RESUMEN
Using the concepts and methods of epigenetics and metabolomics, to investigate the overall action molecular mechanism of Chrysanthemi indici C (CIC), the anti-hepatitis B virus (HBV) active extracts from Flos chrysanthemi indici. The inhibitory effects of CIC on proliferation and hepatitis B surface antigen (HBsAg), hepatitis B envelope antigen (HBeAg) and HBV-DNA of HepG2.2.15 cells were detected by CCK-8 and antigen kit. The DNA methyltransferases (DNMTs)/ten-eleven-translocation-2 (TET2) equilibrium was detected by ELISA. Illumina 850K methylation chip, pyrosequencing and qPCR were used to determine the action pathway and target of CIC by GO and KEGG analysis. Cell metabolites were extracted with 80% methanol, and the changes of differential metabolites, differential metabolic pathways and cell microenvironment were detected by LC-MS and other metabolomics methods. The results showed that CIC could inhibit the proliferation, HBsAg, HBeAg and HBV-DNA of HepG2.2.15 cells obviously, down-regulate DNA methyltransferase 1 (DNMT1), DNA methyltransferase 3a (DNMT3a) and DNA methyltransferase 3b (DNMT3b), up-regulate TET2, and restore the balance of DNMTs/TET2. The action targets of CIC were phospholipase C gamma 2 (PLCG2), phosphoinositide-3-kinase regulatory subunit 3 (PIK3R3), 1-acylglycerol-3-phosphate O-acyltransferase 2 (AGPAT2), 5-hydroxytryptamine receptor 2B (HTR2B), nerve growth factor (NGF), mainly involved in lipid metabolism, inflammation mediated regulation of transient receptor potential (TRP), phospholipase D signaling and advanced glycation end product-receptor for AGE (AGE-RAGE) signaling in diabetic complications pathways. CIC could significantly affect fatty acid metabolism and had great influence on phenolic acid, alkaloid and lipid metabolites in cell microenvironment. These results suggest that the action mechanism of CIC may be the synergistic action of multiple pathways and multiple targets, including related inflammatory pathways, immune pathways and lipid metabolism, through regulating epigenetic expression balance and restoring the balance of cell microenvironment.
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Traditional Chinese medicine has multi-component, multi-target, and multi-path action characteristics and complexity, which makes the task of modernizing traditional Chinese medicine arduous, and many medical researchers have made unremitting efforts to this end. The development of systems biology and omics has ushered in an opportunity for the integration of traditional Chinese medicine and modern science. In particular, the characteristics integrity, dynamics, personalization, and interaction with the environment of epigenetics and metabolomics are consistent with function concept of traditional Chinese medicine. The application of popular DNA methylation, histone modifications, miRNA regulation of epigenetic research, and the application of metabolomics in the substance basis, quality control, pharmacodynamic action mechanism in traditional Chinese medicine research are reviewed in this paper. This paper also puts forward the idea that combining the two and innovative application can clarify the scientific connotation of the whole action mechanism of traditional Chinese medicine and the mechanism of multi-component, multi-channel, and multi-target synergistic action at the micro level, and explore a new research model for the scientific connotation of the core thought of traditional Chinese medicine.
RESUMEN
AIM@#To study the chemical constituents of the fruits of Illicium henryi.@*METHOD@#Chromatographic separations on silica gel, Sephadex LH-20 gel and MCI gel were used to isolate the compounds. The structures were elucidated based on extensive spectroscopic data analyses.@*RESULTS@#Seven compounds were obtained and their structures were identified as 10-benzoyl-cycloparvifloralone (1), cycloparvifloralone (2), 2α-hydroxycycloparviforalone (3), henrylactone B (4), merrillianone (5), henrylactone C (6) and 7, 14-ortholactone- 3-hydroxyfloridanolide (7).@*CONCLUSION@#Compound 1 is a new sesquiterpene lactone. The tested compounds showed weak anti-HBV activities on HBV surface antigen (HBsAg) secretion and HBV e antigen (HBeAg) secretion using Hep G2.2.15 cell line.
Asunto(s)
Humanos , Antivirales , Química , Farmacología , Frutas , Química , Células Hep G2 , Virus de la Hepatitis B , Illicium , Química , Estructura Molecular , Extractos Vegetales , Química , Farmacología , Sesquiterpenos , Química , FarmacologíaRESUMEN
<p><b>AIM</b>To study the chemical constituents of Selaginella tamariscina (Beauv.) Spring.</p><p><b>METHODS</b>Various chromatographic techniques were used to separate and purify the chemical constituents. Their physico-chemical properties and spectral data were used to elucidate the structures.</p><p><b>RESULTS</b>Four compounds were isolated from the n-BuOH fraction of the water-extracts. Their structures were identified as 1-hydroxy-2-[2-hydroxy-3-methoxy-5-(1-hydroxyethyl)-phenyl]-3-(4-hydroxy-3,5-dimethoxy)-propane-1-O-beta-D-glucopyranoside (tamariscinoside B, I), adenosine (II), guanosine (III), arbutin (IV).</p><p><b>CONCLUSION</b>Tamariscinoside B (I) is a new compound, while the others were isolated from Selaginella for the first time.</p>
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Adenosina , Química , Arbutina , Química , Glucósidos , Química , Guanosina , Química , Conformación Molecular , Estructura Molecular , Plantas Medicinales , Química , Selaginellaceae , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents of the water-extracts of the pine needles of Pinus massoniana Lamb..</p><p><b>METHODS</b>Pine needles were collected in Xixia country and extracted with boiling water for two times and the water-extracts were concentrated. The crude extract of pine needles was fractionated into four fractions by Et2O, EtOAc and n-BuOH. Various column chromatography with D-101 macroreticular resin, Toyopearl HW-40 and silica gel were employed for the isolation and purification of compounds from the n-BuOH fraction of pine needles. The structures of the compounds were identified by physiochemical properties and spectral analysis (UV, IR, MS, 1HNMR, 13CNMR, DEPT, HMQC, HMBC, etc.).</p><p><b>RESULTS</b>Four compounds were isolated from the n-BuOH fraction of water-extracts, and their structures were identified as 3-methoxyl-9'-O-alpha-L-rhamnopyranosyl-4':7,5':8-diepoxyneoligan-4,9-diol (massonianoside E, I), 4,4',8,8',9-pentahydroxyl-3,3'-dimethoxyl-7,9'-monoepoxylignan (II), umbelliferon (III), 4-(4'-hydroxyl-3'-methoxylbenzyl)-2-butanone (IV).</p><p><b>CONCLUSION</b>Compound I is a new compound, and compounds II, III and IV were isolated from this plant for the first time.</p>
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Lignanos , Química , Conformación Molecular , Estructura Molecular , Pinus , Química , Hojas de la Planta , Química , Plantas Medicinales , Química , Umbeliferonas , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents of the water-extracts of Selaginella tamariscina (Beauv.) Spring.</p><p><b>METHODS</b>Various chromatographic techniques were used to separate and purify the constituents. Their physico-chemical properties and spectral data were used to elucidate the structures.</p><p><b>RESULTS</b>Nine compounds were isolated and identified as (2R,3S)-dihydro-2- (3',5'-dimethoxy-4'-hydroxyphenyl)-7-methoxy-5-acetyl-benzofuran (1), 3-hydroxy-phenpropionic acid-(2'-methoxy-4'-carboxy-phenol) ester (tamariscina ester A, 2), sygringaresinol (3), 1-(4'-hydroxyl-3'-methoxyphenyl)glycerol (4), ferulic acid (5), caffeic acid (6), vanillic acid (7), syringic acid (8), and umbelliferone (9).</p><p><b>CONCLUSION</b>Compound 1 and 2 are new compounds, and the others were isolated from Selaginella for the first time.</p>
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Benzofuranos , Química , Ácidos Cafeicos , Química , Ácidos Cumáricos , Química , Conformación Molecular , Estructura Molecular , Fenilpropionatos , Química , Plantas Medicinales , Química , Selaginellaceae , Química , Ácido Vanílico , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents of Selaginella tamariscina (Beauv.) Spring.</p><p><b>METHODS</b>The compounds were isolated and purified by macroporous adsorption resin, Sephadex LH-20 and silica gel column chromatography and identified on the basis of their physicochemical and spectral data.</p><p><b>RESULTS</b>Four compounds were obtained from the n-BuOH fraction of 70% acetone extracts. Their structures were elucidated as (7S, 8R)-7, 8-dihydro-7-(4-hydroxy-3,5-dimethoxyphenyl)-8-hydroxymethyl-[1'-( 7'-hydroxyethyl)-5' methoxyl] benzofuran-4-O-beta-D-glucopyranoside (tamariscinoside C, I), D-mannitol (II), tyrosine (II), shikimic acid (IV).</p><p><b>CONCLUSION</b>Compound I is a new compound, compounds II and III were obtained from the genius for the first time, compound IV was yielded from the plant for the first time.</p>
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Benzofuranos , Química , Manitol , Química , Conformación Molecular , Estructura Molecular , Monosacáridos , Química , Plantas Medicinales , Química , Selaginellaceae , Química , Ácido Shikímico , Química , Tirosina , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents from the water-extracts of pine needles of Pinus massoniana Lamb.</p><p><b>METHODS</b>Chromatographic techniques were used to separate and purify compounds. Their physico-chemical properties and spectral data (UV, IR, MS, 1H-1H, 13C-1H NMR, DEPT, HMBC etc.) were used to elucidate the structures.</p><p><b>RESULTS</b>Three lignans were isolated from the n-BuOH fraction of water-extracts. Their structures were identified as (7S,8R)-3',4,9'-tridihydroxy-4-methoxy- 9-O-shikimoyl-7,8-dihydrobenzofuran-1'-propylneolignan (massonianoid A, I), (7S,8R)-4,9-dihydroxy-3,3'-dimethoxy-7,8- dihydrobenzofuran-1'-propylneolignan (II) and 4,4',8-trihydroxy-4,4'-dimethoxy-9-lignanolide (III).</p><p><b>CONCLUSION</b>Compound I is a new compound. While II and III were isolated from this plant for the first time.</p>
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Furanos , Química , Lignanos , Química , Estructura Molecular , Pinus , Química , Hojas de la Planta , Química , Plantas Medicinales , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents from Corallodiscus flabellata.</p><p><b>METHODS</b>The compounds were isolated and purified by macroporous adsorption resin, silica gel column chromatography and identified on the basis of their physiochemical and spectral data.</p><p><b>RESULTS</b>Three phenylethanoid glycosides (I-III) were obtained from the n-BuOH fraction of water-extracts. Their structures were elucidated as 3,4-dihydroxyphenylethanol-8-O-[beta-D-apiofuranosyl (1-->3)]-beta-D-glucopyranoside (I), 3,4-dihydroxyphenylethanol-8-O-[4-O-trans-caffeoyl-beta-D-apiofuranosyl (1-->3)-beta-D-glucopyranosyl-(1-->6)]-beta-D-glucopyranoside (II) and 3,4-dihydroxyphenylethanol-8-O-[beta-D-apiofuranosyl(1-->3)-beta- D-glucopyranosyl-(1-->6)]-beta-D-glucopyranoside (III).</p><p><b>CONCLUSION</b>Compounds I, II and III are new compounds.</p>
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Ácidos Cafeicos , Química , Disacáridos , Química , Glicósidos , Química , Magnoliopsida , Química , Estructura Molecular , Plantas Medicinales , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents from Corallodiscus flabellata.</p><p><b>METHODS</b>Fresh plant of Corallodiscus flabellata was extracted twice with boiling water, filtered to remove insoluble materials, concentrated under reduced pressure at temperature 55 degrees C to a small volume. The concentrated liquor was subjected to solvent-solvent partitioning using ether, ethyl acetate, and n-butanol (saturated with water). The fraction of ethyl acetate extract was chromatographed over macroporous adsorption resin (Diaion HP-20) eluted with a mixture of H2O and MeOH in increasing MeOH content. Their fractions from resin were repeatedly chromatographed over Sephadex LH-20, Toyopearl HW-40, gel MCI, Gel CHP-20 and silica gel column. Structures of compounds obtained were identified on the basis of their spectral data, hydrolysis and chemical correlation.</p><p><b>RESULTS</b>Two phenylethanoid glycosides (I, II) and three phenolic acids were obtained from the EtOAc fraction of water-extracts. Their structures were identified as 3,4-dihydroxyphenylethanol-8-O-[beta-D-apiofuranosyl (1-->2)]-beta-D-glucopyranoside (I), 3,4-dihydroxyphenylethanol-8-O-[(5-O- Vanilloyl)-beta-D-apiofuranosyl(1-->2)]-beta-D-glucopyranoside (II), vanillic acid (III), syringic acid (IV) and ferulic acid (V).</p><p><b>CONCLUSION</b>I and II are new compounds. Compounds III, IV and V were isolated from this plant for the first time.</p>
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Disacáridos , Química , Medicamentos Herbarios Chinos , Química , Magnoliopsida , Química , Estructura Molecular , Plantas Medicinales , Química , Ácido Vanílico , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents of the pine needles from Pinus massoniana Lamb..</p><p><b>METHODS</b>Various chromatographic techniques were used for the separation and purification. The physicochemical properties and spectral data were used to elucidate the structures.</p><p><b>RESULTS</b>Three compounds were isolated from the n-BuOH fraction of water-extracts. The structures were identified as (7S,8R)-4,9'-dihydroxyl-3, 3'-dimethyoxyl-7, 8-dihydrobenzofunan-1'-propanolneolignan-9-O-alpha- L-rhamnopyranoside (massonianoside D, 7), 4,4',9,9'-tetrahydroxyl-3,3'-dimethyoxyl-tetrahydrocyclolignan ((+)-isolariciresinol, 8) and 4,4',9'-trihydroxyl-3,3'-dimethyoxyl-tetrahydrocyclolignan-9-O-beta-D- xylopyranoside (isolariciresinol-9-O-xyloside, 9) on the basis of spectral data (ORD, UV, IR, MS, 1HNMR, 13CNMR, 1H-1HCOSY, HMQC and HMBC etc.).</p><p><b>CONCLUSION</b>Compound 7 is a new compound, while compounds 8 and 9 were isolated from this plant for the first time.</p>
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Medicamentos Herbarios Chinos , Química , Lignanos , Química , Clasificación , Lignina , Química , Estructura Molecular , Monosacáridos , Química , Naftoles , Química , Pinus , Química , Hojas de la Planta , Química , Plantas Medicinales , QuímicaRESUMEN
<p><b>AIM</b>To study the chemical constituents of the pine needles of Pinus massoniana lamb..</p><p><b>METHODS</b>Various chromatographic techniques were used to separate and purify. Their physico-chemical properties and spectral data (UV, IR, MS, 1H-1 H COSY, HMQC, DEPT, HMBC and ORD ect.) were measured for structure elucication.</p><p><b>RESULTS</b>Three compounds were isolated from the n-BuOH fraction of water-extracts. Their structures were identified as massonianoside A (4), massonianoside A: (7S, 8R)-3, 4, 9'-trihydroxyl-3-methyoxyl-7, 8-dihydrobenzofunan-1'-propanolneoligan-9-O-alpha-L-rhamnopyranoside, massonianoside C (5), (7S, 8R)-9,9'-dihydroxyl-3,3'-dimethyoxyl-7,8-dihydrobenzofunan-1'- propanolneoligan-4-O-alpha-L-rhamnopyranoside and cedrusin-4-O-beta-glucoside (6), (7S, 8R)-3',9,9'-trihydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1'- propanolneoligan-4-O-beta-D-glucopyranoside.</p><p><b>CONCLUSION</b>Compound 4 and 5 are new compounds.</p>
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Benzofuranos , Química , Glicósidos , Química , Estructura Molecular , Pinus , Química , Hojas de la Planta , Química , Plantas Medicinales , QuímicaRESUMEN
<p><b>OBJECTIVE</b>To study the chemical constituents from Corallodiscus flabellata.</p><p><b>METHOD</b>The compounds were isolated with macroporous adsorption resin, silica gel column chromatography and identified on the basis of their physiochemical and spectral data.</p><p><b>RESULT</b>Six compounds were obtained and identified as vanillic acid, 3,4-dihydroxyphenylethyl-8-O-beta-D-glucopyranoside, syringic acid, caffeic acid, isoacteoside, ferulic acid.</p><p><b>CONCLUSION</b>All the compounds were isolated from this plant for the first time.</p>