1.Analysis of volatile constituents and chemical relationship of cultivated and wild Angelica dahurica.
En Wei TIAN ; Xin CHENG ; Yin Rong LIU ; Jian Ling CHEN ; Zhi CHAO
Journal of Southern Medical University 2022;42(3):360-366
OBJECTIVE:
To determine the volatile constituents and their contents in the roots of 5 cultivated Angelica dahurica and one wild A. dahurica and analyze the chemical relationship among the plants of A. dahurica.
METHODS:
The essential oil was extracted from the roots of 5 cultivated plants of Angelica dahurica and one wild A. dahurica by water steam distillation. Gas chromatography-mass spectrometry (GC-MS) was used to separate and identify all the volatile oil components in the extracts, and their relative contents were calculated with area normalization method. We also conducted clustering analysis and principal component analysis of the volatile oil components.
RESULTS:
We identified a total of 81 compounds from the roots of the 6 plants of Angelica dahurica, including 27 in Chuanbaizhi (Angelica dahurica cv. 'Hangbaizhi'), 34 in Hangbaizhi (Angelica dahurica cv. 'Hangbaizhi'), 24 in Qibaizhi (Angelica dahurica cv. 'Qibaizhi'), 32 in Yubaizhi (Angelica dahurica cv.'Qibaizhi'), 28 in Bobahizhi (Angelica dahurica cv.'Qibaizhi'), and 34 in Xinganbaizhi (Angelica dahuirca). These compounds included, in the order of their relative contents (from high to low), alkanes, olefins, esters, organic acids and alcohols. Among the common components found in the roots of all the plants of A. dahurica, nonylcyclopropane, cyclododecane and hexadecanoic acid were identified as the volatile oil components that showed the highest relative contents. Clustering analysis of the volatile oil components showed that wild Angelica dahurica (Xing'anbaizhi) and the 5 cultivated Angelica dahurica (Chuanbaizhi, Hangbaizhi, Qibaizhi, Yubaizhi, Bobaizhi) could be divided into two groups, and the cultivated Angelica dahurica could be divided into two subgroups: Chuanbaizhi, Yubaizhi and Hangbahizhi were clustered in one subgroup, and Qibaizhi and Bobaizhi in another. The results of principal component analysis was consistent with those of clustering analysis.
CONCLUSION
The main volatile oil components and their contents vary among the 6 plants of A. dahurica. Nonylcyclopropane, cyclododecane and hexadecanoic acid are the most abundant volatile oil components in all the plants of A. dahurica, which can be divided into two clusters.
Angelica/chemistry*
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Gas Chromatography-Mass Spectrometry
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Oils, Volatile/analysis*
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Palmitic Acid/analysis*
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Plant Roots/chemistry*
2.Analysis of supercritical fluid extracts of Radix caulophylli with gas chromatography-mass spectrometry.
Si-Cen WANG ; Qin-Hua CHEN ; Yao-Yuan WEI ; Han-Wen LI ; Lang-Chong HE
Acta Pharmaceutica Sinica 2007;42(5):525-528
To analyze the constituents in supercritical fluid CO2 extraction (SFE-CO2) of Radix caulophylli, the Radix caulophylli was extracted with SFE-CO2, and analyzed by gas chromatography-mass spectrometry (GC-MS). The GC-MS analysis with a DB-5MS capillary column (30 mm x 0.32 mm ID, 0.25 microm film thickness) was used. The inlet temperature was maintained at 280 degrees C. The column oven was held at 80 degrees C for 2 min, then programmed from 80 to 280 degrees C at 5 degrees C x min(-1) and, finally, held for 4 min. Helium at a constant flow rate of 2.0 mL x min(-1) was used as the carrier gas. The mass spectrometry conditions were as follows: ionization energy, 70 eV; ion source temperature, 200 degrees C. The mass selective detector was operated in the TIC mode (m/z was from 40 - 500). For the first time 49 peaks were separated and identified, the compounds were quantitatively determined by normalization method, and the identified compounds represent 97.44% of total GC peak areas. Viz, n-hexadecanoic acid (31.4%), (E, E) -9, 12-octadecadienoic acid (26.54%), (Z)-7-tetradecenal (9.4%), hexadecenoic acid (3.23%), 10-undecenal (3.22%), octadecanoic acid (2.25%), and caulophylline (1.76%) etc. The results will provide important foundation for understanding the constituents and further exploitation of Radix caulophylli.
Carbon Dioxide
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Caulophyllum
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chemistry
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Chromatography, Supercritical Fluid
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Gas Chromatography-Mass Spectrometry
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Linoleic Acid
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analysis
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Palmitic Acid
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analysis
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Plant Roots
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chemistry
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Plants, Medicinal
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chemistry
3.Analysis of fatty acids in the seeds of Sterculia lychnophora by GC-MS.
Ru-feng WANG ; Xiu-wei YANG ; Chao-mei MA ; Ming-ying SHANG ; Shan YANG ; Min-chuan WANG ; Shao-qing CAI
China Journal of Chinese Materia Medica 2003;28(6):533-535
OBJECTIVETo analyze and identify fatty acids in the seeds of Sterculia lychnophora.
METHODThe compositions was isolated and determined by GC-MS technique, and area normalization method was used to make quantitative analyze of the content of compositions.
RESULTS21 Fatty acids and 5 other compositions were isolated and determined.
CONCLUSIONThe major fatty acids are 9,12(Z,Z)-octadecadienoic acid(37.96%), hexadecanoic acid(24.77%), 9-(Z)-octadecenoic acid(19.77%) and octadecanoic acid(5.01%).
Fatty Acids, Nonesterified ; chemistry ; isolation & purification ; Fatty Acids, Unsaturated ; analysis ; Gas Chromatography-Mass Spectrometry ; Palmitic Acid ; analysis ; Plants, Medicinal ; chemistry ; Seeds ; chemistry ; Sterculia ; chemistry
4.Chemical components in essential oils from tender branches and leaves of Rhododendron.
Chen-Xi ZHAO ; Yi-Zeng LIANG ; Xiao-Ning LI ; Hong-Zhuang FANG
Acta Pharmaceutica Sinica 2005;40(9):854-860
AIMTo analyze and compare the compositions in essential oils from branches and leaves of Rhododendron simsii Planch. and Rhododendron naamkwanense Merr.
METHODSEssential oils were extracted by water distillation according to Chinese Pharmacopoeia and analyzed by capillary gas chromatography-mass spectrometry as well as chemometrics resolution method and authentic compounds. The relative contents of each component in the essential oils were obtained by normalization of peak areas.
RESULTSA total of 124 components were identified, of which 48 compounds were existed in both of the samples. Ninety four compounds accounted for 84.47% of the essential oil from Rhododendron simsii Planch. and seventy eight components accounted for 90.25% of the total essential oil from Rhododendron naamkwanense Merr. were identified. 72.76% and 88.07% of the components in Rhododendron simsii Planch and Rhododendron naamkwanense Merr., respectively, included oxygen element. They are mainly terpenol, acids and esters. 1-octen-3-ol (4.00%, 7.90%), 1,6-octadien-3-ol, 3,7-dimethyl-(12.60%, 3.48%), 9,12,15-octadecatrienoic acid, [Z, Z, Z]- (1.15%, 45.34%), phytol (15.21%, 8.56%), p-menth-1-en-8-ol (2.15%, 3.29%), and 9,12,15-octadecatrienoic acid, ethyl ester, [Z,Z,Z]- (9.16%, 8.01%) were their common main compounds, which accounted for 44. 27% and 76.58% of the total amount of the two essential oil samples, respectively. In addition, n-hexadecanoic acid (7.73%), 9,12-octadecadienoic acid (1.85%) and tetracosanoic acid, methyl ester (1.38%) were also the main compounds in essential oil from Rhododendron simsii Planch.
CONCLUSIONMuch higher reliability and accuracy were obtained with the help of chemometrics resolution method and authentic n-alkane standard solutions than those of using GC-MS alone.
Linoleic Acid ; analysis ; Octanols ; analysis ; Oils, Volatile ; chemistry ; isolation & purification ; Palmitic Acid ; analysis ; Phytol ; analysis ; Plant Leaves ; chemistry ; Plant Oils ; chemistry ; isolation & purification ; Plant Stems ; chemistry ; Plants, Medicinal ; chemistry ; classification ; Rhododendron ; chemistry ; classification ; Terpenes ; analysis
5.Endoplasmic reticulum stress is involved in podocyte apoptosis induced by saturated fatty acid palmitate.
Jian-Ling TAO ; Yu-Bing WEN ; Bing-Yang SHI ; Hong ZHANG ; Xiong-Zhong RUAN ; Hang LI ; Xue-Mei LI ; Wen-Ji DONG ; Xue-Wang LI
Chinese Medical Journal 2012;125(17):3137-3142
BACKGROUNDPodocyte apoptosis is recently indicated as an early phenomenon of diabetic nephropathy. Pancreatic β-cells exposed to saturated free fatty acid palmitate undergo irreversible endoplasmic reticulum (ER) stress and consequent apoptosis, contributing to the onset of diabetes. We hypothesized that palmitate could induce podocyte apoptosis via ER stress, which initiates or aggravates proteinuria in diabetic nephropathy.
METHODSPodocyte apoptosis was detected by 4',6-diamidio-2-phenylindole (DAPI) stained apoptotic cell count and Annexin V-PI stain. The expressions of ER molecule chaperone glucose-regulated protein 78 (GRP78), indicators of ER-associated apoptosis C/EBP homologous protein (CHOP), and Bcl-2 were assayed by Western blotting and real-time PCR. GRP78 and synaptopodin were co-localized by immunofluorescence stain.
RESULTSPalmitate significantly increased the percentage of cultured apoptotic murine podocytes time-dependently when loading 0.75 mmol/L (10 hours, 13 hours, and 15 hours compared with 0 hour, P < 0.001) and dose-dependently when loading palmitate ranging from 0.25 to 1.00 mmol/L for 15 hours (compared to control, P < 0.001). Palmitate time-dependently and dose-dependently increased the protein expression of GRP78 and CHOP, and decreased that of Bcl-2. Palmitate loading ranging from 0.5 to 1.0 mmol/L for 12 hours significantly increased mRNA of GRP78 and CHOP, and decreased that of Bcl-2 compared to control (P < 0.001), with the maximum concentration being 0.75 mmol/L. Palmitate 0.5 mmol/L loading for 3 hours, 8 hours, and 12 hours significantly increased mRNA of GRP78 and CHOP, and decreased that of Bcl-2 compared to 0 hour (P < 0.001), with the maximum effect at 3 hours. Confocal microscopy demonstrated that GRP78 expression was significantly increased when exposed to 0.5 mmol/L of palmitate for 8 hours compared to control.
CONCLUSIONPalmitate could induce podocyte apoptosis via ER stress, suggesting podocyte apoptosis and consequent proteinuria caused by lipotoxic free fatty acid could be ameliorated by relief of ER stress.
Apoptosis ; drug effects ; Cells, Cultured ; Endoplasmic Reticulum Stress ; physiology ; Heat-Shock Proteins ; analysis ; physiology ; Humans ; Insulin Resistance ; Palmitic Acid ; pharmacology ; Podocytes ; drug effects ; pathology
6.Metabolic Profiling of Plasma from Pancreatic Cancer Patients in Korea
Mi Ri GWON ; Young Ran YOON ; Young Mi SEOL ; Young Jin CHOI ; Dong Uk KIM ; Sangmin CHOE ; Seung Hun LEE ; Seung Young HWANG ; Hyojeong KIM
Korean Journal of Pancreas and Biliary Tract 2019;24(2):61-67
BACKGROUND/AIMS: Pancreatic cancer (PC) patients have poor prognoses because this cancer is typically diagnosed at an advanced stage and the therapeutic options are limited. We examined the potential of metabolic profiling for early diagnosis and identification of potential therapeutic targets. METHODS: Ten patients and 10 healthy volunteer controls older than 20 years of age were enrolled between May and December 2015. The patients were confirmed to have pancreatic ductal adenocarcinoma cytologically or histologically. Blood plasma samples were derivatized and analyzed by gas chromatography mass spectrometry (GC-MS). Untargeted GC-MS data were analyzed using statistical methods, including Wilcoxon rank-sum test and principal component analyses. RESULTS: L-lysine was 1.36-fold higher in patients than in healthy controls (p<0.05). L-leucine was 0.63-fold lower (p<0.01) and palmitic acid was 0.93-fold lower (p<0.5) in patients than in controls. Orthogonal partial least squared-discriminant analysis revealed significant differences between the patients and controls. CONCLUSIONS: This study suggests that the metabolic profiles of patients with PC are distinct from those of the healthy population. Further studies are required to develop methods for early diagnosis and identify therapeutic targets.
Adenocarcinoma
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Early Diagnosis
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Gas Chromatography-Mass Spectrometry
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Healthy Volunteers
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Humans
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Korea
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Leucine
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Lysine
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Metabolome
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Palmitic Acid
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Pancreatic Ducts
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Pancreatic Neoplasms
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Plasma
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Principal Component Analysis
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Prognosis
7.Extraction and comparison of volatile oil components from water caltrop and kernel by supercritical carbon dioxide extraction.
Jing LI ; Weiguo XU ; Fenglan NIU
China Journal of Chinese Materia Medica 2011;36(13):1725-1728
OBJECTIVETo extract the volatile components of water caltrop and kernel and to analyze them.
METHODThe volatiles were separated by supercritical fluid extraction (SFE) and determined by GC-MS.
RESULTThe extraction rates of water caltrop and kernel were 5.96% and 0.23%, respectively. The components determined by normalization method were mainly 9, 12-octadecadienoic acid (Z, Z), but the content was different.
CONCLUSIONThe researches showed that the components in the volatile components of water caltrop and kernel were mainly 12-octadecadienoic acid (Z, Z), and then palmitinic acid, with a higher extraction rate of caltrop.
Chromatography, Supercritical Fluid ; methods ; Fruit ; chemistry ; Gas Chromatography-Mass Spectrometry ; Linoleic Acid ; analysis ; isolation & purification ; Lythraceae ; chemistry ; Oils, Volatile ; chemistry ; isolation & purification ; Palmitic Acid ; analysis ; isolation & purification ; Plant Oils ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Seeds ; chemistry
8.Effects of fatty acid regulation on visfatin gene expression in adipocytes.
Yu WEN ; Hong-wei WANG ; Jing WU ; Hui-ling LU ; Xiu-fen HU ; Katherine CIANFLONE
Chinese Medical Journal 2006;119(20):1701-1708
BACKGROUNDThe levels of long-term elevated serum or intracellular free fatty acid (FFA) induce insulin resistance associated with central obesity. The insulin-mimetic protein visfatin is preferentially produced by visceral adipose tissues and has been implicated in obesity and insulin resistance. To identify that FFA is capable of inducing insulin resistance and to clarify the role of FFA on visfatin, we examined the effect of monounsaturated FFA oleate (C18:1) and saturated FFA palmitate (C16:0) on glucose transport and visfatin gene expression in cultured 3T3-L1 adipocytes or preadipocytes.
METHODSFFA-free DMEM/F12, 0.125 mmol/L, 0.5 mmol/l and 1.0 mmol/L oleate or palmitate was added to cultured 3T3-L1 adipocytes or preadipocytes and incubated overnight. Glucose transport was assessed as (3)H-2-deoxy-glucose uptake. Total RNA was extracted and subjected to RT-PCR for the measurement of visfatin mRNA levels. Statistical comparisons between control group and other groups were performed with the two-tailed paired t test, and one-way ANOVA was used to compare the mean values among the groups.
RESULTSInsulin increased specific membrane glucose transport in 3T3-L1 preadipocytes. Upregulation was evident from 15 minutes to 1 hour exposure to insulin. However, after 6-hour exposure to insulin, there was a downregulation in the response to insulin. Dose response studies demonstrated that 2-deoxy glucose transport was increased by 336% at 50 nmol/L insulin (P < 0.01), and reached a maximal effect at 100 nmol/L insulin (P < 0.01). Oleate and palmitate treatment did not influence basal glucose transport (without insulin stimulation), whereas insulin-stimulated glucose transport was inhibited after overnight oleate and palmitate treatment in preadipocytes and adipocytes. In 3T3-L1 preadipocytes, insulin resistance could be achieved at 0.125 mmol/L oleate or palmitate (P < 0.05, respectively), and the inhibition was dose dependent. In adipocytes, the inhibition was noted at 0.5 mmol/L oleate or 1.0 mmol/L palmitate. Visfatin mRNA expression increased during differentiation more than 1.5-fold. Bovine serum albumin (BSA) did not influence visfatin mRNA expression compared with the control group. Dose-response studies demonstrated that addition of 0.125 mmol/L oleate and palmitate to 3T3-L1 adipocytes decreased visfatin mRNA expression significantly (78%, 77%, respectively, relative to untreated control, P < 0.05), and further to 65% (relative to untreated control, P < 0.05) and 55% (relative to untreated control, P < 0.01) at 1.0 mmol/L FFA. Furthermore, the suppression on preadipocytes was similar to that of adipocytes, which reached a maximal reduction of 44% (oleate, P < 0.05) and 47% (palmitate, P < 0.05) at 1.0 mmol/L FFA.
CONCLUSIONSOleic acid and palmitic acid may induce insulin resistance in 3T3-L1 adipocytes and preadipocytes. Downregulation of visfatin mRNA may contribute to impair insulin sensitivity caused by oleate and palmitate.
3T3-L1 Cells ; Adipocytes ; cytology ; metabolism ; Animals ; Cell Differentiation ; Cytokines ; genetics ; Dose-Response Relationship, Drug ; Gene Expression Regulation ; drug effects ; Insulin Resistance ; Mice ; Nicotinamide Phosphoribosyltransferase ; Oleic Acid ; pharmacology ; Palmitic Acid ; pharmacology ; RNA, Messenger ; analysis ; Stem Cells ; metabolism
9.Study on the encapsulation technique of high purity gamma-linolenic acid, part 1--saponification reaction and saponification value.
Feng-xia LIU ; Gang XUE ; Qiu-hua GAO ; Wei-xia GAO ; Li-hua ZHANG
China Journal of Chinese Materia Medica 2005;30(5):343-346
OBJECTIVETo measure the saponification value and fatty acid formation of evening primrose oil, to study the effects of pH value on production yield and fatty acid formation during the saponification reaction, and to provide rationales for the selection of raw material, the enhancement of production yield of saponification, and the encapsulation of gamma-linolenic acid with urea.
METHODTo measure fatty acid's formation with gas chromatographic method and to measure the saponification value.
RESULTThe content of gamma-linolenic acid is 7%-10% in evening primrose oil. The content of gamma-linolenic acid is inversely correlated with that of unsaturated fatty acid. The saponification value, the amount of KOH for saponification of evening primrose oil, and the pH value for subsequent isolations of oils are determined. From the measurement of fatty acids of evening primrose oil in two different cultivation locations, the content of gamma-linolenic acid is determined to be 7%-10%, unsaturated oils account for 90%.
CONCLUSIONThe saponification value of evening primrose oil is between 180-200, pH value of isolated oil is 1.5-2.0 after saponification reaction. Fatty acids mainly include palmitic acid, stearic acid, oleic acid, linolic acid and gamma-linolenic acid.
Fatty Acids, Essential ; chemistry ; isolation & purification ; Hydrogen-Ion Concentration ; Linoleic Acids ; Oenothera biennis ; chemistry ; Oleic Acid ; analysis ; Palmitic Acid ; analysis ; Plant Oils ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Seeds ; chemistry ; Stearic Acids ; analysis ; Technology, Pharmaceutical ; methods ; Urea ; gamma-Linolenic Acid ; analysis
10.Chemical constituents from root bark of Tripterygium hypoglaucum.
Zhenzhen LIU ; Ronghua ZHAO ; Zhongmei ZOU
China Journal of Chinese Materia Medica 2011;36(18):2503-2506
OBJECTIVETo investigate chemical constituents of the root bark of Tripterygium hypoglaucum.
METHODCompounds were isolated by column chromatography on silica gel and Sephadex LH-20, and their structures were identified on the basis of spectral data (MS, 1H-NMR and 13C-NMR).
RESULTTwelve compounds were isolated and identified as friedelin (1), 3-oxo-olean-9(11),12-diene (2), canophyllal (3), 3-acetoxy oleanolic acid (4), triptophenolide (5), triptonoterpene methyl ether (6), tricosanoic acid (7), beta-sitosterol (8), stearic acid (9), glut-5-en-3beta,28-diol (10), palmitic acid (11) and daucostorol (12).
CONCLUSIONCompounds 1, 2, 3, 7 and 10 were isolated from T. hypoglaucum and 7 from the genus Tripterygium for the first time.
Chromatography ; methods ; Diterpenes ; chemistry ; isolation & purification ; Fatty Acids, Unsaturated ; chemistry ; isolation & purification ; Magnetic Resonance Spectroscopy ; methods ; Mass Spectrometry ; methods ; Oleanolic Acid ; chemistry ; isolation & purification ; Organic Chemicals ; chemistry ; isolation & purification ; Palmitic Acid ; chemistry ; isolation & purification ; Plant Roots ; chemistry ; metabolism ; Sitosterols ; chemistry ; isolation & purification ; Stearic Acids ; chemistry ; isolation & purification ; Tripterygium ; chemistry ; metabolism ; Triterpenes ; analysis ; chemistry ; isolation & purification