ABSTRACT
To study the constituents of the Prunella vulgaris L, the constituents were isolated by various column chromatography and the structures were identified on the basis of chemical and spectral analysis. One saponin compound (I) and one flavone glycoside compound (II) were obtained from Prunella vulgaris L. Their structures were elucidated as 16-oxo-17-demethyl-3beta,24-dihydroxylolean-12-en-3-O-beta-D-glucuronoside (I), and acacetin-7-O-beta-D-glucopyranoside (II). Compound I is a novel triterpenoid saponin and named as prunelloside A. Compound II was obtained for the first time from the Prunella genus.
Subject(s)
Flavonoids/isolation & purification , Glucosides/isolation & purification , Prunella/chemistry , Saponins/isolation & purification , Triterpenes/isolation & purification , Molecular Structure , Plants, Medicinal/chemistry , Saponins/chemistry , Triterpenes/chemistryABSTRACT
OBJECTIVE: To study the chemical constituents in the spikes of Schizonepeta tenuifolia. METHOD: Compounds were isolated and purified with silica gel, ODS and Sephadex LH-20 gel column chromatography, and their structures were determined by using spectroscopic analysis including MS and NMR. RESULT: Nine compounds were isolated and identified as 5, 7-dihydroxy-6, 4'-dimethoxyflavone (1), 5, 7-dihydroxy-6, 3', 4'-trimethoxyflavone (2), ursolic acid (3), 3-hydroxy-4(8)-ene-p-menthane-3(9)-lactone (4), 5, 7, 4'-trihydroxyflavone (5), 5, 4'-dihydroxy-7-methoxyflavone (6), hesperidin (7), luteolin (8) and daucesterol (9). CONCLUSION: Compounds 1, 2, 6 were first obtained from the spikes of S. tenuifolia.
Subject(s)
Flavones/isolation & purification , Lamiaceae/chemistry , Plants, Medicinal/chemistry , Flavones/chemistry , Flowering Tops/chemistryABSTRACT
OBJECTIVE: To study the chemical constituents in the active parts of Huoxue Yiqi Tang. METHOD: The silica gel, Sephadex LH-20 were used to isolate the compounds, El, FAB-MS and 1D, 2D-NMR were used to identify the obtained compounds. RESULT: 14 compounds were obtained from the prescription. CONCLUSION: They were all first time obtained from the prescription. Among them, 7, 3'-dihydroxyl-5'-methoxyisoflavone is new.
Subject(s)
Drugs, Chinese Herbal/chemistry , Isoflavones/isolation & purification , Plants, Medicinal/chemistry , Anthraquinones/chemistry , Anthraquinones/isolation & purification , Drug Combinations , Emodin/chemistry , Emodin/isolation & purification , Isoflavones/chemistryABSTRACT
AIM: To investigate the chemical constituents from Picria fel-terrae Lour. METHODS: Column chromatography techniques were used to isolate the chemical constituents, physico-chemical constants and spectroscopic analysis were employed for structural elucidation. Results Two triterpenoids named picfeltarraenone I (1) and picfeltarraenin XI (2) were isolated, and their structures were established to be 3,11,22-trioxo-16alpha-hydroxy-(20S,24)-epoxy-cucurbit-5,23-diene (1) and 3,11,22-trioxo-16alpha-hydroxy-(20S,24)-epoxy-cucurbit-5, 23-diene-2beta-O-beta-D-glucopyranoside (2), respectively. CONCLUSION: Compound 2 is a new compound, the 13CNMR data of compound 1 is reported for the first
Subject(s)
Glucosides/isolation & purification , Plants, Medicinal/chemistry , Scrophulariaceae/chemistry , Triterpenes/isolation & purification , Glucosides/chemistry , Molecular Conformation , Molecular Structure , Triterpenes/chemistryABSTRACT
AIM: To investigate the chemical constituents of Phyllanthus urinaria L. METHODS: Various chromatographic techniques were employed for the isolation and purification. The structure was elucidated by spectral analyses. RESULTS: A novel ellagitannin named phyllanthusiin G was isolated, its structure was established as 1-O-galloyl-2-phyllanthoyl-3,6-(R)-HHDP-beta-D-glucose. CONCLUSION: Phyllanthusiin G is a new compound.
Subject(s)
Phyllanthus/chemistry , Plants, Medicinal/chemistry , Tannins/isolation & purification , Molecular Conformation , Molecular Structure , Tannins/chemistryABSTRACT
AIM: To examine the effect of 3,4-oxo-isopropylidene-shikimic acid (ISA) on human polymorphonuclear leukocyte (PMN) adhesion to human umbilical vein endothelial cells (HUVEC) and explore its mechanism. METHODS: Adhesion of PMN to HUVEC was measured by rose bengal staining assay. Cell-ELISA and RT-PCR methods were used to examine the expression of adhesion molecules ICAM-1. Cell viability was detected with MTT assay. RESULTS: ISA (1-100 micromol/L) effectively reduced PMN adhesion to TNF-alpha-induced HUVEC with the inhibitory rate from 17.2 % to 53.5 %, and exerted no effect on PMN adhesion to normal HUVEC. Adhesion molecule ICAM-1 surface protein and mRNA expression induced by TNF-alpha (400 kU/L) were significantly inhibited by ISA. In addition, the cell viability of HUVEC was unchanged 48 h after treatment with ISA. CONCLUSION: ISA inhibited TNF-alpha-stimulated PMN-HUVEC adhesion and expression of ICAM-1.
Subject(s)
Endothelial Cells/physiology , Fibrinolytic Agents/pharmacology , Intercellular Adhesion Molecule-1/biosynthesis , Neutrophils/physiology , Shikimic Acid/pharmacology , Cell Adhesion/drug effects , Cells, Cultured , Endothelial Cells/metabolism , Humans , Intercellular Adhesion Molecule-1/genetics , RNA, Messenger/genetics , Shikimic Acid/analogs & derivatives , Tumor Necrosis Factor-alpha/pharmacology , Umbilical Veins/cytologyABSTRACT
AIM: To study compounds isolated from Picria fel-terrae. METHODS: The chemical constituents were separated and purified by column chromatography on silica gel and MCI. Their structures were identified on the basis of spectral data (IR, UV, MS, ID NMR and 2D NMR). RESULTS: A new cucurbitacin, along with a known one, were obtained from the 60% EtOH extract of the whole plant. CONCLUSION: The new compound was identified as 11, 24-dioxo-5, 21-diene-cucurbit-3alpha-O-beta-D-xylopyranosyl-16alpha-O-alpha-L-rhamnopyranoside (dehydrobryogenin glycoside). The known one, hexanorcucurbitacin F, was obtained for the first time from Picria fel-terrae.
Subject(s)
Plants, Medicinal/chemistry , Saponins/isolation & purification , Scrophulariaceae/chemistry , Molecular Structure , Saponins/chemistry , Steroids/chemistry , Steroids/isolation & purificationABSTRACT
OBJECTIVE: To isolate and identify compounds from Picria fel-tarrae in order to utilize it better. METHOD: Constituents from Picria fel-tarrae were isolated by several column chromatography and their structures were elucidated on the basis of chemical and spectral analysis. RESULT: Six compounds, N-benzoylphenylalanyl-L-phenylalaninol acetate (1), 1-hydroxy-7-hydroxymethyl-9,10-anthraquinone (2), 9, 16-dioxo-10,12,14-octadeca-trienoic acid (3), 5,7,4'-trihydroxy-flavone (4), beta-sitosterol (5), and daucosterol (6) were obtained from the fraction with relatively low polarity of EtOH extract of Picria fel-tarrae. CONCLUSION: Compounds 1-6 were isolated from picria fel-tarrae Lour for the first time, and the 13C-NMR data of compounds 1-3 are provided firstly in the literature.
Subject(s)
Apigenin/isolation & purification , Dipeptides/isolation & purification , Plants, Medicinal/chemistry , Scrophulariaceae/chemistry , Apigenin/chemistry , Dipeptides/chemistry , Molecular Structure , Sitosterols/chemistry , Sitosterols/isolation & purificationABSTRACT
OBJECTIVE: To investigate the chemical constituents of Tibetan medicine Phyllanthus emblica. METHOD: Various chromatographic techniques were employed for isolation and purification of the constituents, and the structures were elucidated by chemical and spectral analyses. RESULT: 11 compounds were isolated and identified as gallic acid (I), ellagic acid (II), 1-O-galloyl-beta-D-glucose (III), 3,6-di-O-galloyl-D-glucose (IV), chebulinic acid (V), quercetin (VI), chebulagic acid (VII), corilagin (VIII), 3-ethylgallic acid (3-ethoxy-4,5-dihydroxy-benzoic acid, IX), isostrictiniin (X), 1,6-di-O-galloyl-beta-D-glucose (XI). CONCLUSION: 3-Ethylgallic acid (3-ethoxy-4,5-dihydroxy-benzoic acid) is a novel compound, and isostrictiniin was found from P. emblica for the first time.
Subject(s)
Gallic Acid/analogs & derivatives , Phyllanthus emblica/chemistry , Plants, Medicinal/chemistry , Ellagic Acid/chemistry , Ellagic Acid/isolation & purification , Fruit/chemistry , Gallic Acid/chemistry , Gallic Acid/isolation & purification , TibetABSTRACT
AIM: To study the effect of 3,4-oxo-isopropylidene-shikimic acid (ISA) on H2O2 (200 mol.L-1, 4 h) injured human umbilical vein endothelial cells (HUVEC). METHODS: Morphological change was observed under microscop. Cell viability was assessed by MTT assay. The release of intracellular lactate dehydrogenase (LDH) and NO was assessed by colorimetry. Radioimmunoassay was used to assess 6-keto-prostaglandin F1 alpha (6-keto-PGF1 alpha). RESULTS: Pretreatment with ISA for 6 h alleviated the morphological damage of H2O2 induced HUVECs. At the concentration of 1-100 mumol.L-1, ISA prevented the inhibitory effect on cell viability induced by H2O2 in dose-dependent manner, but increased the ratio of cell viability from 60.4% to 84.3%. ISA reduced LDH release and increased the level of NO and 6-keto-PGF1 alpha in H2O2 induced HUVECs. CONCLUSION: ISA exerted protective effect on H2O2 injured HUVEC.
Subject(s)
Endothelial Cells/metabolism , Protective Agents/pharmacology , Shikimic Acid/pharmacology , 6-Ketoprostaglandin F1 alpha/metabolism , Cell Survival/drug effects , Cells, Cultured , Endothelial Cells/pathology , Humans , Hydrogen Peroxide/antagonists & inhibitors , Infant, Newborn , L-Lactate Dehydrogenase/metabolism , Nitric Oxide/metabolism , Shikimic Acid/analogs & derivatives , Umbilical Veins/cytologyABSTRACT
AIM: To study the effect of 3,4-oxo-isopropylidene-shikimic acid (ISA) against arteriovenous shunt and middle cerebral artery thrombosis (MCAT) in rats. METHODS: Arteriovenous shunt model was adopted to measure thrombus weight; The neurologic deficit (ND) and the infarct size (IS) of the middle cerebral thrombosis (MCAT) model induced by FeCl3 were observed; The effect of ISA on platelet aggregation rate of rat and rabbit by giving ISA in vivo and in vitro was studied. RESULTS: ISA 25, 50, 100 and 200 mg.kg-1 ig was shown to reduced the weight of thrombus in arteriovenous shunt model; ISA 50, 100 and 200 mg.kg-1 ig for 2 times in 24 hours, attenuated the ND of rats subjected to MCAT; ISA 100 and 200 mg.kg-1 reduced IS of rats after MCAT by 27.8% and 31.6%, respectively; ISA 50, 100 and 200 mg.kg-1 ig inhibited platelet aggregation of normal rats; ISA 10(-3)-10(-5) mol.L-1, inhibited rabbit platelet aggregation in vitro. CONCLUSION: ISA inhibited thrombosis by anti-platelet-aggregation.
Subject(s)
Fibrinolytic Agents/pharmacology , Infarction, Middle Cerebral Artery/blood , Platelet Aggregation/drug effects , Shikimic Acid/isolation & purification , Animals , Brain/pathology , Disease Models, Animal , Fibrinolytic Agents/therapeutic use , Infarction, Middle Cerebral Artery/pathology , Infarction, Middle Cerebral Artery/prevention & control , Male , Rabbits , Random Allocation , Rats , Rats, Wistar , Shikimic Acid/analogs & derivatives , Shikimic Acid/chemistryABSTRACT
OBJECTIVE: To study the chemical constituents in the root of Cichorium intybus. METHOD: The compounds were isolated and identified by column chromatography and NMR, IR, MS data. RESULT: Twelve compounds were isolated and identified. CONCLUSION: 2,3,4,9-tetrahydro-1H-pyrido-(3,4-b)indole-3-carboxylic acid was isolated from the Cichorium genus for the first time, azelaic acid and daucosterol were isolated from the the plant for the first time.
