OBJECTIVETo study the chemical constituents from the 60% ethanol extract of Corydalis yanhusuo.

METHODThe chemical constituents were separated and purified by various chromatographic techniques, and their structures were elucidated by chemical evidence and spectroscopic analysis.

RESULTNine alkaloids were obtained and determined as 7-formyldidehydroglaucine (1), nantenine (2), (+)-O-methylbulbocapnine (3), d-corydaline (4), tetrahydrocoptisine (5), 8-oxocoptisine (6), palmatine (7), tetrahydropalmatine (8), and dehydrocorydaline (9), respectively.

CONCLUSIONCompound 1 was obtained from natural products for the first time, and its NMR data were firstly reported. Compound 3 was reported from Papaveraceae for the first time, and compound 6 was firstly reported from Corydalis yanhusuo.

Alkaloids ; chemistry ; Corydalis ; chemistry ; Drugs, Chinese Herbal ; chemistry

Corydalis hendersonii(CH) is a Tibetan folk medicine with the functions of clearing heat, detoxifying, cooling blood, checking diarrhea, and lowering blood pressure. It is often used to treat high altitude polycythemia, vasculitis, peptic ulcer, and diarrhea. Nine compounds were separated from the ethanol extract of CH by silica gel, ODS, Sephadex LH-20 chromatography and semi-preparative HPLC. Their structures were identified as hendersine H(1),hendersine I(2), dehydrocheilanthifoline(3), protopine(4), izmirine(5), 6,7-methylenedioxy-1(2H)-isoquinolinone(6), icariside D_2(7), ethyl 4-(β-D-glucopyranosyloxy)-3-methoxybenzoate(8), 3-hydroxy-4-methoxybenzoic acid(9), respectively, by the spectroscopic data analysis and comparison with those in the literature. Among them, compounds 1 and 2 are new isoquinoline alkaloids, and compounds 7-9 are reported the first time for Corydalis. The hypoglycemic model of H9c2 cardiomyocytes and the inflammatory model of H9c2 cardiomyocytes induced by conditional supernatant were employed to determine the activities of the above compounds. The results showed that 20 μmol·L~(-1) compound 1 had a protective effect on H9c2 cardiomyocytes and 10 μmol·L~(-1) compounds 4 and 5 inhibited H9c2 cardiomyocyte inflammation induced by conditional supernatant.
Humans ; Corydalis/chemistry* ; Alkaloids/chemistry* ; Inflammation ; Spectrum Analysis ; Isoquinolines/pharmacology*

Ten phenylpropanoid amides were isolated from the whole plants of Corydalis edulis Maxim. by various of column chromatographies including silica gel, Sephadex LH-20, and ODS. Their structures were identified on the basis of physicochemical properties, MS, NMR, and IR spectroscopic data. These compounds were identified as N-trans-sinapoyl-3-methoxytyramine-4'-O-β-glucoside(1), N-trans-sinapoyl-3-methoxytyramine(2), N-trans-sinapoyltyramine(3), N-trans-p-coumaroyltyramine(4), N-trans-sinapoyl-7-hydroxytyramine(5), N-cis-feruloyltyramine(6), N-cis-p-coumaroyltyramine(7), N-trans-feruloyltyramine(8), N-trans-feruloyl-3-methoxytyramine(9), and N-trans-feruloyl-7-hydroxytyramine(10). Compound 1 is a new compound. Compounds 2-7 are obtained from the plants of Papaveraceae for the first time, while compounds 8-10 are firstly isolated from C. edulis.
Amides ; analysis ; Corydalis ; chemistry ; Glucosides ; analysis ; Phytochemicals ; analysis ; Tyramine ; analysis

This paper established a near-infrared spectroscopy quantitative model for simultaneous quantitative analysis of coptisine hydrochloride, dehydrocorydaline, tetrahydropalmatine, corydaline and glaucine in Corydalis Rhizoma. Firstly, the chemical values of the five components in Corydalis Rhizoma were determined by the reversed-phase high performance liquid chromatography (RP-HPLC) with UV detection. Then, the quantitative calibration model was established and optimized by fourier transformation near-infrared spectroscopy (NIRS) combined with partial least square (PLS) regression. The calibration model was evaluated by correlation coefficient (r), the root-mean-square error of calibration (RMSEC) and the root mean square of cross-validation (RMSECV) of the calibration model, as well as the correlation coefficient (r) and the root mean square of prediction (RMSEP) of prediction model. For the quantitative calibration model, the r, RMSEC and RMSECV of coptisine hydrochloride, dehydrocorydaline, tetrahydropalmatine, corydaline and glaucine were 0.941 0, 0.972 7, 0.964 3, 0.978 1, 0.979 9; 0.006 7, 0.003 5, 0.005 9, 0.002 8, 0.005 9; and 0.015, 0.011, 0.020, 0.010 and 0.022, respectively. For the prediction model, the r and RMSEP of the five components were 0.916 6, 0.942 9, 0.943 6, 0.916 7, 0.914 5; and 0.009, 0.006 6, 0.007 5, 0.006 9 and 0.011, respectively. The established near-infrared spectroscopy quantitative model is relatively stable, accurate and reliable for the simultaneous quantitative analysis of the five alkaloids, and is expected to be used for the rapid determination of the five components in crude drug of Corydalis Rhizoma.
Alkaloids ; chemistry ; Corydalis ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Quality Control ; Rhizome ; chemistry ; Spectroscopy, Near-Infrared ; methods

OBJECTIVETo study the alkaloid constituents of Corydalis adunca.

METHODThe constituents were isolated on silica gel column and their structures were elucidated by IR, NMR, MS data.

RESULTFour alkaloid compounds were isolated from alcohol extract of the herb of C. adunca, and identified as tetrahydropalmatine, 1, 2, 3, 4-tetrahydro-6-methoxy-1-(4'-methoxyphenyl) methyl-7-isoquinolinol, coptisine and palmatine.

CONCLUSIONFour compounds were isolated from C. adunca for the first time.

Berberine ; analogs & derivatives ; chemistry ; isolation & purification ; Berberine Alkaloids ; chemistry ; isolation & purification ; Corydalis ; chemistry ; Plants, Medicinal ; chemistry

OBJECTIVETo establish the HPLC fingerprint of anti-myocardial ischemia fraction of Corydalis yanhusuo, and to investigate its chemical constituents by LC-MS-MS.

METHODThe separation was performed at 30 degrees C on a Dikma Diamonsil C18 column (4.6 mm x 250 mm, 5 microm) by isocratic elution with acetonitrile-water (23:77) (containing 0.8% acetic acid and 0.2% triethylamine) as the mobile phase at a flow rate of 1.0 mL x min(-1), with UV detection at 335 nm.

RESULTA satisfactory fingerprint was obtained by HPLC method, 12 common peaks were selected as the fingerprint peaks, and 8 among them were identified according to the chromatographic behavior and mass spectroscopic data by comparison with those of authentic standard.

CONCLUSIONThis method is simple, sensitive and reliable, can be used to investigate the chemical constituents of anti-myocardial ischemia fraction of C. yanhusuo and control the quality.

Chromatography, High Pressure Liquid ; Corydalis ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Tandem Mass Spectrometry

OBJECTIVETo isolate and purify corynoline and acetylcorynoline from Corydalis bungeana and develop a reversed-phase HPLC method of determining the two components in C. bungeana.

METHODAlkaloids were isolated from the ethanolic extract with column gel chromatography, and identified on the basis of spectral analysis (UV, 1H-NMR, 13C-NMR) and physicochemical properties. For quantitative analysis of the two components, samples were separated on an ODS column with mobile phase of methanol-15 mmol.L-1 potassium dihydrogen phosphate/potassium phosphate dibasic (pH 6.70, 70:30). The flow rate was 0.8 mL.min-1, and the detection was set at 289 nm.

RESULTThe purity was 99.5% and 99.1% for corynoline and acetylcorynoline respectively. The calibration curves were linear in the range of 6.9-110.4 mg.L-1 corynoline and 8.7-139.5 mg.L-1 acetylcorynoline. The RSD was 2.1% and 2.7%, and the average recovery was 97.3% and 97.2% respectively.

CONCLUSIONThe method of isolating and purifying corynoline and acetylcorynoline from Corydalis bungeana and the HPLC method of simultaneous determination of the two components have been developed. The HPLC method is simple, easy to perform and applicable to the content determination of corynoline and acetylcorynoline in C. bungeana of various origins.

Berberine Alkaloids ; analysis ; isolation & purification ; Chromatography, High Pressure Liquid ; methods ; Corydalis ; chemistry ; Plants, Medicinal ; chemistry

OBJECTIVETo study the water-soluble non-alkaloid chemical constituents of Corydalis yanhusuo.

METHODThe 80% alcohol extracts of C. yanhusuo passed through DA201 macroporous resin. Eluted fractions were collected and passed though 732 # cation exchange resin. Water eluate was collected, dried and derived with trimethylsilane. Gas Chromatography/Mass Spectrometry and NIST 2005 library were adopted for MS/MS mass spectrogram to infer the compound structure.

RESULTSixteen compounds were tentatively identified from about fifty peaks detected by GC-MS and identified as hydroxyl and carboxyl polar compounds.

CONCLUSIONThese sixteen compounds were found for the first time in C. yanhusuo. The results provide scientific basis for in-depth development of C. yanhusuo.

Corydalis ; chemistry ; Gas Chromatography-Mass Spectrometry ; methods ; Solubility ; Trimethylsilyl Compounds ; chemistry

OBJECTIVETo establish a quantitative HPLC method for determination of protopine, palmatine hydrochloride, bicuculline and tetrahydropalmatine, in Corydalis decumbens.

METHODThe separation was performed on a ZORBAX Eclipse XDB-C18 column (4.6 mm x 150 mm, 5 microm) at a flow rate of 1.0 mL x min(-1) using mixtures of two solvents [A(20 mmol x L(-1) ammonium acetate)-B(acetonitrile)]: with a gradient elution. The column oven temperature was 30 degrees C and the detection wavelength was set at 280 nm.

RESULTThe 4 alkaloids were well separated by this HPLC method. Linearifies of protopine, palmatine hydrochloride, bicuculline and tetrahydropalmatine were good in the ranges of 1.44-46.0 (r = 0.999 4), 1.2640.2 (r = 0.999 8), 1.37-44.0 (r = 0.999 9), and 1.3643.6 mg x L(-1) (r = 0.999 9), respectively. The average recoveries were 98.2% with RSD 2.7% for protopine, 101.9% with RSD 2.5% for palmatine hydrochloride, 102.8% with RSD 3.5% for tetrahydropalmatine, and 98.8% with RSD 3.1% for tetrahydropalmatine.

CONCLUSIONThis method is proved to be convenient, reliable and accurate., and it can be used for quality control of C. decumbens.

Alkaloids ; analysis ; Chromatography, High Pressure Liquid ; Corydalis ; chemistry ; Drug Stability ; Plants, Medicinal ; chemistry ; Reproducibility of Results

Through literature research and standard retrieval, Corydalis-derived medicinal materials, the origins, and related standards were summarized. Finally, 27 medicinal materials were screened out, involving 71 species(varieties). Among them, only 11 are recorded in Chinese Pharmacopoeia(2020), National Standard for Chinese Patent Drugs·Tibetan Medicine, Tibetan Medicine Standards, and other local standards, including Corydalis Bungeanae Herba and Corydalis Herba. The names and original plants of the medicinal materials are different in different standards, and the phenomena of "same medicinal material with different names" and "same name for different medicinal materials" are prominent. Most standards only include the traits, microscopic identification, and physico-chemical property identification, with unsound quality criteria. Thus, efforts should be made to strengthen the sorting of Corydalis medicinal plants, herbal textual research, and investigation of the resources and utilization. Moreover, via modern techniques, the chemical components and medicinal material basis of different original plants should be explored and sound quality standards should be established to improve the safety and quality of Corydalis-derived medicinal materials. Summarizing Corydalis medicinal plants, Corydalis-derived medicinal materials, and related standards, this study is expected to provide a reference for the standard formulation, quality evaluation, expansion of drug sources, and rational development and utilization of Corydalis resources.
Corydalis ; Drugs, Chinese Herbal/chemistry* ; Medicine, Chinese Traditional ; Medicine, Tibetan Traditional ; Plants, Medicinal/chemistry* ; Reference Standards