Co-reporter:Xin-Gang Du, Wei Wang, Shi-Ping Zhang, Xiao-Ping Pu, Qing-Ying Zhang, Min Ye, Yu-Ying Zhao, Bao-Rong Wang, Ikhlas A. Khan and De-An Guo
Journal of Natural Products 2010 Volume 73(Issue 8) pp:1422-1426
Publication Date(Web):August 2, 2010
DOI:10.1021/np100008r
Two new dimeric xanthone O-glycosides, puniceasides A (1) and B (2), a new trimeric O-glycoside, puniceaside C (3), and two new trimeric C-glycosides, puniceasides D (4) and E (5), together with 12 known xanthones were isolated from the entire plant of Swertia punicea. The structures of 1−5 were determined by HRESIMS and NMR spectroscopic methods. Compounds 2, 6, and 7 exhibited potent neuroprotective activity against H2O2-induced PC12 cell damage.
Co-reporter:Li Fan, Hai-Yu Zhao, Man Xu, Lei Zhou, Hui Guo, Jian Han, Bao-Rong Wang, De-An Guo
Journal of Chromatography A 2009 Volume 1216(Issue 11) pp:2063-2070
Publication Date(Web):13 March 2009
DOI:10.1016/j.chroma.2008.03.046
Flavonoids in the water extract of Carthamus tinctorius L. exhibit potent biological activities such as anti-coagulant, vasodilation, anti-oxidant, neuroprotection and immunosuppressant. A high-performance liquid chromatographic method was established to evaluate the quality of Carthamus tinctorius through a simultaneous quantitation of eight flavonoids, hydroxysafflor yellow A (2), 6-hydroxykaempferol 3,6-di-O-β-glucoside-7-O-β-glucuronide (3), 6-hydroxykaempferol 3,6,7-tri-O-β-glucoside (4), 6-hydroxykaempferol 3-O-β-rutinoside-6-O-β-glucoside (6), 6-hydroxykaempferol 3,6-di-O-β-glucoside (7), 6-hydroxyapigenin 6-O-glucoside-7-O-glucuronide (8), anhydrosafflor yellow B (9), and kaempferol 3-O-β-rutinoside (10), together with two other compounds named guanosine (1) and syringin (5). Among them, compound 8 was identified as a new compound. The compounds were separated on an Alltech Alltima-C18 column with gradient elution of acetonitrile and 0.01% trifluoroacetic acid. The detection wavelength was 280 nm. All the compounds showed good linearity (r2 ≥ 0.9989). The recoveries, measured at three concentration levels, varied from 94.9% to 105.2%. This method was also validated with respect to precision, repeatability and accuracy, and was successfully applied to quantify the 10 components in 46 batches of C. tinctorius samples from different areas. Significant variations were found in the contents of these compounds in these samples. Compared with the reported analytical methods of C. tinctorius, this simple and reliable method provided a new basis for overall assessment on quality of C. tinctorius and should be considered as a suitable quality control method.
Co-reporter:Huifeng Li, Min Ye, Hongzhu Guo, Yin Tian, Jie Zhang, Jianping Zhou, Yuchi Hu, Dean Guo
Phytochemistry 2009 Volume 70(11–12) pp:1416-1420
Publication Date(Web):July–August 2009
DOI:10.1016/j.phytochem.2009.07.041
Biotransformation of 20(S)-protopanaxadiol (1) by the fungus Mucor spinosus AS 3.3450 yielded eight metabolites (2–9). On the basis of NMR and MS analyses, the metabolites were identified as 12-oxo-15α,27-dihydroxyl-20(S)-protopanaxadiol (2), 12-oxo-7β,11α,28-trihydroxyl-20(S)-protopanaxadiol (3), 12-oxo-7β,28-dihydroxyl-20(S)-protopanaxadiol (4), 12-oxo-15α,29-dihydroxyl-20(S)-protopanaxadiol (5), 12-oxo-7β,15α-dihydroxyl-20(S)-protopanaxadiol (6), 12-oxo-7β,11β-dihydroxyl-20(S)-protopanaxadiol (7), 12-oxo-15α-hydroxyl-20(S)-protopanaxadiol (8), and 12-oxo-7β-hydroxyl-20(S)-protopanaxadiol (9), respectively. Among them, 2–5, 7, and 8 are new compounds. These results indicated that M. spinosus could catalyze the specific C-12 dehydrogenation of 20(S)-protopanaxadiol, as well hydroxylation at different positions. These biocatalytic reactions may be difficult for chemical synthesis. The biotransformed products showed weak in vitro cytotoxic activities.Microbial transformation of 20(S)-protopanaxadiol (1) by the fungus Mucor spinosus AS 3.3450 yielded eight metabolites. The in vitro cytotoxic activities of the metabolites against two human cancer cell lines (HL-60 and K562) were evaluated.
Co-reporter:Xiao-chi Ma, Xiu-lan Xin, Ke-xin Liu, Jian Han and De-an Guo
Journal of Natural Products 2008 Volume 71(Issue 7) pp:1268-1270
Publication Date(Web):June 18, 2008
DOI:10.1021/np800210a
Microbial transformation of a cytotoxic bufadienolide, cinobufagin (1), was performed by Syncephalastrum racemosum. The six metabolites obtained were identified as 7β-hydroxycinobufagin (2), 12β-hydroxycinobufagin (3), cinobufotalin (4), 5,12β-dihydroxycinobufagin (5), 4β,11α-dihydroxycinobufagin (6), and 4β,12α-dihydroxycinobufagin (7), respectively, on the basis of spectroscopic studies. Metabolites 2 and 5−7 were characterized as new compounds, and 2−7 proved to be cytotoxic against Bel-7402 human hepatoma cells.
Co-reporter:Xiao-Chi Ma;Xiu-Lan Xin;Bao-Jing Zhang;Feng-Yun Li;Ke-Xin Liu
Magnetic Resonance in Chemistry 2008 Volume 46( Issue 9) pp:903-906
Publication Date(Web):
DOI:10.1002/mrc.2281
Abstract
Eight flavonoids were isolated from Sophora flavescens. Among them, three prenylflavanones: (2S)-6[2(3-hydroxyisopropyl)-5-methyl-4-hexenyl]-5-methoxy-7,2′, 4′-trihydroxyflavanone (1), (2S)-5, 4′-dimethoxy-8-lavandulyl-7, 2′-dihydroxy flavanone (2) and (2S)-8-(5-hydroxy-2-isopropenyl-5-methylhexyl)-7-methoxy-5,2′, 4′-trihydroxyflavanone (3) are new compounds. Their chemical structures were determined by spectral methods including 2D NMR. Copyright © 2008 John Wiley & Sons, Ltd.
Co-reporter:Xiao-Chi Ma;Xiu-Lan Xin;Ke-Xin Liu;Bao-Jing Zhang;Feng-Yun Li
Chromatographia 2008 Volume 68( Issue 5-6) pp:
Publication Date(Web):2008 September
DOI:10.1365/s10337-008-0719-y
A liquid chromatographic method was applied to determine trifolirhizin, kushenol K, kushenol L, kushenol N, kushenol X, kurarinone, norkurarinone, isokurarinone and kushenol A in the roots of Sophora flavescens, namely Kushen in China. The samples were separated on a YMC-C18 column (250 × 4.6 mm, 5 μm) with a gradient of methanol and 0.3% aqueous acetic acid (v/v) at a flow rate of 0.8 mL min−1 and detected at 295 nm. The complete separation was achieved within 45 min for the nine major flavonoids. All calibration curves expressed good linearity (r2 > 0.999) within the test range. The recovery of this method was 92.3–106.9%. The assay was successfully applied to the quantification of nine flavonoids in 26 samples of Kushen. The results indicated that this developed LC assay could be readily utilized as a quality control method for the Chinese herb medicine Kushen.
Co-reporter:Ai-Hua Liu, Hui Guo, Min Ye, Yan-Hua Lin, Jiang-Hao Sun, Man Xu, De-An Guo
Journal of Chromatography A 2007 Volume 1161(1–2) pp:170-182
Publication Date(Web):17 August 2007
DOI:10.1016/j.chroma.2007.05.081
By using HPLC-diode array detection-electrospray ion trap tandem mass spectrometry (HPLC-DAD–ESI-MSn) in negative ion mode, we have analyzed the fragmentation pathways of 11 phenolic acids which were isolated from Danshen. Then the extract of Danshen was analyzed, and a total of 42 phenolic acids, including sixteen new minor constituents, were identified or tentatively identified for the first time. A new solid-phase extraction (SPE) method, new HPLC separation method, new liquid chromatography (LC)–MS and LC–MSn (n = 3–5) data and proposed fragmentation pathways, LC retention time for phenolic acids are reported.
Co-reporter:Jun Zhao, Shu Hong Guan, Xiao Bin Chen, Wei Wang, Min Ye, De An Guo
Chinese Chemical Letters 2007 Volume 18(Issue 11) pp:1316-1318
Publication Date(Web):November 2007
DOI:10.1016/j.cclet.2007.09.023
The biotransformation of bufalin by cell suspension cultures of Platycodon grandiflorus was investigated and two new biotransformed products were obtained, which was 3-epi-telocinobufagin and 3-epi-bufalin-3-O-β-d-glucoside.
Co-reporter:Wei Wang;Min Yang;Zhengren Xu;Rongxia Liu;Weixing Wang;Peng Liu;Dean Guo
Magnetic Resonance in Chemistry 2007 Volume 45(Issue 6) pp:522-526
Publication Date(Web):19 APR 2007
DOI:10.1002/mrc.2000
Seven new triterpenoids, namely heteroclitalactones G–M (1–7), were isolated from the ethanol extract of the stems of Kadsura heteroclita. Structures of these compounds were characterized by extensive 1D and 2D NMR spectroscopic analyses. Copyright © 2007 John Wiley & Sons, Ltd.
Co-reporter:Jian Zheng;Li-jun Wu;Xiao-chi Ma
Magnetic Resonance in Chemistry 2007 Volume 45(Issue 1) pp:90-92
Publication Date(Web):14 NOV 2006
DOI:10.1002/mrc.1922
Five germacrane-type sesquiterpene alcohols obtained from curdione (1) by microbial biotransformation were isolated. Their structures were characterized as (2R)-2β-hydroxycurdione (2), 1α, 10β-epoxy-11-hydroxycurdione (3), (2S)-2α, 11-dihydroxycurdione (4), 11,15-dihydroxycurdione (5) and (3R)-3α-hydroxycurdione (6) based on the extensive NMR studies. Among them, 4, 5 and 6 are new compounds. Copyright © 2007 John Wiley & Sons, Ltd.
Co-reporter:Jie Zhang, Hongzhu Guo, Yin Tian, Peng Liu, Na Li, Jianping Zhou, Dean Guo
Phytochemistry 2007 Volume 68(Issue 20) pp:2523-2530
Publication Date(Web):October 2007
DOI:10.1016/j.phytochem.2007.05.028
Biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus AS 3.3450 gave 10 metabolites (2–10), of which 2–5 were previously known. On the basis of NMR and MS analyses, structures 6–10 were established as 12-oxo-23β-hydroxyl-20(S)-protopanaxatriol (6), 20S,24R-epoxy-dammaran-3β,6α,25-triol-12-one (7), 29-hydroxyl-20(S)-protopanaxatriol (8a), 12-oxo-11β-hydroxyl-20(S)-protopanaxatriol (8b), 28-hydroxyl-20(S)-protopanaxatriol (9) and 12-oxo-20(S)-protopanaxatriol (10). The biotransformation kinetics of 1 has been investigated and a possible biotransformation pathway proposed. The in vitro cytotoxic activities of metabolites against three human cancer cell lines were determined by the MTT method; compounds 8a, 9 and 10 had more potent inhibitory effects against HL-60 cell line than the substrate.Microbial transformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus AS 3.3450 gave 10 metabolites. A possible biotransformation pathway was proposed and the in vitro cytotoxic activities of the metabolites against three human cancer cell lines were determined.
Co-reporter:Min Ye;Jian Han;Hubiao Chen;Junhua Zheng
Journal of The American Society for Mass Spectrometry 2007 Volume 18( Issue 1) pp:82-91
Publication Date(Web):2007 January
DOI:10.1016/j.jasms.2006.08.009
Rhubarb is an important herbal medicine for the treatment of constipation, inflammation, and cancer. In this study, a facile method based on liquid chromatography coupled with electrospray ionization tandem mass spectrometry has been established for the analysis of bioactive phenolic compounds in rhubarbs. From six rhubarb species, official (Rheum officinale, R. palmatum, and R. tanguticum) and unofficial (R. franzenbachii, R. hotaoense, and R. emodi), a total of 107 phenolic compounds were identified or tentatively characterized based on their mass spectra. These compounds include sennosides, anthraquinones, stilbenes, glucose gallates, naphthalenes, and catechins. Ion chromatograms for the identified compounds of different rhubarbs were then compared. Consistent with previous reports, sennosides and rhein were only detected in official rhubarbs. Unexpectedly, we found that R. officinale contained very different phenolic compounds from the other two official species. Sennoside A, which has been considered as the major purgative component of rhubarb, was only detected in R. officinale, while its close isomers were observed in R. palmatum and R. tanguticum. In addition, the predominant anthraquinone glycosides in R. officinale were found to be rhein 8-O-glucoside and emodin 1-O-glucoside, whereas those in R. palmatum and R. tanguticum were rhein 1-O-glucoside and emodin 8-O-glucoside. Stilbenes, which are the major constituents of unofficial rhubarbs, were also different among the species. Our results clarify the chemical composition of rhubarbs comprehensively for the first time. Due to the significant differences in chemical components of rhubarbs, we suggest that different Rheum species be used separately in clinical practice.
Co-reporter:Bo Shao, Hongzhu Guo, Yajun Cui, Min Ye, Jian Han, Dean Guo
Phytochemistry 2007 Volume 68(Issue 5) pp:623-630
Publication Date(Web):March 2007
DOI:10.1016/j.phytochem.2006.10.026
Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L., along with 13 known compounds, 5–17. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analyses and chemical evidence. In the bioassay tests, all compounds showed inhibitory effects on cyclooxygenase-2 enzyme (COX-2) activities at final concentration of 10−5 M, and only compound 5 showed an inhibitory effect on production of TNFα (tumor necrosis factor α) in murine peritoneal macrophages at the same concentration.Steroidal saponins 1, 2, 3 and 4 were isolated from Smilax china L. These compounds showed inhibition of cyclooxygenase-2 enzyme (COX-2) activity and mild inhibition of TNFα (tumor necrosis factor α) production.
Co-reporter:Jin-Zhi Liu;Xiao-Chi Ma;Wei Wang;Min Yang;Wei-Xing Wang;Zheng-Ren Xu;Peng Liu
Helvetica Chimica Acta 2006 Volume 89(Issue 9) pp:1888-1893
Publication Date(Web):22 SEP 2006
DOI:10.1002/hlca.200690180
Three new cyclolanostane triterpenoids, 1–3, were isolated from the EtOH extract of the stems of Kadsura heteroclita. Their structures and configurations were determined by extensive 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry (HR-MS), and circular dichroism (CD) spectroscopy. The three new compounds are likely to be artificial products formed during the extraction process, and might be derived from schisanlactone E (4) and two related double-bond isomers, respectively.
Co-reporter:Peng Liu, Hongzhu Guo, Yin Tian, Qiao Wang, Dean Guo
Phytochemistry 2006 Volume 67(Issue 13) pp:1395-1398
Publication Date(Web):July 2006
DOI:10.1016/j.phytochem.2006.05.017
Two benzoic acid allopyranosides, pseudolaroside A and pseudolaroside B, along with seven known compounds were isolated from the bark of Pseudolarix kaempferi. Their structures were determined by analysis of HR-ESI-MS, 1D and 2D NMR spectroscopic data, chemical analysis and comparison to the literature data.Two benzoic acid allopyranosides, pseudolaroside A and B, along with seven known compounds were isolated from the bark of Pseudolarix kaempferi. This is the first example of the presence of benzoic acid alloside derivatives in natural products.
Co-reporter:Lie Li, Jin-lan Zhang, Yu-xin Sheng, De-an Guo, Qiao Wang, Hong-zhu Guo
Journal of Pharmaceutical and Biomedical Analysis 2005 Volume 38(Issue 1) pp:45-51
Publication Date(Web):1 June 2005
DOI:10.1016/j.jpba.2004.12.002
A simple, sensitive and specific high-performance liquid chromatography-UV (HPLC-UV) method has been developed for the first time to simultaneously quantify the six major active saponins of Panax notoginseng, namely notoginsenoside R1, ginsenoside Rg1, Rb1, Rg2, Rh1 and Rd. Astragaloside IV is used as the internal standard. This HPLC assay was performed on a reversed-phase C18 column with gradient elution of acetonitrile and 0.01% formic acid in 30 min. The method provided good reproducibility and sensitivity for the quantification of six saponins with overall intra- and inter-day precision and accuracy of less than 4.0% and higher than 90%, respectively. This assay is successfully applied to the determination of the six saponins in 23 notoginseng samples. The results indicated that the developed HPLC assay can be readily utilized as a quality control method for P. notoginseng.
Co-reporter:Rong-Xia Liu, Qiao Wang, Hong-Zhu Guo, Li Li, Kai-Shun Bi, De-An Guo
Journal of Pharmaceutical and Biomedical Analysis 2005 Volume 39(3–4) pp:469-476
Publication Date(Web):15 September 2005
DOI:10.1016/j.jpba.2005.04.007
A reversed-phase liquid chromatographic method was developed for the simultaneous quantification of 10 major flavonoids, namely butin, (3R)-4′-methoxy-2′,3,7-trihydroxyisoflavanone, liquiritigenin, melanettin, violanone, vistitone, formononetin, dalbergin, sativanone and medicarpin in the heartwood of Dalbergia odorifera, an important traditional Chinese medicine. Samples were extracted with 60% methanol. The optimal conditions of separation and detection were achieved on an Agilent Zorbax SB-C18 column (250 mm × 4.6 mm, 5 μm) with a gradient of acetonitrile and 0.3% (v/v) aqueous acetic acid, at a flow rate of 0.8 ml/min, detected at 275 nm. The complete separation was obtained within 55 min for the 10 target compounds. All calibration curves showed good linearity (r2 > 0.999) within test ranges. The assay was reproducible with overall intra- and inter-day variation of less than 3%. The mean recovery of the method was 100 ± 10%, with R.S.D. less than 5%. The current assay method was considered to be suitable for the quality control of D. odorifera samples and could be readily utilized for the determination of the active principles present in this medicinal herb.
Co-reporter:Jin-lan Zhang, Ming Cui, Yun He, Hai-lan Yu, De-an Guo
Journal of Pharmaceutical and Biomedical Analysis 2005 Volume 36(Issue 5) pp:1029-1035
Publication Date(Web):4 January 2005
DOI:10.1016/j.jpba.2004.09.009
HPLC–UV and HPLC–MS techniques were used in fingerprint analysis of Danshen injection and its raw materials (roots and rhizoma of Salvia miltiorrhiza). HPLC profiles of Danshen injections from a Chinese pharmaceutical factory and their raw materials were established as their characteristic fingerprint and employed to assess their consistency and difference. To develop the representative fingerprint of Danshen injection, 10 batches of samples were analyzed under the same HPLC conditions. The results showed that 10 batches of Danshen injections had very similar HPLC fingerprints. To characterize the major constituents of Danshen injection for quality control, 11 major chromatographic peaks were characterized by their MS spectra and comparison with the reference standards. Through comparison of the HPLC profiles of Danshen injection with its raw material, it was found that they are greatly different, which indicated the changes of major constituents in the course of preparation procedure. In addition, the rat's plasma was analyzed by HPLC–MS technique after intravenous administration of Danshen injection at different time intervals to explore the in vivo metabolism of the major active constituents. Except for protocatechuic aldehyde, the major phenolic acids in Danshen injection appeared in rat's plasma after intravenous administration, but quantity of each phenolic acids was very different from that in Danshen injection. With the administration time prolonged danshensu and salvianolic acid B disappeared quickly, salvianolic D, lithospermic acid and salvianolic A slowly decreased and maintained relatively high concentration after 30 min of intravenous administration. This indicated that polyphenolic acids were significant for biological acitivity of Danshen injection. It might be concluded that chemical fingerprint combined with metabolic fingerprint is a useful means to control the quality and to clarify the possible mechanism of action of herbal products.
Co-reporter:Yu-Xin Sheng, Lie Li, Qiao Wang, Hong-Zhu Guo, De-An Guo
Journal of Pharmaceutical and Biomedical Analysis 2005 Volume 37(Issue 4) pp:805-810
Publication Date(Web):1 April 2005
DOI:10.1016/j.jpba.2004.11.002
A high-performance liquid chromatographic method was applied to the determination of gallic acid, albiflorin, paeoniflorin, ferulic acid and benzoic acid in Si–Wu decoction and other 13 combinations of the formula. These five compounds were analyzed simultaneously with a Zorbox SB C-18 column by gradient elution using 0.01% (v/v) phosphoric acid–acetonitrile as the mobile phase. The flow rate was 1 ml min−1, and detection was set at 230 nm. The recovery of the method was in the range of 94.8–103.1%, and all the compounds showed good linearity (r > 0.9995) in a relatively wide concentration range. The result indicated that the content of these five compounds changed after decocting process. The contents of paeoniflorin, albiflorin, ferulic acid and gallic acid increased and that of benzoic acid decreased significantly.
Co-reporter:Min Ye, Dean Guo, Guan Ye, Chenggang Huang
Journal of the American Society for Mass Spectrometry 2005 Volume 16(Issue 2) pp:234-243
Publication Date(Web):February 2005
DOI:10.1016/j.jasms.2004.11.007
The homoisoflavonoids in Ophiopogon japonicus (Thunb.) Ker-Gawler were analyzed by high-performance liquid chromatography-diode array detection-electrospray ion trap tandem mass spectrometry (HPLC-DAD-ESI-MSn). Homoisoflavonoids gave prominent [M − H]− ions by electrospray ionization monitored in the negative ion mode. They could be classified into two types depending on the fragmentation behavior of their [M − H]− ions in the ion trap mass analyzer. The [M − H]− ions of homoisoflavonoids with a saturated C2–3 bond underwent C3–9 bond cleavage to lose the B-ring, which was followed by the loss of a molecule of CO. The [M − H]− ions of homoisoflavonoids with a C2–3 double bond usually eliminated a CO molecule first, and then underwent the cleavage of C3–9 or C9-1′ bonds. For homoisoflavonoids with a C-6 formyl group, however, the neutral loss of CO was the first fragmentation step; the presence of a methoxyl group at C-8 could lead to the cleavage of C-ring. No retro Diels-Alder (RDA) fragmentation characteristic for normal flavonoids was observed. The above fragmentation rules were reported for the first time, and were implemented for the analysis of homoisoflavonoids in O. japonicus. The CHCl3-MeOH extract was separated on a Zorbax Extend-C18 column, eluting with a acetonitrile-0.3% acetic acid gradient. A total of 18 homoisoflavonoids, including seven new minor constituents, were identified or tentatively characterized based on the UV spectra and tandem mass spectra of the HPLC peaks.
Co-reporter:Ingrid Groth;Wenhan Lin;Arnulf Christner;Shuhong Guan;Dean Guo;Susanne Grabley;Isabel Sattler
Magnetic Resonance in Chemistry 2005 Volume 43(Issue 12) pp:1028-1031
Publication Date(Web):19 SEP 2005
DOI:10.1002/mrc.1710
Three germacrane-type sesquiterpene alcohols were isolated from an endophyte of mangrove plant Kandelia candel. Their structures were characterized as 1(10)E,5E-germacradiene-11-ol (1), 1(10)E,5E-germacradiene-3,11-diol (2), 1(10)E,5E-germacradiene-2,11-diol (3) based on the extensive NMR studies. Among them, 2 and 3 are identified as new compounds. Copyright © 2005 John Wiley & Sons, Ltd.
Co-reporter:Li-Xin Yan, De-An Guo
Journal of Chromatography B 2005 Volume 824(1–2) pp:244-248
Publication Date(Web):25 September 2005
DOI:10.1016/j.jchromb.2005.07.032
A simple, sensitive and specific liquid chromatography–tandem mass spectrometry method (LC–MS–MS) had been developed and validated for the quantitation of astragaloside IV (AGS-IV)-an active constituent of Radix Astragali in rat plasma. Assay method was developed by a series of operations described as below. The plasma proteins were precipitated with acetonitrile and digoxin was used as the internal standard (I.S.). The sample solution containing astragaloside IV and the I.S. were obtained and subsequently injected into a LC–MS–MS system following by a gradient elution at a slow flow rate combined with a valve diversion during the liquid chromatography. Chromatographic separation was achieved on a C4 (2.1 mm × 10 mm) column with a gradient mobile phase comprised of 90% methanol in water and 10 mM ammonium acetate buffer. The analytes were detected with a PE Sciex API 3000 mass spectrometer using turbo ion spray with positive ionization. Ions monitored in the multiple reaction-monitoring (MRM) modes were m/z 785.5 (precursor ion) to m/z 143.2 (product ion) for AGS-IV and m/z 781.2 (precursor ion) to m/z 243.3 (product ion) for digoxin (I.S.). The method was validated over a linear range of 1–1000 ng/ml. The low limit of quantitation was 1.0 ng/ml. Results from a 3-day validation study demonstrated that the developed method possessed good precision (CV% values were between 5.9 and 7.6%) and accuracy (96.5–102.1%) across the calibration range. The recoveries were 91 and 90% for astragaloside IV and I.S., and no significant matrix effects were observed. QC samples were stable when kept at room temperature for 4 h, at −20 °C for 4 weeks, and after three freeze/thaw cycles.
Co-reporter:Zhao Hong Wang;Dean Guo;Yi He;Chunhua Hu;Jizong Zhang
Phytochemical Analysis 2004 Volume 15(Issue 1) pp:16-20
Publication Date(Web):23 JAN 2004
DOI:10.1002/pca.736
An HPLC method has been developed for the simultaneous determination of the toxic Aconitum alkaloids, aconitine, mesaconitine and hypaconitine in blood and urine samples. The samples were initially subjected to solid phase extraction using Oasis® MCX cartridges, and the alkaloids were separated on an XTerra™ RP18 column, gradient-eluted with acetonitrile: ammonium hydrogen carbonate buffer. Calibration curves were linear in the range 2.75–550 ng for aconitine and hypaconitine, and 3–600 ng for mesaconitine: the limit of detection was 0.1 ng (signal-to-noise ratio of 3) for each alkaloid. The described analysis proved to be sensitive, rapid and economical, and will be applied in the identification and determination of these alkaloids in forensic and therapeutic drug monitoring. Copyright © 2004 John Wiley & Sons, Ltd.
Co-reporter:Guan Ye, Yin-Zeng Li, Yan-Yan Li, Hong-Zhu Guo, De-An Guo
Journal of Pharmaceutical and Biomedical Analysis 2003 Volume 33(Issue 3) pp:521-527
Publication Date(Web):15 October 2003
DOI:10.1016/S0731-7085(03)00294-2
A new HPLC method for the determination of paeoniflorin in rat serum with solid-phase extraction (SPE) for preconcentration is introduced. Paeoniflorin and an internal standard (pentoxifylline) were extracted from serum by means of SPE using cartridges with octadecyl chemically bound phase. The HPLC separation was then performed on a reversed-phase C18 column using acetonitrile–water (18:82, v/v) as eluting solvent system, and UV detection at 230 nm to measure the analyte with a limit of quantitation about 10 ng ml−1. The calibration curve for paeoniflorin was linear (r=0.9938) in the concentration range of 10–1200 ng ml−1, both intra- and inter-day precision of the paeoniflorin were determined and their coefficience of variation did not exceed 10%. The validated method has been successfully applied for pharmacokinetic studies of paeoniflorin from rat serum after oral administration of Guan-Xin-Er-Hao decoction.
Co-reporter:Jungui Dai, Min Ye, Hongzhu Guo, Weihua Zhu, Dayong Zhang, Qiu Hu, Junhua Zheng, Dean Guo
Bioorganic Chemistry 2003 Volume 31(Issue 4) pp:345-356
Publication Date(Web):August 2003
DOI:10.1016/S0045-2068(03)00063-4
Three C-14 oxygenated taxanes isolated from callus cultures of Taxus spp., 2α,5α,10β,14β-tetra-acetoxy-4(20),11-taxadiene 3, 2α,5α,10β-triacetoxy-14β-propionyloxy-4(20),11-taxadiene 4, 2α,5α,10β-triacetoxy-14β-(2-methylbutyryl)-oxy-4(20),11-taxadiene 5, and three deacetylated derivatives of 3, 10β-hydroxy-2α,5α,14β-triacetoxy-4(20),11-taxadiene 6, 14β-hydroxy-2α,5α,10β-triacetoxy-4(20),11-taxadiene 7, 10β,14β-dihydroxy-2α,5α-diacetoxy-4(20),11-taxadiene 8, could all be regio- and stereo-selectively hydroxylated at the 9α-position by Ginkgo cell suspension cultures to yield a series of new 9α,14β-dihydroxylated taxoids. The effects of functional groups, especially at C-14 of the substrates, on the biotransformation were also investigated. The results revealed that substrates with an acetoxyl group at C-14 could be more efficiently 9α-hydroxylated than those with a longer ester chain or a hydroxyl group at C-14. An acetoxyl or hydroxyl group at C-10 had no effect on the conversion rates of the substrates, but substrates with the hydroxyl group (compared with the acetoxyl analogues) could be converted into 9α-hydroxylated products more easily.
Co-reporter:Lili Ning;Hongzhu Guo;Kaishun Bi;Min Ye;Xiaomei Jiang;Dean Guo
Magnetic Resonance in Chemistry 2003 Volume 41(Issue 8) pp:633-635
Publication Date(Web):2 JUL 2003
DOI:10.1002/mrc.1213
A new diterpenoid, 12β,13α-dihydroxytriptonide, was obtained from the transformed culture of triptonide by Catharanthus roseus cell suspension cultures. The complete 1H and 13C NMR assignments of the compound were carried out by using DEPT, COSY, HSQC, g-HMBC and NOESY techniques. Copyright © 2003 John Wiley & Sons, Ltd.
Co-reporter:Min Ye, Jian Han, Hubiao Chen, Junhua Zheng, Dean Guo
Journal of the American Society for Mass Spectrometry (January 2007) Volume 18(Issue 1) pp:82-91
Publication Date(Web):1 January 2007
DOI:10.1016/j.jasms.2006.08.009
Rhubarb is an important herbal medicine for the treatment of constipation, inflammation, and cancer. In this study, a facile method based on liquid chromatography coupled with electrospray ionization tandem mass spectrometry has been established for the analysis of bioactive phenolic compounds in rhubarbs. From six rhubarb species, official (Rheum officinale, R. palmatum, and R. tanguticum) and unofficial (R. franzenbachii, R. hotaoense, and R. emodi), a total of 107 phenolic compounds were identified or tentatively characterized based on their mass spectra. These compounds include sennosides, anthraquinones, stilbenes, glucose gallates, naphthalenes, and catechins. Ion chromatograms for the identified compounds of different rhubarbs were then compared. Consistent with previous reports, sennosides and rhein were only detected in official rhubarbs. Unexpectedly, we found that R. officinale contained very different phenolic compounds from the other two official species. Sennoside A, which has been considered as the major purgative component of rhubarb, was only detected in R. officinale, while its close isomers were observed in R. palmatum and R. tanguticum. In addition, the predominant anthraquinone glycosides in R. officinale were found to be rhein 8-O-glucoside and emodin 1-O-glucoside, whereas those in R. palmatum and R. tanguticum were rhein 1-O-glucoside and emodin 8-O-glucoside. Stilbenes, which are the major constituents of unofficial rhubarbs, were also different among the species. Our results clarify the chemical composition of rhubarbs comprehensively for the first time. Due to the significant differences in chemical components of rhubarbs, we suggest that different Rheum species be used separately in clinical practice.
Co-reporter:Xiao-Chi Ma, Jian Cui, Jian Zheng, De-An Guo
Journal of Molecular Catalysis B: Enzymatic (3 September 2007) Volume 48(Issues 1–2) pp:42-50
Publication Date(Web):3 September 2007
DOI:10.1016/j.molcatb.2007.06.008
Eighteen strains of filamentous fungi (from nine genera) were screened for their capabilities to transform three major bufadienolides, cinobufagin (1), bufalin (2) and resibufogenin (3), from the traditional Chinese medicine Chan Su. Penicillium aurantigriseum AS 3.4512 was found to be the most potent strain to transform these compounds into in vivo metabolites in rat. Ten transformation products were obtained with high yield and identified using chromatographic and spectral means. Among them, six products were found to be same with the in vitro metabolites transformed by rat liver microsome. Three compounds were the major in vivo metabolites of 1, 2 and 3, respectively. Compound 3a was a firstly reported metabolite of 3 in vivo. All of these suggested the bioconversion of 1, 2 and 3 by P. aurantigriseum were very similar with the metabolism of them in vivo, and these transformed products could be used as the reference standards to investigate the mammalian metabolism of bufadienolides.
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