One new neolignan identified as 2, 3-( trans) -dihydro-2-(4-hydroxy-3-methoxyphenyl) -3-[(beta-D-glucopyranosyloxy) methyl]-7-methoxybenzofuran-5-propenoic acid (1) and five known steroidal glycosides namely torvoside A(2), torvoside C(3), torvoside H(4), solanolactoside A (5), (25S)-6alpha-hydroxy-5alpha-spirostan-3-one-6-0-[alpha-L-rhamnopyranosyl-(1-->3-beta3)-beta-D-D-quinovopyr-anoside] (6) were isolated from the fruits of Solanum torvum. Their structures were elucidated on the basis of 1D, 2D NMR and MS spectroscopic analysis.
Fruit ; chemistry ; Isomerism ; Lignans ; chemistry ; isolation & purification ; Solanum ; chemistry

Sargentodoxae Caulis was prepared from the stems of Sargentodoxa cuneata. Twenty compounds from the the stems of S. cuneata collected in Huangshan Mountain, Anhui province, were isolated and purified by column chromatography on macroporous resin (HPD100), silica gel, Sephadex LH-20 and semi-preparative HPLC. Their structures were elucidated on the basis of physico-chemical properties and spectral data analyses as (7R,8S)-3,3 '-5-trimethoxy-4,9-dihydroxy-4',7-expoxy-5',8-lignan-7'-en-9'-oic acid 4-O-beta-D-glucopyranoside(1), 1-O-(vanillic acid) -6-O-vanilloyl-beta-D-glucopyranoside(2), 4-hydroxyphenylethyl-6-O-coumaroyl-beta-D-glucopyranoside(3), citrusin B(4), cinnamoside(5), (-) -isolariciresinol 4'-O-beta-D-glucopyranoside (6), (-) -isolariciresinol 4-O-beta-D-glucopyranoside (7), 1-O-(vanillic acid) -6-(3", 5"-dimethoxy-galloyl) -beta-D-glucopyranoside (8), 4-hydroxyphenyl-ethyl-6-O-(E) -caffeoyl-beta-D-glucopyranoside (9), (-)-syringaresinol 4'-O-beta-D-glucopyranoside (10), (-)-syringaresinol di-O-beta-D-glucopyranoside (11), aegineoside (12), calceolarioside B (13), 4-hydroxy-3-methoxy-acetophenone-4-O-alpha-L-rhamnopyranosyl-(1 --> 6)-beta-D-glucopyranoside (14), 4-hydroxy-3-methoxy-acetophenone-4-O-beta-D-apiofuranosyl-(1 --> 6) -beta-D-glucopyranoside (15), (-) -epicatechin (16), salidroside (17), 3,4-dihydroxy-phenyl ethyl-beta-D-glucopyranoside (18), chlorogenic acid (19) and protocatechuic acid (20). Compound 1 was a new compound and compounds 2-7 were isolated from this plant for the first time.
Lignans ; isolation & purification ; Plant Stems ; chemistry ; Ranunculaceae ; chemistry

To study the chemical constituents from the leaves of Celastrus gemmatus Loes., chromatographic methods were used to isolate and purify the chemical constituents, their structures were elucidated by the physiochemical characteristics and spectral data. Nine compounds were obtained and identified as (-)-massoniresinol 3a-O-beta-D-glucopyranoside (1), ambrosidine (2), isolariciresinol 9-O-beta-D-glucopyranoside (3), kaempferol 3-O-beta-D-glucopyranoside (astragalin) (4), kaempferol 3-O-rutinoside (5), kaempferol 3-O-neohesperidoside (6), apigenin 7-O-beta-D-glucuronide (7), apigenin 7-O-beta-D-glucuronide methyl ester (8) and D-sorbitol (9). Compound 1 is a new compound, the others are isolated from this genus for the first time, and this is the first time to report lignan compounds from genus Celastrus.
Celastrus ; chemistry ; Furans ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Plant Leaves ; chemistry

Phytochemical investigation on Forsythia suspensa (Thunb.) Vahl afforded ten compounds, including five lignan glycosides and five phenylethanoid glycosides. The compounds were isolated by using HP-20 macroporous resin, silica gel, octadecyl silica gel (ODS), size exclusion chromatography resin HW-40 chromatography, and preparative HPLC. The structures were established through application of extensive spectroscopic methods, including ESI-MS, 1D-and 2D-NMR spectroscopy. They were identified as forsythialanside E (1), 8'-hydroxypinoresinol-4'-O-β-D-glucoside (2), 8'-hydroxypinoresinol (3), lariciresinol-4'-O-β-D-glucoside (4), lariciresinol-4-O-β-D-glucoside (5), forsythoside H (6), forsythoside I (7), forsythoside F (8), plantainoside B (9), and plantainoside A (10). Compound 1 was a new lignan glycoside.
Forsythia ; chemistry ; Glycosides ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Molecular Structure ; Plant Extracts ; chemistry

OBJECTIVETo investigate the chemical constituents from the root of Lasianthus acuminatissimus of Rubiaceae.

METHODNormal, reverse phase silica gel, macroporous resin column and HPLC chromatography were used for isolation. Spectroscopic methods (13C-NMR, 1H-NMR, DEPT, EI-MS) were used for identification.

RESULTSix compounds were isolated and elucidated as isoscopletin(I), isoscopletin-6-O-beta-D-glucopyranoside (II), beta configuration of Mudanoside-A (Ill), asperuloside (IV), (-)-pinoresinol 4-O-beta-D-glucopyranoside (V), daucosterol (VI).

CONCLUSIONThese compounds were obtained from this plant for the first time.

Glucosides ; chemistry ; isolation & purification ; Glycosides ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Pyrans ; chemistry ; isolation & purification ; Rubiaceae ; chemistry ; Sitosterols ; chemistry ; isolation & purification

OBJECTIVETo study the chemical constituents of Salsola collina.

METHODThe EtOH extract from the whole plant of S. collina were isolated and purified by column chromatography. These compounds were identified by their physical properties and spectroscopic data.

RESULTEleven compounds were isolated and identified as ferulic acid (1), p-coumaric acid (2), salicylic acid (3), tricin (4), selagin (5), acanthoside D (6), tricin -7-O-beta-D-glucopyranoside (7), tricin-4'-O-beta-D-apioside (8), isorhamnetin-7-O-beta-D-glucopyranoside (9), isorhamnetin-3-O-beta-D-glucopyranoside (10), isorhamnetin-3-O-alpha-L-arabinopyranosyl (1-->6) -beta-D-glucopyranoside (11).

CONCLUSIONwherein compound 1, 2, 3, 5, 6 and 9 were isolated from the Salsola for the first time.

Coumaric Acids ; chemistry ; isolation & purification ; Flavonols ; chemistry ; isolation & purification ; Furans ; chemistry ; isolation & purification ; Glucosides ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Salsola ; chemistry

OBJECTIVETo study the chemical constituents of Dracocephalum moldavica.

METHODThe compounds were isolated by using RA polystyrene resin, polyamide and silica gel column chromatography, The structures of the compounds were elucidated on the basis of physic-chemical properties and spectra data.

RESULTSix compounds were identified as syringaresinol4-O-beta-D-monoglucoside (I), sy-ringaresinol-4,4'-O-bis-beta-D-glucoside (II), kaempferol-3-O-beta-D-(6"-O-p-coumaroyl)-galactopyranoside (III), 2"-p-coumarylastragalin (IV), takakin-8-O-beta-D-glucopyranoside (V), beta-daucosterol (VI).

CONCLUSIONCompounds I-V were obtained from genus Dracocephalum for the first time.

Galactosides ; chemistry ; isolation & purification ; Glucosides ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Lamiaceae ; chemistry ; Lignans ; chemistry ; isolation & purification ; Plant Extracts ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry

AIMTo study the lignan glycosides from the roots of Bupleurum scorzonerifolium. Chromatography methods was used to isolate compounds and chemical and spectral methods were used to identify the structures of isolated compounds.

RESULTSTwo lignan glycosides were isolated from the roots of B. scorzonerifolium and their structures were identified as 2, 3-E-2,3-dihydro-2-(3'-methoxy-4'-O-beta-D-glucopyranosyl-phenyl)-3-hydroxymethyl-5-(3"-hydroxypropenyl )-7-methoxy-1-benzo [b] furan (1) and 2, 3-E-2, 3-dihydro-2-( 3'-methoxy-4'-hydroxy-phenyl)-3-hydroxymethyl-5-( 3"-hydroxypropenyl)-7-O-beta-D-glucopyranosyl-1-benzo[b]furan (2), both of them which were the mixture of (+)2S,3R- and (-)2R,3S-type diastereoisomer and in both of them the amount of (+)2S,3R-type was a little more than that of the (-)2R,3S-type.

CONCLUSIONCompounds 1 and 2 were isolated from B. scorzonerifolium for the first time. (+)2S, 3R-2, 3-Dihydro-2-(3'-methoxy-4'-hydroxy-phenyl)-3-hydroxymethyl-5-(3"-hydroxypropenyl)-7-O-beta-D-glucopyranosyl-1-benzo[b] furan is a new compound.

Bupleurum ; chemistry ; Glycosides ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Molecular Conformation ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry

OBJECTIVETo investigate the chemical constituents from the whole plants of Senecio chrysanthemoides.

METHODConstituents were isolated by using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, and ODS C18, as well as reversed-phase HPLC. Structures of the isolates were identified by spectroscopic and chemical methods.

RESULTEighteen glycosides were obtained from a H2O-soluble portion of an ethanolic extract of the whole plants of Senecio chrysanthemoides and their structures were elucidated as 5'-methoxyligusinenoside B (1), hyuganoside III b (2), citrusin A (3), alaschanioside A (4), citrusin B (5), dehydrodieoniferyl alcohol 4, gamma'-di-O-beta-D-glucopyranoside (6), osmanthuside G (7), syringin (8), dehydrosyringin (9), 2-(4-hydroxy-3,5-dimethoxyphenyl) ethanol 4-O-beta-D-glucopyranoside (10), 2-phenylethyl beta-gentiobioside (11), phenethyl beta-D-glucopyranoside (12), nikoenoside (13), benzyl beta-D-glucopyranoyl (1 --> 6 ) -beta-D-glucopyranoside (14), 3,5-dimethoxy-4-hydroxybenzyl alcohol 4-O-beta-D-glucopyranoside (15), icariside B2 (16), sonchuionoside C (17), and 1-[(beta-D-glucopyranosyloxy) methyl] -5,6-dihydropyrrolizin-7-one (18).

CONCLUSIONCompound 1 was a new lignan glycoside, and the remaining compounds were obtained from this plant for the first time.

Chromatography ; methods ; Glycosides ; chemistry ; isolation & purification ; Lignans ; chemistry ; isolation & purification ; Plant Extracts ; chemistry ; Plants, Medicinal ; chemistry ; Senecio ; chemistry

AIMTo study the chemical constituents of the water-extracts of the pine needles of Pinus massoniana Lamb..

METHODSPine 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.).

RESULTSFour 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).

CONCLUSIONCompound I is a new compound, and compounds II, III and IV were isolated from this plant for the first time.

Lignans ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Pinus ; chemistry ; Plant Leaves ; chemistry ; Plants, Medicinal ; chemistry ; Umbelliferones ; chemistry ; isolation & purification