OBJECTIVETo study the anti-complementary phenolic acids from Lonicera japonica.

METHODThe anti-complementary activity-directed isolation was carried out with the hemolysis test as guide. All isolation was evaluated for their in vitro anti-complementary activities. The structures were identified by various spectroscopic data including ESI-MS, 1H-NMR, 13C-NMR data.

RESULTFourteen compounds were isolated from the EtOAc fraction of L. japonica extracts, including 8 phenolic acids: 5-O-caffeoylquinic acid (1), chlorogenic (2), 4-O-caffeoylquinic acid (3), 3,5-di-O-caffeoylquinic acid (4), 4,5-di-O-caffeoylquinic acid (5), 3,4-di-O-caffeoylquinic acid (6), caffeic acid (7) and methyl caffeate acid (8); 3 iridoids: secologanoside (9), sweroside (10) and secoxyloganin (11); and 3 flavonoids: luteolin (12), quercetin (13) and kaempferol (14). Compounds 1-9 and 11-14 showed anti-complementary activity in different extents and 3,5-di-O-caffeoylquinic acid (4) exhibited the most significant activity against the classical pathway.

CONCLUSIONCompound 14 is obtained from this plant for the first time, phenolic acids are the main anti-complementary constituents of L. japonica and 3,5-di-O-caffeoylquinic acid(4) is a potential complement inhibitor with strong activity, which worthy to be studied further in the future.

Complement Inactivating Agents ; chemistry ; isolation & purification ; pharmacology ; Hydroxybenzoates ; chemistry ; isolation & purification ; pharmacology ; Lonicera ; chemistry

OBJECTIVETo investigate the chemical constituents of the flower buds of Tussilago farfara.

METHODThe chemical constituents were isolated by silica gel and Sephadex LH-20 column chromatography, and structurally elucidated by spectral evidence together with physiochemical properties.

RESULTSeven flavonoids, quercetin (1), quercetin-3-O-beta-D-glucopyranoside (2), quercetin-4'-O-beta-D-glucopyranoside (3), hyperoside (4), rutin (5), kaempferol (6), kaempferol-3-O-alpha-L-rhamnopyranosyl-(1-6)-beta-D-glucopyranoside (7), together with eight phenolic acid derivatives, caffeic acid (8), methyl caffeate (9), ethyl caffeate (10), (E)-2,5-dihydroxycinnamic acid (11), 3,4-di-O-caffeoylquinic acid (12), 4,5-di-O-caffeoylquinic acid (13), methyl4,5-di-O-caffeoylquinate (14) and chlorogenic acid (15) were isolated from the flower buds of Tussilago farfara.

CONCLUSIONCompounds 7, 9-14 are isolated from this plant, also from this genus, for the first time.

Flavonoids ; analysis ; isolation & purification ; Flowers ; chemistry ; Hydroxybenzoates ; analysis ; isolation & purification ; Plant Extracts ; analysis ; isolation & purification ; Tussilago ; chemistry

OBJECTIVETo study the chemical constituents of Fagopyrum cymosum.

METHODThe chemical constituents were isolated by various chromatographic methods and their structures were elucidated by the analysis of spectral data and physiochemical properties.

RESULTFour phenolic acid derivatives were isolated from F. cymosum. The chemical structures were elucidated as trans-p-hydroxy cinnamic methyl ester (I), 3, 4-dihydroxy benzamide (II), protocatechuic acid (III), protocatechuic acid methyl ester (IV).

CONCLUSIONCompounds I, II, IV were obtained from the genus Fagopyrum for the first time.

Benzamides ; chemistry ; isolation & purification ; Cinnamates ; chemistry ; isolation & purification ; Fagopyrum ; chemistry ; Hydroxybenzoates ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Rhizome ; chemistry

To explore the permeation mechanism of micro-molecule medicinal ingredients of water extract of tradition Chinese medicine(TCM) in membrane separation process. With phenolic acid components as the model solute, five phenolic acids with similar molecular weight and structure, namely gallic acid, protocatechuate acid, 4-hydroxybenzoic acid, 3-hydroxybenzoic acid and salicylic acid, were selected in the PES membrane separation experiments. With the relative flux and the transmission rate as indexes, the scanning electron microscopy(SEM) and the electrochemical impedance spectroscopy(EIS) were used to analyze the permeation mechanism of different phenolic acid components. The results showed phenolic acids with similar molecular weight had different permeation behaviors, with decreased relative flux and increased solute permeation with the increase of solute concentration. According to the permeation behavior analyzed by the molecular structure of solute, the transmission rate of phenolic acids increased with the increase of the number of hydroxyl, and the order of substituent positions of phenolic acids based on the permeation rate as follows: para-substituted > meta-substitution > ortho-substitution. Electrochemical impedance spectroscopy reflected the role of charge repulsion in the membrane process; that is to say, the greater the resistance is, the less the solute permeation is. Therefore, the permeation phenomenon of the phenolic acid components in the PES membrane is not only the result of simple sieving mechanisms, but also has the effects of steric hindrance and charge repulsion during the membrane process.
Drugs, Chinese Herbal/analysis* ; Hydroxybenzoates/isolation & purification* ; Medicine, Chinese Traditional ; Membranes, Artificial ; Molecular Structure ; Molecular Weight

OBJECTIVETo study the chemical constituents of Geranium eristemon.

METHODChromatography and spectral analysis were used to isolate the constituents and elucidate their structures.

RESULTFive compounds were isolated from acetone extract of the whole grass of G. eristemon, and identified as beta-sitosterol, protocatechuic acid, myricetin, kaempferol-7-O-alpha-L-arabifuranoside and kaempferol-3-O-alpha-L-arabifuranoside.

CONCLUSIONkaempferol-7-O-alpha-L-arabifuranoside and kaempferol-3-O-alpha-L-arabifuranoside were isolated from G. genus for the first time.

Arabinose ; analogs & derivatives ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Geranium ; chemistry ; Hydroxybenzoates ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Sitosterols ; chemistry ; isolation & purification

OBJECTIVETo isolate and determine the chemical constituents from Ranunculus sceleratus.

METHODSix compounds were isolated and purified by extraction and different kinds of column chromatography. The structures were determined on the basis of extensive spectral analysis such as EI-MS, 1H-NMR, 13C-NMR, DEPT and NOEDS.

RESULTThe structures were elucidated as stigmasta-4-ene-3,6-dione I, stigmasterol II, isoscopoletin III, scoparone IV, protocatechuic aldehyde V and protocatechuic acid VI, respectively.

CONCLUSIONCompound I, III, IV, V and VI were isolated from R. genus for the first time.

Benzaldehydes ; chemistry ; isolation & purification ; Catechols ; chemistry ; isolation & purification ; Cholestenones ; chemistry ; isolation & purification ; Coumarins ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Ranunculus ; chemistry

OBJECTIVETo study the chemical constituents of a Tibetan medicine Meconopsis quintuplinervia.

METHODColumn chromatographic techniques were applied to isolate constituents. A combination of IR, MS and NMR spectroscopy was used to identify structures of constituents.

RESULTTwelve compounds were isolated from the ethanolic extract and their structures were elucidated as quercetin 3-O-beta-D-glucopyranoside (I), quercetin 3-O-beta-D-galactopyranosyl-(1-->6)-glucopyranoside (II), kaempferol 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranoside (III), isorhamnetin 3-0-beta-D-galactopyranosyl-(1-->6)-beta-D-glucopyranoside (IV), caffeic acid (V), protocatechuic acid (VI), p-hydroxycinnamic (VII), 2-(3,4-dihydroxyphenyl )-ethyl-O-beta-D-glucopyranoside (VIII), p-hydroxybenzoyl-beta-D-glucopyranoside (IX), 4-O-beta-D-glucopyranosyl-(Z)-p-coumaric acid (X), 5, 7-dihydroxy-4H-4-chromenone (XI), daucosterol (XII).

CONCLUSIONTen compounds were isolated from this genus for the first time except for XI and XII.

Caffeic Acids ; chemistry ; isolation & purification ; Glucosides ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Papaveraceae ; chemistry ; Plants, Medicinal ; chemistry ; Quercetin ; analogs & derivatives ; chemistry ; isolation & purification

From the 70% ethanol extract of the stems of Rhodiola bupleuroldes, five compounds were isolated by repeated silica gel column chromatography. Their structures were determined by spectroscopic (UV, IR, ESI-MS, 1H NMR, 13C NMR and 2D NMR) and chemical methods as rhobupcyanoside A (1), p-coumaric acid (2), 4, 5-dihydroxy-3-methoxybenzoic acid (3), schizandriside (4) and kaempferol (5). Among them, 1 was a new compound, and 2-5 were isolated from R. bupleuroldes for the first time.
Coumaric Acids ; chemistry ; isolation & purification ; Glycosides ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plants, Medicinal ; chemistry ; Propionates ; Rhodiola ; chemistry

To study the chemical constituents of "Shan-Ci-Gu" (the tuber of Cremastra appendiculata (D. Don) Makino), the compounds were isolated with silica gel and reverse phase silica gel as well as Sephadex column chromatographic method. Their structures were elucidated on the basis of modern spectra technology. Seven compounds were isolated and identified as 5-methoxybibenzyl-3, 3'-di-O-beta-D-glucopyranoside (1), militarine (2), loroglossin (3), protocatechuic acid (4), succinic acid (5), gastrodin (6), and daucosterol (7). Compound 1 is a new compound. Compounds 2 -6 were isolated from this plant for the first time.
Benzyl Alcohols ; chemistry ; isolation & purification ; Glucosides ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Molecular Structure ; Orchidaceae ; chemistry ; Plant Tubers ; chemistry ; Plants, Medicinal ; chemistry ; Succinic Acid ; chemistry ; isolation & purification

OBJECTIVETo study the chemical constituents of the essential substance from Polygonum oriental.

METHODCompounds were isolated with silica gel and polyamide chromatography and their structures were determined by spectral analysis and chemical evidence.

RESULTSix compounds were obtained and identified as myricitrin, luteolin, gallic acid, catechin, protocatechuic acid, p-hydroxycinnamic acid.

CONCLUSIONSix compounds were isolated from P. oriental for the first time.

Flavonoids ; chemistry ; isolation & purification ; Gallic Acid ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Luteolin ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Polygonum ; chemistry