ABSTRACT
Objective To study the chemical constituents from the leaves of Styrax japonicus. Methods Seventeen compounds including nine phenylpropanoids and seven other constituents were isolated from the chloroform fraction of the 70% ethanol extract of leaves of S. japonicus, using column chromatography over silica gel and Sephadex LH-20 as well as the method of recrystallization. Results On the basis of physical and chemical properties combined with spectral data analysis, their structures were elucidated as nectandrin B (1), stigmasterol (2), matteucinol (3), eupomatenoid-7 (4), β-stigmasterol (5), dehydrodiisoeugenol (6), 4-oxo- 4[(3β,22E)-stigmasta-5,22-dien-3-yloxy] butanoic acid (7), 4-(3-methory-4-hydroxy) pheny-3-methyl-3-buten-2-one (8), ursolic acid (9), vanillic acid (10), (+)-(7S,8R,8’R)-4,8’-dihydroxy-3-methoxy-1’,2’,3’,4’,5’,6’-hexanorligna-7,7’-lactone (11), (+)-(7S,8R)-4- hydroxy-3-methoxy-1’,2’,3’,4’,5’,6’,7’-heptanorlign 8’-one (12), (2S,3R’)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy- 5-(2-propen-1-yl)-3-benzofuranmethanol (13), vanillin (14), (E)-p-coumaric acid (15), and dihydrokaempferol (16). Conclusion Compounds 1, 3-16 are isolated from this plant for the first time.
ABSTRACT
In order to evaluate the quality of Styrax more comprehensively,this study attempted to establish an HPLC wavelength switching method to simultaneously determine the content of seven compounds in Styrax,and chemometrics were used to analyze the quality difference between different sources of Styrax,and finally establish a characteristic chromatogram of Styrax. The column was Agilent ZORBAX Extend C18( 4. 6 mm×250 mm,5 μm) with phase a mixture of acetonitrile-0. 1% phosphoric acid aqueous solution as the mobile phase in a gradient elution procedure; the detection wavelength was set as follows: 0-13. 5 min,194 nm( benzoic acid);13. 5-20. 5 min,278 nm( cinnamic acid); 20. 5-32 min,194 nm( benzyl benzoate,benzyl cinnamate,cinnamyl cinnamate,dehydroabietic acid); 32-55 min,241 nm( abietic acid). The methodological verification results showed that when the injection masses of benzoic acid,cinnamic acid,benzyl benzoate,benzyl cinnamate,cinnamyl cinnamate,dehydroabietic acid and abietic acid were0. 006 948-0. 694 8,0. 001 426-0. 142 6,0. 013 16-0. 658 0,0. 006 148-0. 614 8,0. 008 035-0. 803 5,0. 002 121-0. 212 1,and0. 010 172-1. 017 2 μg,respectively,there were good linear relationship between injection mass and peak area. The average recovery rates of seven compounds were in the range from 94. 34% to 105. 8%,and all RSD were less than 3. 0%( n = 6). The methodological verification results showed that the developed HPLC wavelength switching method has good accuracy and repeatability. The results of the sample analysis showed that the quality of Styrax from different sources was quite different. The chromatogram of Styrax reference material( S1) was used as the reference chromatogram to calculate the fingerprint similarity of each batch of samples. The results showed that the similarities of samples S2-S10 were 0. 952,0. 949,0. 981,0. 351,0. 751,0. 969,0. 979,0. 992 and 0. 971,respectively.The similarity values of other batches samples were satisfactory,except for sample S5 and S6,indicating that the quality difference among these samples is small. The similarity values of S11-S20 were 0. 060,0. 055,0. 054,0. 285,0. 092,0. 002,0. 044,0. 044,0. 044,and 0. 040,respectively. The results showed that compared with the sample S1,there was a large quality difference among S11-S20. Based on the chromatograms of S1-S10,the HPLC characteristic chromatograms of Styrax was established and the purpose is to give reference to other pharmaceutical researchers. The newly developed HPLC wavelength switching method have the advantages of simplicity,reproducibility and specificity,and the developed HPLC characteristic chromatograms provided a reference method for the overall quality evaluation of Styrax.
Subject(s)
Chromatography, High Pressure Liquid , Drugs, Chinese Herbal , Phytochemicals , Quality Control , Reproducibility of Results , Styrax , ChemistryABSTRACT
This study was aimed to explore the in vitro antibacterial,anti-inflammatory and antitussive effects of water extract of Styrax japonicus leaves and to verify its concerning efficacies.In vitro antibacterial,anti-inflammatory and antitussive effects were observed by in vitro antibacterial experiment,cotton ball implantation,carrageenan-induced paw edema together with xylene-induced ear edema experiments with rats or mice,and ammonia hydroxide-induced coughing experiment,respectively.The results showed that water extract of Styraxjaponicus leaves can inhibit the growth of Escherichia coli,Klebsiella pneumoniae,Salmonella and Staphylococcus aureus except candida albicans.Its high-dose group can reduce the weight of cotton ball granuloma in rats obviously.And its low-dose and high-dose groups can inhibit carrageenan-induced paw edema apparently.Meanwhile,its low-dose and high-dose groups can improve xylene-induced ear edema distinctively.Its low-dose and high-dose groups can evidently prolong the ammonia hydroxide-induced coughing incubation periods.And all groups can reduce coughing times.It was concluded that the water extract of Styrax japonicus leaves coincided with the relative clinical efficacy of traditional Chinese medicine (TCM) and provided experimental evidences for its clinical application to some degree.
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Objective: To compare l-Borneolum, Borneolum, Borneolum Syntheticum, Styrax, and Benzoinum for regulating the physiological index of node and strength in a rat model of lipopolysaccharide (LPS)-induced fever in parallel based on the overall concept of tradition Chinese medicine (TCM) and the idea of dynamic view. Methods: The influence of resuscitation inducing aromatic herbs on rats with normal activities of body temperature (T), heart rate (HR), blood pressure (SBP and DBP), activity (A), and other physiological parameters were dynamically monitored by DSI implantable physiological signal telemetry technology. The data were processed and mapped by SPSS 17.0, SAS 9.2, and OriginPro 8.5. Results: Three kinds of borneol showed inhibitory effect on T and HR of model rats, and l-Borneolum had the optimal inhibitory effect; Styrax showed the excitation-inhibition trend on HR, SBP, DBP, and A of model rats; Benzoinum had no obvious effect on each index. The results of principal component analysis showed that Borneolum and Styrax had the same orientation in model rats; Borneolum Syntheticum could simultaneously affect A, SBP, and DBP. Cluster analysis and correspondence analysis showed that characteristics of three kinds of borneol can be classified as the same kind; Benzoinum and Styrax had their own affect rules. Conclusion: The three kinds of drugs have inhibitory effect on each physiological index; Styrax has the excitation-inhibition trend, which is related to the previous understanding of its time-window; Benzoinum has no effect on model rats, which is related to its evenness. The future research can be expanded on the mechanism of resuscitation drugs on rats with LPS-induced fever.
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Objective: To study the chemical constituents from the stem bark of S. perkinsiae. Methods: The chemical constituents were separated and purified by chromatographic methods after solvent extraction and were identified by spectroscopic analyses. Results: Ten lignans were isolated from the stem bark of S. perkinsiae and identified as following: obassioside B (1), lariciresinol 4-O-β-D-glucoside (2), (-)-secoisolariciresinol 4-O-β-D-glucopyranoside (3), lariciresinol 4′-O-β-D-glucoside (4), lanicepside A (5), isolariciresinol 4-O-β-D-glucopyranoside (6), (+)-lariciresinol 9-O-β-D-glucopyranoside (7), isotachioside (8), 2R*, 3S*-dihydro-dehydrodiconiferyl alcohol 4′-O-β-D-glucopyranoside (9), and pinoresinol (10). Conclusion: Eight compounds (2-9) are isolated from the plants of Styrax Linn. for the first time.
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The antibacterial activity of the compounds egonol (1) and homoegonol (2), of the crude ethanolic extract of Styrax pohlii (Styracaceae) aerial parts (EE), and of its n-hexane (HF), EtOAc (EF), n-BuOH (BF), and hydromethanolic (HMF) fractions was evaluated against the following microorganisms: Streptococcus pneumoniae (ATCC 6305), S. pyogenes (ATCC 19615), Haemophilus influenzae (ATCC 10211), Pseudomonas aeruginosa (ATCC 27853), and Klebsiella pneumoniae (ATCC 10031). The broth microdilution method was used for determination of the minimum inhibitory concentration (MIC) during preliminary evaluation of antibacterial activity. The EE yielded MIC values of 400 µg/mL for S. pneumoniae and P. aeruginosa and 300 µg/mL for H. influenzae. The HF and EF fractions exhibited enhanced antibacterial activity, with MIC values of 200 µg/mL against S. pneumoniae, but only EF displayed activity against H. influenzae (MIC 200 µg/mL). The best MIC value with compounds 1 and 2 (400 µg/mL) was obtained for (1) against S. pneumoniae and P. aeruginosa. Therefore, 1 exhibited weak antibacterial activity against these standard strains.
As atividades antimicrobianas das substâncias egonol (1) e homoegonol (2), do extrato etanólico das partes aéreas de Styrax pohlii (Styracaceae) (EE), bem como das frações n-hexano (HF), AcOEt (EF), n-BuOH (BF) e hidrometanólica (HMF) foram avaliadas frente aos seguintes microorganismos: Streptococcus pneumoniae (ATCC 6305), S. pyogenes (ATCC 19615), Haemophilus influenzae (ATCC 10211), Pseudomonas aeruginosa (ATCC 27853) e Klebsiella pneumoniae (ATCC 10031). O método de microdiluição em caldo foi utilizado para a determinação da concentração inibitória mínima (CIM) na avaliação preliminar da atividade antimicrobiana. EE mostrou valores de CIM de 400 µg/mL para S. pneumoniae e P. aeruginosa, e 300 µg/mL para H. influenzae. As frações HF e EF apresentaram melhora na atividade antimicrobiana, com valores de CIM de 200 µg/mL frente S. pneumoniae, mas apenas EF apresentou ação contra H. influenzae (200 µg/mL). Em relação às substâncias 1 e 2, o melhor valor de CIM (400 µg/mL) foi obtido por 1 frente a S. pneumoniae e P. aeruginosa, que exibiu fraca atividade antimicrobiana contra estas cepas padrões.