ABSTRACT
Objective: To establish a two-dimensional fingerprint of Scutellaria baicalensis between characteristic chemical composition and anti-oxidant activity, and to study its anti-oxidant constituents on-line. Methods: The scavenging activities of S. baicalensis for ABTS+ by HPLC-ABTS-DAD-Q-TOF/MS was studied and its active constituents were screened. A total of ten anti-oxidant components in S. baicalensis were identified. The anti-oxidant activities of different active ingredients were evaluated by anti-oxidant efficiency. Results: The data showed that baicalin, 5,7,2’,5’-tetrahydroxy-8,6’-dimethoxy flavone, 5,7,2’- trihydroxy-6-methoxyflavone, and baicalein had stronger anti-oxidant activity, and 6-C-arabinosyl-8-C-glucosylchrysin, 6-C-glucosyl-8-C-arabinosyl-chrysin, oroxyloside, chrysin-7-O-glucuronide, wogonoside, and norwogonin had less anti-oxidant activity. Conclusion: HPLC-ABTS-DAD-Q-TOF/MS method can rapidly analyze and identify the anti-oxidant components in S. baicalensis, and these experimental data can provide support for the basic research of the anti-oxidant ingredients of S. baicalensis.
ABSTRACT
Objective To isolate and identify chemical ingredients with anti-complement activity from Aster ageratoides and investigate the key targets and anti-inflammatory activities of obtained compounds with good anti-complement activity. Methods Using silica gel column, sephadex LH-20 column, Medium Pressure Liquid Chromatography system, and Semi-preparative HPLC, chemical ingredients that displayed anti-complement activity were isolated. Their chemical structures were identified by 1H-NMR and 13C-NMR and their anti-complement activities and targets were investigated by erythrocyte hemolysis in vitro. In addition, using LPS-stimulated RAW264.7 cells, we investigated the anti-inflammatory activity of compound 2. Results A total of 14 compounds were obtained from A. ageratoides and identified as oleanolic acid (1), quercetin (2), kaempferol (3), 3,5,7,3’-tetrahydroxy- 4’-methoxyflavone (4), kaempferol-7-O-α-L-rhamnopyranoside (5), quercetin-3-O-β-D-glucopyranoside (6), kaempferol-3-O-α-L- rhamnoside (7), quercetin-3-O-α-L-rhamnoside (8), kaempferide-3-O-β-D-glucopyranoside (9), kaempferol-3-O-β-D- glucopyranoside (10), kaempferol-7-O-β-D-glucopyranoside (11), kaempferol-3-O-β-D-glucopyranoside-7-O-β-D-glucopyranoside (12), kaempferide-3-O-α-L-rhamnoside-(1→6)-β-D-glucopyranoside (13), and rutin (14). They all exhibited anti-complement activity to some certain degree and good structure-activity relationship. The targets of compounds 1 and 2 were C1q, C5, and C9 and C1q, C2, C5, and C9, respectively. The anti-inflammatory experiments indicated that compound 2 exhibited a significant biological activity, which significantly suppressed the release of NO, TNF-α, and IL-6 and expressions of iNOS and COX-2. Conclusion A total of 14 compounds were obtained and they all displayed anticomplement activity, of which compounds 1, 4, 6, 9, 12, and 13 are firstly discovered in A. ageratoides. Compound 2 exhibited a significant anti-inflammatory activity.
ABSTRACT
Objective: To investigate the chemical constituents in the dried acrial part of Bupleunum malconense. Methods: Column chromatography, such as silica gel, MCI, and Sephadex LH-20 were used to isolate the compounds. Spectroscopic methods such as 1H-NMR and 13C-NMR were used to elucidate their structures. Results: Eleven compounds were separated and identified as quercetin (1), quercetin-3-O-α-L-arabinofuranoside (2), eriodictyol (3), 3',4',5,7-tetrahydroxy-3-methoxyflavone (4), protocatechuic acid (5), quercetin-3-O-α-L-rhamnopyranoside (6), kaempferol (7), isorhanmetin (8), rutin (9), β-sitosterol (10), and daucosterol (11). Conclusion: All 11 compounds are isolated from the plants in B. malconense for the first time. Compounds 3 and 4 are isolated from the plants in genus Bupleunum L. for the first time.
ABSTRACT
Kaempferia parviflora rhizome is used folk medicines for treatment of various symptoms in Thailand since anticent times.Several types of methoxyflavones has been identified in this plant and their physiological functions have been reported.We determined that six kinds of methoxyflavones (5,7,3',4'-tetramethoxyflavone, 3,5,7,3',4'-pentamethoxyflavone, 5,7-dimethoxyflavone, 5,7,4'-trimethoxyflavone, 3,5,7-trimethoxyflavone, 3,5,7,4'-tetramethoxyflavone) were included in the 80% ethanol extract of K. parviflora rhizome.The safety of six methoxyflavones mixture was evaluated with 28-day repeated oral dose toxicity test in mice.These results indicated no significant toxicity on body weight, blood analyses, organ weight, blood biochemical analyses.
ABSTRACT
Objective: To investigate the chemical constituents from the flowers of Rhaponticum uniflorum. Methods: The chemical constituents were separated and purified by macroporous resin, silica gel, Sephadex LH-20, and MCI column chromatographies. Their structures were determined by physicochemical properties and spectral data. Results: Seventeen compounds were isolated from the ethanol extract in the flowers of R. uniflorum. Among them, eleven flavones were identified as 5,7,4'-trihydroxy-3'-methoxyflavone (1), quercetin-3'-O-methyl ether (2), apigenin (3), kaempferol (4), luteolin (5), quercetin (6), apigenin-7-O-β-D-glycuronate ethyl ester (7), kaempferol-3-O-α-L-rhamnoside (8), quercetin-3-O-α-L-rhamnoside (9), apigenin-7-O-β-D-glucopyranoside (10), and apigenin-6,8-di-C-β-D-glucoside (11); Two liganans were hemislin B glucoside (12) and hemislin B (13); Two phytoecdysones were ecdysterone (14) and turkesterone (15); Others were ursolic acid (16) and 3,5-O-dicaffeoyl quinic acid (17). Conclusion: Compounds 1, 2, 7-10, 12 and 13 are isolated from the plants of Rhaponticum Cass. for the first time, and the compounds 1, 2, and 7-17 are found from the flowers of R. uniflorum for the first time.
ABSTRACT
Kaempferia parviflora rhizome is used in traditional folk medicines for the treatments of various symptoms in Thailand since ancient times. Several types of methoxyflavones were identified from that plant and the functions of some of those were reported. We determined that five kinds of methoxyflavones (5-hydroxy-3,7,3’,4’-tetramethoxyflavone, 5-hydroxy-7-methoxyflavone, 5-hydroxy-3,7-dimethoxyflavone, 5-hydroxy-3,7,4’-trimethoxyflavone, 5-hydroxy-7,4’-dimethoxyflavone) were included the following treatments of K. parviflora rhizome. The 80 %ethanol extract of that were adsorbed resin, removed 70 % ethanol elution and the rest adsorbed materials were eluted with 99.5 % ethanol. The safety of that five methoxyflavones mixture was evaluated. We performed a 28-day repeated dose of oral toxicity test and a mouse micronucleus test. The former results showed no significant toxicity on body weight, blood analyses, organ weight, blood biochemical analyses. The latter results showed negative, believed that the sample has no mutagenicity for living bodies.
ABSTRACT
OBJECTIVE: To study the chemical constituents of the chloroform extract from the aerial parts of Artemisa sacrorum. METHODS: The chemical constituents were isolated and purified by silica gel and LH-20 column chromatography and preparation HPLC. Their structures were identified by spectral analysis methods. RESULTS: Thirteen compounds were obtained and identified as 5-hydroxyl-7, 4'-dimethoxyflavone(1), 4-hydroxylacetophenone(2), 5, 4'-dihydroxyl-7, 3'-dimethoxyflavone(3), 5, 7-dihydroxyl-6, 4'-dimethoxyflavone(4), 5, 7-dihydroxyl-6, 4'-methoxyflavone(5), 5, 4'-dihydroxyl-7-methoxyflavone(6), caffeic acid(7), 8-hydroxyl-6, 7-dimethoxycoumarin(8), 3, 4-dihydroxylbenzoic acid (9), acetophenone-4-O-β-D-glucoside(10), 6-methoxycoumarin-7-O-β-D-glucoside(11), 6, 8-dimethoxycoumarin-7-O-β-D-glucoside(12), and 2-hydroxyl-6-methoxyacetophenone-4-O-β-D-glueoside(13). CONCLUSION: Compounds 3, 4, 5, 9, 10 and 12 are isolated from this plant for the first time.
ABSTRACT
Objective: To study the chemical constituents in the pseudobulbs of Pleione bulbocodioides. Methods: The chemical constituents from the EtOAc fraction of ethanol extract from pseudobulbs in P. bulbocodioides were isolated and purified by various chromatographic methods, including silica gel, ODS, and Sephadex LH-20 columns, and semi-preparation HPLC. Structures of the isolated compounds were elucidated based on NMR, and MS data, as well as by comparison with the previous data. Results: Thirteen compounds were obtained from the EtOAc fraction of ethanol extract and identified as 4, 4'-dihydroxy-bisphenxyl (1), phillygenin (2), (+)-epipinoresinol (3), 2, 5, 2', 5'-tetrahydroxy-3-methoxybibenzyl (4), chrysophanol (5), physcion (6), 5, 7-dihydroxy-8- methoxyflavone (7), β-sitosterol (8), batatasin III (9), p-hydroxybenzoic acid (10), shanciol F (11), 3, 3'-dihydroxy-2-(4-hydroxybenzyl)-5-methoxybibenzyl (12), and 3', 5-dihydroxy-2-(4-hydroxybenzyl)-3-methoxybibenzyl (13). Conclusion: Compounds 1-8 are isolated from the plants in genus Pleione D. Don for the first time.
ABSTRACT
OBJECTIVE: To study the constituents in the fruits of Kochia scoparia. METHODS: Various column chromatographic techniques were used to isolate the constituents, and their structures were identified by ESI-MS, NMR spectral data and by comparison spectra with literature data. RESULTS: Sixteen compounds were isolated and elucidated as stearic acid (1), β-sitosterol (2), oleanolic acid (3), daucosterol(4), 5, 7, 4'-trihydroxy-6, 3'-dimethoxyflavone (5), 5, 7, 4'-trihydroxy-6-methoxyflavone (6), isorhamnetin (7), quercetin (8), isorhamnetin -3-O-β-D-glucopyranoside(9), rutin(10), oleanolic acid-3-O-β-D-glucuronopyranoside(11), oleanolic acid-3-O-β-D-xylopyranosyl(1 → 3)-β-D-(6-O-methyl)-glucuronopyranoside(12), oleanolic acid-3-O-β-D-xylopyranosyl(1 → 3)-β-D-glucuronopyranoside(13), 3-O-β-D-glucuronopyranosyl-oleanolic acid-28-O-β-D-glucopyranoside(14), 3-O-β-D-xylopyranosyl(1 → 3)-β-D-glucuronopyranosyl-oleanolic acid-28-O-β-D-glucopyranoside(15), 3-O-{[β-D-β-D-glucopyranosyl(1 → 2)]-[β-D-xylopyrano-syl(1 →3)]-)-β-D-glucuronopyranosyl oleanolic acid-28-O-β-D-glucopyranoside(16). CONCLUSION: Compounds 5-10 were isolated from Kochia scoparia. for the first time. Copyright 2012 by the Chinese Pharmaceutical Association.
ABSTRACT
Os flavonóides 5,3,4-triidroxi-7-metoxiflavona, 5,3-diidroxi-7-4-dimetoxiflavona, 5,4-diidroxi-7-metoxiflavona e uma mistura de esteróides (β-sitosterol e estigmasterol) foram isoladas das partes aιreas de Piper carniconnectivumC.DC, Piperaceae. As estruturas desses compostos foram estabelecidas por análises espectroscópicas de UV, IV e RMN de ¹H e 13C, incluindo técnicas uni e bidimensionais.
The flavonoids 5,3,4-trihydroxy-7-methoxyflavone, 5,3-dihydroxy-7-4-dimethoxyflavone, 5,4-dihydroxy-7-methoxyflavone and steroids mixture (β-sitosterol and stigmasterol) were isolated from the dried aerials parts of Piper carniconnectivumC.DC. Their structures were established by spectroscopic analyses (UV, IV and ¹H, 13C NMR, including 1D and 2D NMR).