ABSTRACT
Three new sesquiterpene glycosides (1-3), three new glycerol glycosides (4-6), two new alkaloids (7-8), together with seven known compounds (9-15) all of which were isolated from the genus Pilea for the first time, were isolated from the whole plants of Pilea cavaleriei Levl subsp. cavaleriei. Their structures were determined by extensive spectroscopic techniques and chemical methods. The cytotoxic activity of the isolated compounds was evaluated against four cancer cell lines, and none of the tested compounds caused a significant reduction of the cell number.
Subject(s)
Alkaloids/chemistry , Glycosides/chemistry , Sesquiterpenes/chemistry , Urticaceae/chemistry , Alkaloids/isolation & purification , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Cell Line, Tumor , Glycosides/isolation & purification , Humans , Molecular Structure , Sesquiterpenes/isolation & purificationABSTRACT
Five new phenolic glycosides, 2-hydroxy-(2'E)-prenyl benzoate-2,4'-di-O-ß-D-glucopyranoside (1), 2-hydroxy-(2'E)-prenyl benzoate-2-O-α-L-arabinopyranosyl-(1 â 6)-ß-D-glucopyranoside (2), 4-methylphenol-1-O-α-L-rhamnopyranosyl-(1 â 6)-ß-D-glucopyranoside (3), 4-methylphenol-1-O-α-L-arabinopyranosyl-(1 â 6)-ß-D-glucopyranoside (4), and 3,5-dimethoxyphenol-1-O-ß-D-apiofuranosyl-(1 â 2)-ß-D-glucopyranoside (5), together with six known glycosides (6-11), were isolated from the n-BuOH fraction of the EtOH extract of Pilea cavaleriei Levl subsp. cavaleriei. Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR spectroscopy as well as HR-ESI-MS, and chemical evidences. All these compounds were isolated from the genus Pilea for the first time.
Subject(s)
Drugs, Chinese Herbal/isolation & purification , Glycosides/isolation & purification , Phenols/isolation & purification , Urticaceae/chemistry , Drugs, Chinese Herbal/chemistry , Glycosides/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Phenols/chemistry , StereoisomerismABSTRACT
OBJECTIVE: To investigate chemical constituents from folk herb Pilea cavaleriei subsp. cavaleriei. METHOD: The compounds were separated and purified by silica gel, Sephadex LH-20 and the like. The structures were identified by spectral methods such as (1)H, (13)C-NMR and MS. RESULT: Seventeen compounds were isolated and identified as benzoic acid (1), 4-hydroxy benzalde-hyde (2), coumaric acid(3), protocatechuic acid (4), gallic acid (5), 4-hydroxy benzoic acid (6), 3-indole carboxaldehyde (7), 3-indole carbo-xylicacid (8), 4-methyl-(1,2,3) -triazole(9), uracil(10), nicotinamide (11), (2S,E)-N-[2-hydroxy-2-(4-hydroxy phenyl) ethyl] ferulamide (12), (+) -dehydrovomifoliol (13), hentriantane (14), beta-sitosterol (15), palmitic acid (16), daucossterol (17) , respectively. CONCLUSION: All compounds were obtained from the genus for the first time.
Subject(s)
Drugs, Chinese Herbal/chemistry , Urticaceae/chemistry , Dextrans/chemistry , Dextrans/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Molecular Structure , Sitosterols/chemistry , Sitosterols/isolation & purificationABSTRACT
To study the chemical constituents of Alchornea trewioides, silica gel column chromatography, Sephadex LH-20, reverse phase ODS column chromatography, MCI and semi-preparative HPLC were used to separate the 95% EtOH extract of the root of Alchornea trewioides. The structures were elucidated on the basis of spectroscopic studies including ESI-TOF-MS, 1H NMR, 13C NMR, HSQC and HMBC. Eight phenolic acids were obtained and identified as 1-O-galloyl-6-O-vanilloyl-beta-glucose (1), gallic acid (2), ethyl gallate (3), syringic acid (4), glucosyringic acid (5), erigeside C (6), 3, 4-dimethoxyphenyl-(6'-O-alpha-L-rhamnosyl)-beta-D-glucopyranoside (7) and 3, 4, 5-trimethoxyphenyl-(6'-O-galloyl)-O-beta-D-glucopyranoside (8). Among them, compound 1 is a new compound, compounds 4-8 are isolated from the genus Alchornea for the first time, and the others are isolated from the plant for the first time.
Subject(s)
Euphorbiaceae/chemistry , Gallic Acid/analogs & derivatives , Glucose/analogs & derivatives , Hydroxybenzoates/isolation & purification , Plants, Medicinal/chemistry , Benzoates/chemistry , Benzoates/isolation & purification , Gallic Acid/chemistry , Gallic Acid/isolation & purification , Glucose/chemistry , Glucose/isolation & purification , Glucosides/chemistry , Glucosides/isolation & purification , Hydroxybenzoates/chemistry , Molecular Structure , Phenols/chemistry , Phenols/isolation & purification , Plant Roots/chemistryABSTRACT
A new triterpenoid, 11α,12α-epoxy-3ß-hydroxy-24-nor-olean-4(23)-en-28,13ß-olide (1), and a new glycoside, benzyl 2-O-ß-d-apiofuranosyl-(1 â 2)-ß-d-glucopyranosyl benzoate (2), together with eight known triterpenoids (3-10), were isolated from Pilea cavaleriei subsp. cavaleriei. Their structures were established on the basis of spectroscopic analysis including HR-ESI-MS, 1D NMR, and 2D NMR techniques. All compounds showed no anti-hepatitis C virus activity.
