ABSTRACT
The present study established the ultra-high performance liquid chromatography-tandem mass spectrometry(UPLC-MS/MS) method for simultaneous determination of the content of eight major active components in Caesalpinia decapetala and performed the quality evaluation of C. decapetala from different habitats with the chemical pattern recognition. The analysis was carried out on a Waters BEH C_(18) column(2.1 mm×100 mm, 1.7 μm) at 40 ℃, with the mobile phase of water containing 0.1% formic acid(A) and acetonitrile containing 0.1% formic acid under gradient elution, the flow rate of 0.3 mL·min~(-1), and the injection volume of 1 μL. The electrospray ionization(ESI) source in the negative mode and multiple reaction monitoring(MRM) were used for MS quantitative analysis. The content results were analyzed by the hierarchical cluster analysis(HCA) and principal component analysis(PCA) for the evaluation of the quality difference. Eight components showed good linear relationships within their respective concentration ranges(r>0.999), with the average recoveries of 96.85%-103.4% and RSD of 0.52%-2.8%. The analysis results showed that the quality of samples from different batches was different. The samples were classified into three clusters by HCA and PCA. The method is simple, sensitive, accurate, and efficient, and can be used for the quality evaluation of C. decapetala.
Subject(s)
Caesalpinia , Chromatography, High Pressure Liquid , Chromatography, Liquid , Principal Component Analysis , Tandem Mass SpectrometryABSTRACT
The present study investigated the chemical constituents of Caesalpinia decapetala in the Fabaceae family. The chemical constituents were isolated and purified by chromatographies with silica gel, RP-C_(18), Sephadex LH-20, and preparative HPLC, and their structures were determined based on the spectroscopic data and physicochemical properties, as well as relevant references. Three pairs of new dibenzoxocin derivatives were isolated from 70% ethanol extract of C. decapetala and identified as protosappanoside A(1 a), isoprotosappanoside A(1 b), protosappanoside B(2 a), isoprotosappanoside B(2 b), protosappanoside C(3 a), and isoprotosappanoside C(3 b), respectively.
Subject(s)
Caesalpinia , Chromatography, High Pressure Liquid , Ethanol , Molecular Structure , Plant ExtractsABSTRACT
OBJECTIVE：To estab lish a method that can comprehensively and rapidly analyze the chemical compositions of Miao medicine Caesalpinia decapetala，and to providing reference for quality control and pharmacodynamic material basis study of C. decapetala . METHODS ：UPLC-Q-TOF-MS/MS was adopted . The determination was performed on Agilent SB-C 18 column with mobile phase consisted of 0.1％ formic acid solution- 0.1％ formic acid acetonitrile （gradient elution ）at the flow rate of 0.25 mL/min. The column temperature was 30 ℃，and sample size was 2 µL. ESI source was applied in negative and positive scanning ion mode and data collection range of m/z 50-1 500. The capillary voltage was 4.5 kV，the atomizing gas （nitrogen）pressure was 1.2 Bar， the solvent removal gas was nitrogen ，the flow rate of solvent removal gas was 8 L/min and the solvent removal gas temperature was 200 ℃. Data Analysis 4.2 software was adopted to analyze fragment ion information of each peak ，and identify chemica l compositions on the basis of relevant literature and mass spectograms of reference substance. RESULTS ：Under positive ion mode ， 9 chemical compounds were identified ；peak 1，2，3，4，5，6，7，8，9 were catechin ，protohematoxylin B ，epicatechin，ethyl gallate，quercetin，luteolin，3-deoxy-hematoxylin chalcone ， isoliquiritigenin and linoleic acid. Under negative ion mode ， U1812403）， totally 21 peaks were confirmed and 13 compounds were identified；peak 3，4，5，6，7，8，9，10，11，12，13，15， 21 were catechins ， brevifolin carboxylic acid ， proto- hematoxylin B ，epicatechin，ethyl gallate ，epicatechin gallate ， quercetin，resveratrol，hematoxylin，luteolin，3-deoxy-hema- toxylin， isoliquiritigenin， linoleic acid. CONCLUSIONS UPLC-Q-TOF-MS/MS method is established successfully for analysis of chemical compositions in C. decapetala .
ABSTRACT
OBJECTIVE: To study the phenolic constituents from Caesalpinia decapetala (Roth) Alston. METHODS: The ethanol crude extract of C. decapetala was fractionalized by using petroleum ether and chloroform. The chloroform part was isolated by a series of chromatography methods, and the structures of purified compounds were elucidated by their physicochemical properties and spectroscopic data. RESULTS: Eleven phenolic compounds were isolated and identified as methyl 2,3,5-trihydroxybenzoate (1), protocatechuic acid methyl ester (2), N-trans-feruloyl tyramine (3), trichostachine (4), cinnamylpiperidine (5), gallic acid (6), methyl 3,4,5-trihydroxybenzoate (7), ethyl 3,4,5-trihydroxybenzoate (8), resveratrol(9), 3,4,3',5'-tetrahydroxydistyrene (10), and protosappanin A (11). CONCLUSION: Compounds 1-5 are isolated from this plant for the first time.
ABSTRACT
Objective: To study the chemical constituents from the medicinal herb of Caesalpinia decapetala. Methods: Silica gel and Sephadex LH-20 column chromatography techniques were used as pretreatments for ethanol extract of the seeds of C. decapetala, and then semi-preparative HPLC technique was used. Results: Eight cassane diterpenes were isolated from the chloroform extract of C. decapetala. According to NMR, ESI-MS, and CD spectrum data, they were identified as 1α,6α,7β-triacetoxy-14α-methoxy- vouacapen-5α-ol (1), caesalmin F (2), neocaaesalpin MP (3), 1-deacteoxy-1-oxocaesalmin C (4), neocaesalpin AA (5), bonducellpin C (6), bonducellpin E (7), and neocaaesalpin N (8). Conclusion: Compound 1 is a new compound and named as caediterpene A, compound 1-2 are a pair of epimeric diterpenes, and compounds 3-7 are obtained for the first time from the seeds of C. decapetala.
ABSTRACT
Objective According to the folk application, the chemical constituents of the seeds of Caesalpinia decapetala were studied. Methods Silica gel and Sephadex LH-20 column chromatography techniques were used as pretreatments for ethanol extract of the seeds of C. decapetala, and then semi-preparative HPLC technique was used. Structures were identified by NMR and MS spectra. Results Five cassane-type diterpenes were isolated from the chloroform extract of C. decapetala. According to NMR and MS spectra data, the isolated compounds were identified as caesalmin F1 (1), α-caesalpin (2), caesalmin F (3), caesalmin C (4), and caesalmin E (5). Conclusion Compound 1 is a new compound, and compounds 1, 4 and 5 are isolated for the first time from C. decapetala. Compounds 1, 4 and 5 show moderate anti-tumor activity against HeLa cells with IC50 values of 64.3, 42.9, and 81.2 μmol/L, respectively.
ABSTRACT
Objective: To study the chemical constituents from the seeds of Caesalpinia decapetala. Methods: The constituents were isolated and purified by silica gel chromatography repeatedly, and the structures were identified by spectral analyses. Results: One new cassane diterpene was isolated from the seeds of C. decapetala and its structure was identified as 1α, 2α-diacetoxy-14β-carboxymethyl-7β-hydroxyl-vouacapen-5α-ol (1). Conclusion: Compound 1 is a new cassane diterpene named as caesaldecape C.
ABSTRACT
Four casssane diterpenes were isolated from the ethanol extract of the seeds of Caesalpinia decapetala (Fabaceae), with a combination of various chromatographic approaches, including silica gel, Sephadex LH-20, reverse phase C18 and so on. On the basis of spectroscopic data analysis, they were identified as caesalpinin MQ (1), neocaesalpin N (2), caesalmin F (3) and α-caesalpin (4). Among them, compound 1 is a new diterpene, compounds 2-4 were isolated for the first time from the plant of C. decapetala.