in CA biosynthesis has paved the way for enabling the design and construction of microbial strains with the capacity of synthesizing this metabolite. In this review, metabolic engineering strategies for the generation of Escherichia coli strains for the biotechnological production of CA are presented and discussed.


Subject(s)
Caffeic Acids/metabolism , Escherichia coli/metabolism , Metabolic Engineering/methods , Biological Products , Biotechnology , Coumaric Acids
17.
Chinese Traditional and Herbal Drugs ; (24): 541-545, 2019.
Article in Chinese | WPRIM | ID: wpr-851357

ABSTRACT

Objective: To study the chemical constituents from the ethyl acetate fraction of Ceriops tagal. Methods: Compounds were isolated and purified by various column chromatography, recrystallization, and HPLC. And their structures were elucidated by physicochemical property and spectral analysis. Results: Eight compounds were isolated from the ethyl acetate fraction of Ceriops tagal and identified as (E)-methyl-3-(5-hydroxy-2,3,4-trimethoxyphenyl)acrylate (1), tagalphenylpropinoidin A (2), coniferyl aldehyde (3), 2,3-dimethoxy-5-(1-propenyl)phenol (4), methyl syringate (5), syringaldehyde (6), pinosylvin monomethyl ether (7), and n-hexadecane acid (8), respectively. Conclusion: Compound 1 is a new phenylpropanoid, named as tagalphenylpropanoidin C, and compounds 4-8 are obtained from C. tagal for the first time.

18.
Chinese Traditional and Herbal Drugs ; (24): 5109-5116, 2019.
Article in Chinese | WPRIM | ID: wpr-850796

ABSTRACT

Phenylethanoid glycosides (PeGs) are natural active ingredients of many plants at home and abroad. They possess a spectrum of beneficial activities, such as anti-oxidant, hepatoprotective, whitening, and neuroprotective. However, the content of PeGs in food or medicinal materials is low and unstable. During the past decade, studies on biosynthesis and metabolic regulation of PeGs have been extensively carried out. Here, the recent achievements in biosynthesis and metabolic regulation of PeGs in plants and microorganisms are reviewed, as well as in total synthesis and semi-synthesis of PeGs. Hopefully, this work done so far will provide reference for elucidating the biosynthesis mechanism of PeGs, stabilizing and improving the content of PeGs in herbal materials, improving the quality, and synthesizing PeGs by microbial metabolic engineering or chemical synthesis.

19.
Chinese Pharmacological Bulletin ; (12): 1126-1133, 2019.
Article in Chinese | WPRIM | ID: wpr-857181

ABSTRACT

Aim To explore the hypolipidemic mechanism of the total phenylpropanoid glycoside from Ligustrum robustum (Roxb. ) Blume (LRTPG) on hyperlipidemic hamsters using label-free quantitative proteomic technique. Methods The total protein was extracted from livers of model group and the group treated with LRTPG for label-free quantitative proteomics research. Results The proteomic data showed that a total of 2231 proteins were identified. And 549 proteins were found to be differentially expressed between model group and group treated with LRTPG. Among the 549 proteins, 93 proteins were up-regulated and 59 proteins were down-regulated, and 397 proteins had quantitative values only in model group or drug-administered group. Further, gene ontology (GO) analysis indicated that those differentially expressed proteins were primarily involved in an array of biological processes including metabolism, transport, oxidation-reduction, phosphorylation, signal transduction and lipid metabolism. KEGG pathway analysis revealed that these proteins were involved in several signal pathways including oxidative phosphorylation, non-alcoholic fatty liver dis-ease, PI3K-Akt, cAMP, and cGMP-PKG pathway. And some of these proteins were much related to the lipid metabolism, such as CD36, PK, HSS, GCK, ApoA I, Acly and FABP5. Conclusion The hypolipidemic effect of LRTPG may be related to CD36, PK, HSS, GCK, ApoA I, Acly and FABP5.

20.
China Journal of Chinese Materia Medica ; (24): 109-113, 2018.
Article in Chinese | WPRIM | ID: wpr-776416

ABSTRACT

Ten phenylpropanoid amides were isolated from the whole plants of Corydalis edulis Maxim. by various of column chromatographies including silica gel, Sephadex LH-20, and ODS. Their structures were identified on the basis of physicochemical properties, MS, NMR, and IR spectroscopic data. These compounds were identified as N-trans-sinapoyl-3-methoxytyramine-4'-O-β-glucoside(1), N-trans-sinapoyl-3-methoxytyramine(2), N-trans-sinapoyltyramine(3), N-trans-p-coumaroyltyramine(4), N-trans-sinapoyl-7-hydroxytyramine(5), N-cis-feruloyltyramine(6), N-cis-p-coumaroyltyramine(7), N-trans-feruloyltyramine(8), N-trans-feruloyl-3-methoxytyramine(9), and N-trans-feruloyl-7-hydroxytyramine(10). Compound 1 is a new compound. Compounds 2-7 are obtained from the plants of Papaveraceae for the first time, while compounds 8-10 are firstly isolated from C. edulis.


Subject(s)
Amides , Corydalis , Chemistry , Glucosides , Phytochemicals , Tyramine
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