Feng Qiu

Shenyang Pharmaceutical University, Feng-t’ien, Liaoning, China

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Publications (151)289.49 Total impact

  • [Show abstract] [Hide abstract]
    ABSTRACT: Luteolin-7-O-glucoside (L7G), the main bioactive ingredient of Chinese Lantern, has various biological functions, including anti-inflammatory and anti-oxidative activities. However, research on luteolin-7-O-glucoside has focused on the extraction, separation and biological activities of this natural product, whereas the metabolism of luteolin-7-O-glucoside in vivo is not fully understood. In order to explore the metabolic profile of luteolin-7-O-glucoside, we investigated its metabolites in plasma, bile, urine and feces samples following oral administration to rats. In this study, an ultra-high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC/QTOFMS) method with a workflow-interpretation strategy was developed to profile and identify the major metabolites of luteolin-7-O-glucoside in rat urine, plasma, bile and feces after oral administration. A total of 44 luteolin-7-O-glucoside-related metabolites were identified in rat biological samples after oral administration of luteolin-7-O-glucoside, including 35 metabolites in urine, 17 metabolites in plasma, 17 metabolites in bile and 5 metabolites in feces. Additionally, three major metabolites (M22, M40 and M44) were isolated as standards from urine and feces. The study indicated that luteolin-7-O-glucoside was hydrolyzed to luteolin firstly, and then for further absorption, metabolism and excretion in vivo. The results showed that phase I metabolites are hydrolysis and reduction metabolites, and phase II metabolites include sulfation, glucuronidation and methylation metabolites. This research provides scientific and reliable support for full understanding of the metabolic profiling of luteolin-7-O-glucoside and the results provide evidence that should help to elucidate the effective substance basis of luteolin-7-O-glucoside in vivo. Copyright
    No preview · Article · Feb 2016 · Rapid Communications in Mass Spectrometry
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    ABSTRACT: A new norsesquiterpene named phaeocaulisin N (1), and three new guaiane-type sesquiterpenes named phaeocaulisins O-Q (2-4), together with a known norsesquiterpene (5) were isolated from the rhizomes of Curcuma phaeocaulis. Their structures were established based on extensive spectroscopic analysis. Compounds 1 and 5, as far as we know, are the first example of 13-norguaiane-type sesquiterpenes isolated from the genus Curcuma. All of the isolated compounds were tested for inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages. Compound 1 showed strong inhibitory activity on nitric oxide production with IC50 value of 3.58 +/- 0.17 mu M.
    No preview · Article · Dec 2015 · Phytochemistry Letters
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    ABSTRACT: Asperginine (1), an alkaloid possessing a rare skeleton, was isolated from the cultural broth of the marine fungus Aspergillus sp. (Z-4) isolated from the gut of the marine isopod Ligia oceanica. The planar structure and relative configuration of 1 was determined by analysis of NMR and mass spectral data. Its absolute configuration was elucidated by Marfey's method, together with NOESY correlations of key hydrogen atoms. The cytotoxicity against prostate cancer PC3 and human HCT116 was assayed by the MTT method. Unfortunately, asperginine did not show any activity.
    No preview · Article · Oct 2015 · Natural product communications
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    ABSTRACT: The possible protective and curative effects of paeonol on carrageenan-induced acute hind paw edema in rats and dextran sulfate sodium (DSS)-induced colitis in mice have been evaluated. After oral administration, paeonol (20 and 40 mg/kg) reduced the edema increase in paw volumes and also the development of DSS-induced murine colitis. Furthermore, anti-inflammatory and anti-oxidant activities of paeonol (1) together with its 10 metabolites (M2~M11) were investigated by using in vitro anti-inflammatory and anti-oxidant assays. M3 and M11 exhibited significant 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities (with EC50 values of 93.44 and 23.24 μM, respectively). All the metabolites except M8 showed hydroxyl radical scavenging activities, and M3 and M11 were the most potent agents (with EC50 values of 336.02 and 124.05 μM, respectively). Inhibitory effects of paeonol, M2~M11 on the overproduction of nitric oxide (NO), and the release of TNF-α were also tested. M3 and M11 potently inhibited lipopolysaccharide (LPS)-induced overproduction of NO in macrophage RAW 264.7. Western blot results demonstrated that paeonol, M3, and M11 downregulated the high expression of inducible nitric oxide synthase (iNOS) and COX-2 proteins, and the effects of M3 and M11 were more potent when compared with paeonol. These findings indicated that paeonol may play anti-inflammatory and anti-oxidant roles by changing to its active metabolites after absorption. In addition, further investigations on the mechanism showed that paeonol, M3, and M11 blocked the phosphorylation of MAPK/ERK 1/2 and p38, whereas they showed no effect on the phosphorylation of JNK. The above results suggested that pre-treatment with paeonol might be an effective therapeutic intervention against inflammatory diseases including colitis.
    No preview · Article · Oct 2015 · Inflammation
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    ABSTRACT: Rabdosia rubescens, a commonly used traditional Chinese medicine, has increasingly gained attention for its use as an antitumor herb. Oridonin, a bioactive diterpenoid isolated from Rabdosia rubescens, has been reported to induce apoptosis in human laryngeal cancer HEp-2 cells by our group. Here, we made unexpected observations that the caspase-9 inhibitor (C9i) enhanced apoptosis in response to selected stimuli, and HEp-2 cells which were made deficient in caspase-9 using siRNA exhibited no resistance to apoptotic signals and actually demonstrated increased apoptotic sensitivity to oridonin. The results were reversed by the transfection of an exogenous caspase-9 expression vector. Caspase-9 reduced sensitivity to apoptotic stimuli through reactive oxygen species (ROS)-suppressing and autophagy-promoting methods. ROS triggered the progression of apoptosis through activation of both the caspase-9-independent mitochondrial pathway and death receptor pathways, and the autophagy had an anti-apoptotic function in oridonin-treated HEp-2 cells. These collective results suggest that oridonin targets caspase-9 to alter ROS production and autophagy situation to promote HEp-2 cell apoptosis. Therefore, oridonin has the potential to be developed as an anticancer agent, and the combination of oridonin with those agents leading to reduction of caspase-9 expression in tumor cells could represent a novel approach to human laryngeal cancer treatment.
    Preview · Article · Sep 2015 · International Journal of Oncology
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    ABSTRACT: An exploration for Nitric Oxide (NO) inhibitors from the rhizomes of Curcuma phaeocaulis afforded one new salvialane-type sesquiterpene, phasalvione (1), two novel nor-sesquiterpenes, phaeocaudione (2) and phaeocauone (3), one aromatic acid 3-methyl-4-(3-oxo-butyl)-benzoic acid (4), two γ-elemene-type sesquiterpenes, 8β(H)-elema-1,3,7(11)-trien-8,12-lactam (5) and (5R, 8R, 10R)-8-methoxy-elema-1,3,7(11)-trien-8,12-lactone (6), one eudesmane-type sesquiterpene, phaeusmane I (7), and one cyclic diarylheptanoid, phaeoheptanoxide (8). Their structures were established based on extensive spectroscopic analysis. The absolute configurations of compounds 1 and 2 were assigned using the circular dichroism data of the [Rh2(OCOCF3)4] complex, and the absolute configuration of 1 was further established by single crystal X-ray crystallography, whereas that of 6 was deduced by circular dichroism (CD) method. Furthermore, inhibitory effects of the isolated compounds on nitric oxide production in LPS-activated macrophages were evaluated. Compounds 1, 3 and 4 showed strong inhibitory activities on NO production with IC50 values of 7.46±0.69, 2.35±0.17 and 3.49±0.31 μM, respectively. A plausible biosynthetic pathway for 1-4 in C. phaeocaulis was also discussed.
    No preview · Article · Jun 2015 · Organic & Biomolecular Chemistry
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    ABSTRACT: Three new guaiane-type sesquiterpenes named phaeocaulisins K-M (1-3), and one germacrane-type sesquiterpenoid with new ring system of 1,5- and 1,8-ether groups named phagermadiol (4), were isolated from rhizomes of Curcuma phaeocaulis. Their structures were established based on extensive spectroscopic analysis. Compound 1, the first example of norsesquiterpene with tropone backbone, and compound 3 with a novel 1,2-dioxolane sesquiterpene alcohol were isolated from the genus Curcuma. All of the isolated compounds were tested for inhibitory activity against lipopolysaccharide-induced nitric oxide (NO) production in RAW 264.7 macrophages. Compound 3 inhibited NO production with IC50 value of 6.05 ± 0.43 μM. The plausible biosynthetic pathway for compounds 3 and 4 in C. phaeocaulis was also discussed.
    No preview · Article · Jun 2015 · Journal of Asian natural products research
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    Full-text · Dataset · May 2015
  • Xinchi Feng · Liqin Ding · Feng Qiu
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    ABSTRACT: Glycyrrhizin (GZ), the main active component of licorice, is a widely used therapeutic in the clinic. Depending on the disease, the treatment may involve a long course of high dose GZ. Another component of licorice, glycyrrhetinic acid (GA), is the main active metabolite of GZ and is thought to be responsible for the majority of the pharmacological properties of GZ. Therefore, GZ and GA are both used for therapeutic purposes. In addition, GZ and GA are also widely used to sweeten and flavor foods. Due to this widespread, multifaceted use of these substances, potential drug interactions with GZ and GA have recently gained attention. Along these lines, this review covers the known effects of GZ and GA on drug-metabolizing enzymes and efflux transporters. We conclude that both GZ and GA may have an effect on the activity of CYPs. For example, GZ may induce CYP3A activity through activation of PXR. Also, GZ and GA may affect glucuronidation in rats and humans. Furthermore, 18β-GA is a potent inhibitor of P-gp, while GZ and GA are inhibitors of MRP1, MRP2 and BCRP. The pharmacokinetics and pharmacodynamics of many medications may be altered when used concurrently with GZ or GA, which is also covered in this review. Overall, GZ, GA or related products should be taken with caution when taken with additional medications due to the possible drug interactions.
    No preview · Article · Mar 2015 · Drug Metabolism Reviews
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    ABSTRACT: Biocatalysis of curcumenol (1) was performed by Mucor polymorphosporus AS 3.3443. Six metabolites including five new compounds were obtained, and their structures were elucidated as 10β-hydroxy-9,10-dihydrocurcumenol (2), 2β-hydroxycurcumenol (3), 15-hydroxycurcumenol (4), 12-hydroxycurcumenol (5), 1-hydroxy-4αH-guai-1,6,9-triene-2,8-dione (6), and 5-hydroxycarbonyl-1-oxo-3,7-dimethylindane (7) by spectroscopic analysis. M. polymorphosporus catalyzed unusual degradation and rearrangement reactions to generate a ring-contracted metabolite (7) of curcumenol (1). Curcumenol (1) and metabolites 4-7 exhibited inhibitory activities against lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages, with 7 exhibiting more potent activity than curcumenol.
    No preview · Article · Mar 2015 · Journal of Natural Products
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    ABSTRACT: Three new sesquiterpenes including a new elemane-type sesquiterpene, 5βH-elem-1,3,7,8-tetraen-8,12-olide (1), and two new carabrane-type sesquiterpenes, 7α,11-epoxy-6α-methoxy-carabrane-4,8-dione (2) and 8,11-epidioxy-8-hydroxy-4-oxo-6-carabren (3), together with eight known sesquiterpenes (4-11) were isolated from Curcuma wenyujin Y. H. Chen et C. Ling. Their structures were elucidated based on extensive spectroscopic analyses. A possible biogenetic scheme for the related compounds was postulated. All of the isolated compounds were tested for inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages. Meanwhile, preliminary structure-activity relationships for these compounds are discussed. Copyright © 2015. Published by Elsevier B.V.
    No preview · Article · Mar 2015 · Fitoterapia
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    ABSTRACT: Four new cadinane-type sesquiterpenes named phacadinanes A-D (1-4) were isolated from the rhizomes of Curcuma phaeocaulis. Their structures were elucidated by 1D and 2D NMR, as well as accurate mass measurements. Compound 4 was the first example of a rare 4,5-seco-cadinane sesquiterpene isolated from the Zingiberaceae family. Furthermore, inhibitory effects of the isolated compounds on nitric oxide production in LPS-activated macrophages were evaluated. Compounds 1 and 2 showed strong inhibitory activities on NO production with IC50 values of 3.88±0.58 and 2.25±0.71 μM, respectively. A possible biogenetic pathway for 4,5-seco-cadinane sesquiterpene (4) was postulated. Copyright © 2015. Published by Elsevier B.V.
    No preview · Article · Mar 2015 · Fitoterapia
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    ABSTRACT: Biotransformations of curcumenol (1) were performed by four fungal strains, Mucor spinosus AS 3.2450, Penicillium urticae IFFI 04015, Cunninghamella echinulata AS 3.3400, Aspergillus carbonarius IFFI 02087. Five metabolites were prepared in the biotransformation process of 1, and their structures were elucidated as 15-hydroxycurcumenol (2), 1α-hydroxycurcumenol (3), 14-hydroxycurcumenol (4), 3β-hydroxycurcumenol (5) and 12-hydroxycurcumenol (6) by spectroscopic data analysis. Among them, metabolites 2-5 are novel. All of these four fungal strains showed the ability of highly stereo- and regiospecific hydroxylation for the substrate (1), which could be used as tools for preparing the hydroxylated derivatives and in vivo metabolites of curcumenol. In addition, the inhibitory effects of substrate and obtained products on nitric oxide production in lipopolysaccaride-activated macrophages were evaluated. The substrate (1) and metabolites 2, 5, and 6 showed significant inhibitory effects.
    No preview · Article · Jan 2015 · Journal of Molecular Catalysis B Enzymatic
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    ABSTRACT: Three new lanostane-type triterpenes, inonotusanes A-C (1-3), and a new naturally occurring one, 3β-hydroxy-25,26,27-trinorlanosta-8,22E-dien-24-oic acid (4), together with sixteen known triterpenoids (5-20), including 13 lanostane derivatives, 2 lupanes and 1 oleanane-type triterpene were isolated from the sclerotia of Inonotus obliquus. Their structures were elucidated by 1D and 2D NMR spectroscopy and HRMS. Compounds 6, 8, 18 and 20 exhibited strong cytotoxicity against A549 tumor cell lines, with IC50 values of 2.34, 1.63, 8.39 and 5.39μM, respectively. Seven compounds (3, 9, 10, 12, 18-20) exhibited moderate cytotoxicity against A549, HT29, Hela or L1210 tumor cell lines. Copyright © 2014. Published by Elsevier B.V.
    No preview · Article · Dec 2014 · Fitoterapia
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    ABSTRACT: The aim of the present study was to investigate and compare the anti‑inflammatory activities of curcumin and its three metabolites, tetrahydrocurcumin, hexahydrocurcumin and octahydrocurcumin in lipopolysaccharide (LPS)‑stimulated RAW 264.7 macrophage cells. The results demonstrated that overproduction of nitric oxide (NO) was potently inhibited following treatment with curcumin and its three metabolites. In addition, curcumin and tetrahydrocurcumin significantly inhibited the release of prominent cytokines, including tumor necrosis factor‑α (TNF‑α) and interleukin‑6 (IL‑6); however, hexahydrocurcumin and octahydrocurcumin did not significantly alter cytokine release. Furthermore, the present study investigated the effect of curcumin and its metabolites on the expression of inducible NO synthase (iNOS), cyclooxygenase‑2 (COX‑2) and activated‑nuclear factor kappa B (NF‑κB); the results showed that curcumin and its three metabolites significantly inhibited LPS‑mediated upregulation of iNOS and COX‑2 as well as NF‑κB activation. However, curcumin exerted a more potent effect on LPS‑stimulated RAW 264.7 cells compared to that of its three metabolites, of which tetrahydrocurcuim was found to be the most pharmacologically active. In conclusion, the results of the present study demonstrated that curcumin and its major metabolites inhibited the LPS‑induced inflammatory response via the mechanism of inhibiting NF‑κB translocation to the nucleus.
    No preview · Article · Dec 2014 · Molecular Medicine Reports
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    Ni Zhang · Ning Yang · Qilin Chen · Feng Qiu · Xingfu Li
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    ABSTRACT: The aim of the present study was to investigate the expression and effect of progranulin (PGRN) in patients with primary Sjögren's syndrome (pSS). In total, 26 newly diagnosed pSS patients and 26 healthy subjects were enrolled in this study. The serum levels of PGRN and the inflammatory factor, interleukin-6 (IL-6), were detected using ELISA. In addition, the mRNA expression levels of these molecules were detected by quantitative polymerase chain reaction. The serum levels of PGRN and IL-6 in the pSS patients increased significantly compared with the healthy controls (P<0.05). During the remission stages, the levels of PGRN and IL-6 were comparable to those of the healthy controls. The serum level of PGRN in the pSS patients was shown to correlate with that of IL-6 in the pre-treatment and post-treatment stages. PGRN was upregulated in the pSS patients, indicating a possible role of PGRN in the pathogenesis and development of pSS.
    Preview · Article · Nov 2014 · Experimental and therapeutic medicine
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    ABSTRACT: Reinvestigation of the n-BuOH extract of the roots of Clematis argentilucida led to the isolation of a new ursane-type triterpenoid saponin 1 and a new taraxerane-type saporiin 2, four known saponins 3-6 first isolated from the species, together with seven saponins 7-13 reported in the previous papers. The structures of saponins 1-6 were elucidated by extensive spectroscopic analysis and chemical evidences. The ursane-type and taraxerane-type triterpenoid saponins were obtained from genus Clematis for the first time, and the aglycone of saponin 1, 3 beta,28-dihydroxy-18 alpha H-ursan-20-en was first encountered. The cytotoxicity of all the saponins was evaluated against human glioblastoma U251MG cell lines. The monodesmosidic saponins 1, 2 and 4-8 exhibited cytotoxic activity against the cells with IC50 values ranging from 6.95 to 38.51 mu M. (c) 2014 Elsevier B.V. All rights reserved.
    No preview · Article · Sep 2014 · Biochemical Systematics and Ecology
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    ABSTRACT: Eight eudesmane-type sesquiterpenes – phaeusmanes A–H (1–8) – isolated for the first time in this work, and four others (9–12) isolated for the first time from plants in this work, together with fourteen known eudesmane derivatives, were isolated from the rhizomes of Curcuma phaeocaulis. Their structures were elucidated by 1D and 2D NMR and CD spectroscopy and HRMS. Compound 8 is the first example of a nitrogen-containing eudesmane-type sesquiterpene isolated from the genus Curcuma. Furthermore, inhibitory effects of the isolated compounds on NO production in lipopolysaccharide-activated macrophages were evaluated. Compounds 1, 6, 10, 19, 22, and 24 showed strong inhibitory activities on NO production with IC50 values of 3.2, 4.8, 1.2, 0.8, 3.8, and 0.8 μM, respectively. Preliminary structure–activity relationships for these compounds are proposed. A possible biogenetic pathway for nitrogen-containing eudesmane-type sesquiterpene 8 is postulated.
    No preview · Article · Sep 2014 · European Journal of Organic Chemistry
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    Xin Wang · Hongjun Xia · Youping Liu · Feng Qiu · Xin Di
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    ABSTRACT: A selective and sensitive LC–MS/MS method was developed and validated for simultaneous determination of three glucuronide conjugates of scutellarein in rat plasma. Plasma samples were pretreated by protein precipitation with acetonitrile. The analytes (scutellarin, scutellarein-6,7-di-O-β-D-glucuronide and scutellarein-6-O-β-D- glucuronide), together with internal standard (IS, baicalin) were separated on a Diamonsil C18 column (150 mm × 4.6 mm, 5 μm) with an isocratic mobile phase consisting of methanol–water − formic acid (55:45:0.2, v/v/v). Mass spectrometric detection was performed by selected reaction monitoring (SRM) mode via electrospray ionization source operating in negative ionization mode. The method was linear for all the analytes over the investigated concentration ranges with correlation coefficients greater than 0.9954. The intra- and inter-day precisions were less than 9.1% and the accuracy was between–1.7% and 4.2%. The extraction recoveries of the analytes and IS from rat plasma were over 63.7%. The validated method has been successfully applied to a pharmacokinetic study of breviscapine in rats after intragastric administration at a dose of 20 mg/kg. The pharmacokinetic results would be helpful to better understand the pharmacological action mechanism of breviscapine
    Full-text · Article · Aug 2014 · Journal of Chromatography B
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    ABSTRACT: The reinvestigation of the n-BuOH extract of the roots of Clematis argentilucida led to the isolation of four new oleanane-type triterpenoid saponins, 1-4, four known saponins, 5-8, first isolated from the species, together with ten saponins, 9-18, reported in the preceding papers. The structures of saponins 1-8 were elucidated by extensive spectroscopic analysis and chemical evidences. The cytotoxicity of all the saponins were evaluated against human tumor HL-60, HepG-2, and SGC-7901 cell lines. The monodesmosidic saponins 4, 7, 8, and 14-18 exhibited cytotoxic activity against the three cell lines with IC50 values in the range of 0.87-19.48 µM.
    No preview · Article · Jul 2014 · Planta Medica

Publication Stats

2k Citations
289.49 Total Impact Points

Institutions

  • 1998-2016
    • Shenyang Pharmaceutical University
      • • Department of Natural Products Chemistry
      • • School of Traditional Chinese Medicines
      • • School of Traditional Chinese Materia Medica
      Feng-t’ien, Liaoning, China
  • 2014-2015
    • Tianjin University of Traditional Chinese Medicine
      T’ien-ching-shih, Tianjin Shi, China
  • 2012-2014
    • Shandong University
      Chi-nan-shih, Shandong Sheng, China
    • Yantai University
      • School of Pharmacy
      Chifu, Shandong Sheng, China
  • 1996
    • Hokkaido Pharmaceutical University School of Pharmacy
      • Department of Kampo Medicinal Science
      Otaru, Hokkaidō, Japan