Six new abietane diterpenoids (1-6) and five undescribed iridoids (7-11) have been isolated from the aerial parts of Caryopteris mongolica. The intricate structural characterization of these compounds was meticulously undertaken using an array of advanced spectroscopic techniques. This process was further enhanced by the application of DP4+ probability analyses and electronic circular dichroism (ECD) calculations. Following isolation and structural elucidation, the cytotoxicity of these compounds was evaluated. Among them, compound 3 stood out, displaying significant cytotoxic activity against HeLa cells with an IC₅₀ value of 7.83 ± 1.28 μmol·L^-1. Additionally, compounds 1, 2, 4, 9, and 10 manifested moderate cytotoxic effects on specific cell lines, with IC₅₀ values ranging from 11.7 to 20.9 μmol·L^-1.
Humans ; Abietanes/chemistry* ; HeLa Cells ; Lamiaceae/chemistry* ; Circular Dichroism ; Diterpenes/chemistry* ; Molecular Structure

Chemical investigation of Imperata cylindrica led to the isolation of thirteen compounds using various chromatographic techniques. The structure of these compounds were identified as: three phenylpropanoids, 1-(3,4,5-trimethoxyphenyl)-1,2,3-propanetriol ( 1 ), 1-O-p-coumaroylglycerol (2), 4-methoxy-5-methyl coumarin-7-O-beta-D-glucopyranoside (3); four organic acids, 4-hydroxybenzene carboxylic acid(4), 3,4-dihydroxybenzoic acid (5), vanillic acid (6), 3, 4-dihydroxybutyric acid (7); one phenolic compound, salicin (8); and five triterpenes, namely, arundoin (9), cylindrin (10), fernenol (11), simiarenol (12), glutinone (13) by their physicochemical properties and spectral data analysis. Among them, compounds 1-8 were isolated from the genus Imperata for the first time.
Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Hydroxybenzoates ; chemistry ; isolation & purification ; Molecular Structure ; Poaceae ; chemistry ; Triterpenes ; chemistry ; isolation & purification ; Vanillic Acid ; chemistry ; isolation & purification

OBJECTIVETo study the chemical constituents from the aerial parts of Gelsemium elegans.

METHODCompounds were isolated and purified by repeated column chromatography, as well as semiprep arative HPLC, and their structures were identified by physicochemical properties and spectroscopic methods, such as NMR and MS.

RESULTSixteen compounds were obtained and identified from G. elegans, including nine alkaloids: koumine (1), gelsenicine (2), 19-(Z)-akuammidine (3), gelsemoxonine(4), gelsemin (5), gelsevirine (6), humantenine (7), 11-methoxygelsemamide (8) and gelegamine D (9). Three megastigmane glycosides: (3R, 5S, 6S, 7E, 9R)-megastigman-7-ene-3, 5, 6, 9-tetrol-9-O-beta-D-glucopyranoside (10), (6R, 7E, 9R)-9-hydroxy-4, 7-megastigmadien-3-one-9-O-[alpha-L-arabinopyranosyl-(1 --> 6)-beta-D-glucopyranoside] (11) and (6S, 7E, 9R) -6, 9-dihydroxy-4, 7-megastigmadien-3-one-9-O-[alpha-L-arabinopyranosyl-(1 --> 6) -beta-D-glucopyranoside] (12). Two flavone C-glycosides: orientin (13) and isorientin (14); one iridoid glycoside, sweroside (15) and one fructoside, n-butyl-alpha-D-fructofuranoside (16).

CONCLUSIONCompounds 10-16 were isolated from the genus Gelsemium for the first time.

Chromatography, High Pressure Liquid ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Gelsemium ; chemistry ; Mass Spectrometry ; Plant Components, Aerial ; chemistry

OBJECTIVETo investigate the alkaloids from Senecio scandens.

METHODCompounds were isolated with silica gel and Sephadex LH-20 column chromatography and their structures were determined by spectral analysis and chemical evidence. The hepatic cytotoxicity of isolated compounds was tested by MTT method in vitro.

RESULTSix alkaloids were obtained and identified as adonifoline (1), 7-angeloylturneforcidine (2), hordenine (3), 1, 3, 6, 6-tetramethyl-5, 6, 7, 8-tetrahydro-isoquinolin-8-one (4), 4-(pyrrolidin-2-one) -phenyl acetic acid (5), (4-pyrrolidinophenyl) acetic acid (6).

CONCLUSIONCompound 6 is a new natural product, compounds 3, 4 were obtained from the genus Senecio for the first time, compounds 2, 5 were obtained from this plant for the first time. Compound 1 showed significant growth inhibitory effect against hepatocyte at 100 micromol x L(-1).

Acetic Acid ; chemistry ; Alkaloids ; chemistry ; isolation & purification ; pharmacology ; Animals ; Cell Proliferation ; drug effects ; Cells, Cultured ; Chromatography, High Pressure Liquid ; methods ; Dextrans ; chemistry ; Hepatocytes ; Lactones ; isolation & purification ; metabolism ; pharmacology ; Mice ; Mice, Inbred ICR ; Pyrrolizidine Alkaloids ; isolation & purification ; metabolism ; pharmacology ; Senecio ; chemistry ; Silica Gel ; Tyramine ; analogs & derivatives ; isolation & purification ; pharmacology

OBJECTIVETo establish a high performance liquid chromatographic method for the determination of kirenol in Herba Siegesbeckiae Praeparata.

METHODThe analysis was carried out on a Boston Crest ODS column (4.6 mm x 250 mm, 5 microm) with gradient elution using acetonitrile-water as mobile phases. The flow rate was 1.0 mL x min(-1) and the detection wavelength was at 215 nm.

RESULTThe calibration curve was linear over the range of 0.0202-20.02 microg for kirenol. The correlation coefficient of the calibration curve was 0.99975. The average recovery was 99.62% with relative standard derivation (RSD) of 2.0%.

CONCLUSIONThe results showed that the method is simple, accurate and repeatable and it is suitable for the determination of kirenol in Herba Siegesbeckiae Praeparata.

Acetonitriles ; chemistry ; Adenosine ; analysis ; Asteraceae ; chemistry ; Carcinogens ; analysis ; Chromatography, High Pressure Liquid ; methods ; Drugs, Chinese Herbal ; chemistry ; Quality Control ; Sweetening Agents ; analysis

OBJECTIVETo develop identification and assay methods of Franchet groundcherry.

METHODTLC method was used to identify of physalin L in the sample using high performance silica gel G plate and a mixture of chloroform-acetone-methanol (25:1:1) as a developing solvent. In the chromatogram, physalin L showed a distinct fluorescence spot under UV 365 nm with good separation. In the HPLC method, luteoloside was separated on a Venusil XBP C18 (4.6 mm x 250 mm, 5 microm) column with acetonitrile-0. 2% phosphoric acid (20:80) as the mobile phase with flow rate of 1 mL x min(-1). The detection wavelength was set at 350 nm.

RESULTFor the HPLC quantitation method, the calibration curve of luteoloside displayed ideal linearity over the range of 0.50-249.40 mg x L(-1) with the regression equation of Y = 55,313X + 3.1641 (r = 1.000). The average recovery of luteoloside was 98.79% with a RSD of 1.1%. And the intra-day and inter-day precisions were less than 2%.

CONCLUSIONThe TLC identification and HPLC determination were sensitive, reliable and repeatable and can be applied for the quality evaluation and assessment of Franchet Groundcherry Calyx.

Bignoniaceae ; chemistry ; Chromatography, High Pressure Liquid ; Chromatography, Thin Layer ; Drugs, Chinese Herbal ; analysis ; Oligosaccharides ; analysis ; Reproducibility of Results

The qualitative and quantitative methods for the quality evaluation of Alpiniae Katsumadai Semen were established. Alpinetin, pinocembrin, cardamonin and alnustone in the sample were identified by TLC. The contents of them were determined by HPLC. The separation was performed on a Ultimate XB-C18 column (4.6 mm x 250 mm, 5 microm) at 30 degrees C using a gradient elution consisting of mobile phase A (water) and mobile phase B (MeOH). The detection wavelength was 300 nm. The TLC method was suitable for the identification of alpinetin, pinocembrin, cardamonin and alnustone. The linear ranges of the four reference compounds were 25.5-509 (r = 0.9999), 24.9-498 (r = 0.9999), 26.1-521 (r = 0.9999), 50.2-1003 ng (r = 0.9999), respectively. The average recoveries (n=9) of the four components were 97.95%, 97.36%, 97.50%, 98.02%, RSD < 1.9%. Nine samples were analyzed by the established methods. The results indicate that, the methods are simple, accurate, sensitive and reliable for quality evaluation of Alpiniae Katsumadai Semen.
Alpinia ; chemistry ; Chromatography, High Pressure Liquid ; Drugs, Chinese Herbal ; analysis ; Reproducibility of Results

To improve the quality control specification of Perillae Fructus, the identification methods and assay were developed. Rosmarinic acid, luteolin and apigenin in the sample were identified by TLC. The content of rosmarinic acid was determined by HPLC. The linear calibration curve of rosmarinic acid was obtained in the ranges of 19.4-194.2 g x L(-1) (R2 = 0.9999). The arerage coveriy (n=9) for the assay was 99.8% (RSD 3.6%). The established methods are accuracy, sensitivity and reproducible, and can be used for the quality control of Perillae Fructus.
Apigenin ; analysis ; Chromatography, High Pressure Liquid ; Chromatography, Thin Layer ; Cinnamates ; analysis ; Depsides ; analysis ; Luteolin ; analysis ; Perilla frutescens ; chemistry ; Reproducibility of Results

To study the chemical constituents of Cirsium setosum (Willd.) MB., 70% ethanol extract of the aerial parts was subjected to column chromatography. One new phenylpropanoid glycoside, sinapyl alcohol 9-O-(E)-p-coumaroyl-4-O-beta-D-glucopyanoside (1) was isolated, along with three known compounds: lycoperodine-1 (2), apigenin-7-O-(6"-(E)-p-coumaroyl)-beta-D-galactopyranoside (3) and quercetin (4). The structures were elucidated on the basis of spectral and chemical evidence. Compound 2 was obtained from Cirsium genus for the first time, compounds 3 and 4 were obtained from this plant for the first time.

To investigate the chemical constituents of Psidium Guajava L, the EtOH/H2O extract of the fresh leaves was subjected to various chromatography. Five constituents with galloyl moiety were isolated and elucidated as 1-O-(1, 2-propanediol)-6-O-galloyl-beta-D-glucopyranoside (1), gallic acid (2), ellagic acid (3), ellagic acid-4-O-beta-D-glucopyranoside (4) and quercetin-3-O-(6"-galloyl) beta-D-galactopyranoside (5) by spectroscopic methods, including 2D NMR and HR-ESI-MS spectrometry as well as by comparison with published data. Compounds 4 and 5 were obtained from P. guajava for the first time, and compound 1 is a new polyhydroxyl compound.