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Yuanqiang Guo - One of the best experts on this subject based on the ideXlab platform.
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chemical constituents of the leaves of butterbur Petasites japonicus and their anti inflammatory effects
Biomolecules, 2019Co-Authors: Jin Su Lee, Miran Jeong, Sangsu Park, Seung Mok Ryu, Jun Lee, Ziteng Song, Yuanqiang Guo, Jung Hye Choi, Dongho Lee, Dae Sik JangAbstract:Two new aryltetralin lactone lignans, Petasitesins A and B were isolated from the hot water extract of the leaves of butterbur (Petasites japonicus) along with six known compounds. The chemical structures of lignans 1 and 2 were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectra. Petasitesin A and cimicifugic acid D showed significant inhibitory effects on the production of both prostaglandin E2 (PGE2) and NO in RAW264.7 macrophages. The expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were inhibited by compound 1 in RAW264.7 cells. Furthermore, compounds 1 and 3 exhibited strong affinities with both iNOS and COX-2 enzymes in molecular docking studies.
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sesquiterpenoids from an edible plant Petasites japonicus and their promoting effects on neurite outgrowth
Journal of Functional Foods, 2016Co-Authors: Xiangrong Cao, Dongho Lee, Yasushi Ohizumi, Yuanqiang GuoAbstract:Abstract Petasites japonicus (Sieb. & Zucc.) Maxim., belonging to the Compositae family, is a perennial herb and has been consumed as a wild vegetable. Our survey on the chemical composition of P. japonicus resulted in the isolation of two new and seventeen known sesquiterpenoids. Their structures were elucidated on the basis of nuclear magnetic resonance (NMR) spectroscopic data analysis, and the absolute configurations of the new compounds were established by comparison of the calculated and experimental electronic circular dichroism (ECD) spectra. Among these isolates, compound 1 was a sesquiterpene carrying a chlorine atom, 2 processed a rare 7,9-secobakkenolide skeleton, and compounds 4, 11–13, 15, 18, and 19 were obtained from this species for the first time. Most of these compounds showed promoting effects on neurite outgrowth from PC12 cells. These chemical and biological results provide a basis for further development and utilization of P. japonicus as a functional food.
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characterization and no inhibitory activities of chemical constituents from an edible plant Petasites tatewakianus
Journal of Agricultural and Food Chemistry, 2014Co-Authors: Meicheng Wang, Daqing Jin, Chunfeng Xie, Hao Wang, Yasushi Ohizumi, Qiang Zhang, Quanhui Ren, Yihang Sun, Yuanqiang GuoAbstract:Petasites tatewakianus is an edible plant belonging to the family Compositae. In our continuous search for NO inhibitors, which may be useful for the development of anti-inflammatory agents, the chemical constituents of the leaves of the edible plant P. tatewakianus were investigated. This phytochemical investigation led to the isolation of 3 new (1-3) and 10 known (4-13) sesquiterpenes and 2 other types of known compounds (14 and 15). Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of compounds 1 and 3 were confirmed by comparing their experimental CD spectra with those calculated by the time-dependent density functional theory (TDDFT) method. The following biological studies disclosed that these isolated compounds showed inhibitory activities on LPS-induced NO production in murine microglial BV-2 cells. The results of our phytochemical investigation, including two new bakkenolide sesquiterpenes (1 and 2), one new sesquiterpene with an unusual carbon skeleton (3), and the first report of compounds 5-7 and 10-15 from this species, further revealed the chemical composition of P. tatewakianus as an edible plant, and the biological studies implied that P. tatewakianus, containing bioactive substances with the inhibitory activities of NO production, was potentially beneficial to human health.
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isolation characterization and neuroprotective activities of sesquiterpenes from Petasites japonicus
Food Chemistry, 2013Co-Authors: Shaonan Wang, Daqing Jin, Chunfeng Xie, Hao Wang, Meicheng Wang, Yuanqiang GuoAbstract:Abstract Neuroprotective reagents to protect the nerve cells against oxidative stress and other damages are potentially effective for the medical treatment of Parkinson’s disease. Petasites japonicus, a wild vegetable, belongs to the family Compositae and its extract has shown the neuroprotective effects. A further phytochemical investigation of P. japonicus for neuroprotective substances led to the isolation of eight new (1–8) and two known (9 and 10) sesquiterpenes. Their structures were elucidated on the basis of extensive 1D and 2D NMR (HMQC, HMBC, 1H–1H COSY, and NOESY) spectroscopic data analyses, and the structure of 1 was confirmed by X-ray crystallography. The neuroprotective activities of these sesquiterpenes were evaluated against cobalt chloride (CoCl2)-induced neuronal cell death in human dopaminergic SH-SY5Y cells. Five compounds showed a neuroprotective activity.
Youngwhan Choi - One of the best experts on this subject based on the ideXlab platform.
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s petasin isolated from Petasites japonicus exerts anti adipogenic activity in the 3t3 l1 cell line by inhibiting ppar γ pathway signaling
Food & Function, 2019Co-Authors: Lu Guo, Zheng Wei Cui, Jum Soon Kang, Beunggu Son, Youngwhan ChoiAbstract:Petasites japonicus is an edible and medicinal plant with a good flavor, and it is a rich source of bioactive compounds. S-Petasin has been isolated from Petasites hybridus (L.), Petasites officinalis (L.) and Petasites formosanus, but not from Petasites japonicus. In this study, we found that hexane extracts of Petasites japonicus inhibited adipogenesis in 3T3-L1 cells. After this we isolated s-petasin from Petasites japonicus. Subsequently, the 3T3-L1 pre-adipocytes were used to test whether s-petasin exerts an anti-adipogenic effect. The results showed that s-petasin presented strong anti-adipogenic activity. Further studies illustrated that s-petasin reduced glucose uptake. Moreover, results showed that triglyceride accumulation was inhibited by s-petasin in differentiated 3T3-L1 cells. Western blot assay indicated that s-petasin down-regulated the expression of PPAR-γ and its target genes in a dose dependent manner. In conclusion, we isolated s-petasin from Petasites japonicus and found that it exerted anti-adipogenic activity against 3T3-L1 cell differentiation through inhibition of the expression of PPAR-γ pathway signaling.
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petatewalide b a novel compound from Petasites japonicus with anti allergic activity
Journal of Ethnopharmacology, 2016Co-Authors: Youngwhan Choi, Kyoungpil Lee, Jungmin Kim, Saeromi Kang, Soojin Park, Jungmin Lee, Hyung Ryong Moon, Jee H Jung, Younggeun LeeAbstract:Abstract Ethnopharmacological relevance The giant butterbur Petasites japonicus is used to treat asthma and allergic diseases in traditional Korean, Japanese, and Chinese medicine. Aim of the study To elucidate the anti-allergic effect of Petasites genus, we studied effects of several compounds from Petasites japonicus leaves and found a novel bakkenolide-type sesquiterpine. In the present study, anti-allergic and anti-inflammatory effects of the new compound was examined using in vivo and in vitro experiments. Materials and methods The novel compound was isolated from Petasites japonicus leaves and named petatewalide B. Antigen-induced degranulation and Ca2+ mobilization were measured in RBL-2H3 mast cells by measuring β-hexosaminidase activity and fluorescence change of Ca2+ probe, fura-2. Induction of inducible nitric oxide synthase and cyclooxygenase 2 was measured by Western blotting in peritoneal macrophages. In addition, ovalbumin-induced asthma model was used for in vivo efficacy test of petatewalide B. Membrane potential was estimated by measuring fluorescence change of DiBAC in C6 glioma cells. Results Petatewalide B inhibited the antigen-induced degranulation of β-hexosaminidase in RBL-2H3 mast cells, but did not affect antigen-induced Ca2+ increase in the cells. Petatewalide B also showed inhibition of the LPS-induced induction of iNOS, but not COX-2 in mouse peritoneal macrophages. Nitric oxide production was also inhibited by petatewalide B in macrophages. In the ovalbumin-induced asthma model, petatewalide B strongly inhibited accumulations of eosinophils, macrophages, and lymphocytes in bronchoalveolar lavage fluid. Petatewalide B increased the membrane potential of C6 glioma cells in a concentration-dependent manner. Conclusion Petatewalide B from Petasites genus not only has anti-allergic and anti-inflammatory effects but also induces a transient increase of membrane potential in C6 glioma cells.
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optimization of extraction conditions for bakkenolide b from the leaves of Petasites japonicus by using response surface methodology
Journal of Life Sciences, 2014Co-Authors: Junghun Kim, Youngwhan Choi, Kyoungpil Lee, Hun Sik Chung, Yongmin Kim, Young Guen LeeAbstract:Optimal conditions for extraction of bakkenolide B from Petasites japonicus leaves were determined by using response surface methodology. A second-order Box-Behnken design representing three extraction temperatures (80, 100, 120℃), three extraction times (30, 45, 60 min), and three solvent pH’s (5, 7, 9) was executed. The efficiency of the extraction conditions was defined using the β-hexosamidase assay by comparing both the bakkenolide B content and its anti-allergic activity expressed as extract inhibition on degranulation. The response surface plot described for the bakkenolide B content showed that the maximum content was predicted as 121.6 μg/g with extraction conditions of 127.1℃, 46.6 min, and pH 7.7. Extraction temperature and time were important factors in determining bakkenolide B content. Using regression analysis, correlation between the inhibition effect of mast cell degranulation and bakkenolide B content was found to be low.
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optimization of a process for extraction of petasin from Petasites japonicus leaves by response surface methodology
Journal of Life Sciences, 2013Co-Authors: Dong Wan Lee, Youngwhan Choi, Se Yeul Lee, Hun Sik Chung, Young Guen LeeAbstract:Petasin extracted from Petasites japonicus leaves has been well known to be effective in the treatment of allergic asthma. This study was carried out to optimize the extraction process of petasin from P. japonicus leaves by response surface methodology (RSM). The dried powder of P. japonicus leaves was extracted at ethanol concentrations ranging from 40% to 80%, extraction rpm ranging from 125 rpm to 225 rpm, and extraction time ranging from 1 to 3 hours. The effects of the extraction conditions on the dry yield and petasin content of the extracts were investigated using a second-order Box-Behnken design. The petasin content was significantly affected by ethanol concentration, extraction rpm, and extraction time, tending to increase more with increasing ethanol concentration. The optimum condition for petasin extraction from Petasites japonicus leaves was 79.92% in ethanol concentration, 178.10 rpm in extraction rpm, and 2.06 hours in extraction time, respectively.
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anti allergic and anti inflammatory effects of bakkenolide b isolated from Petasites japonicus leaves
Journal of Ethnopharmacology, 2013Co-Authors: Kyoungpil Lee, Youngwhan Choi, Saeromi Kang, Soojin Park, Younggeun LeeAbstract:Abstract Aims of the study To elucidate the anti-allergic and anti-inflammatory effects of Petasites genus, we studied the effects of several compounds isolated from Petasites japonicas leaves. Materials and methods Bakkenolide B was isolated from Petasites japonicus leaves. Antigen-induced degranulation was measured in RBL-2H3 mast cells by measuring β-hexosamidase activity. Induction of inducible nitric oxide synthase and cyclooxygenase 2 was measured by Western blotting in peritoneal macrophages. Ovalbumin-induced asthma model was used for in vivo efficacy test of bakkanolide B. Results We found that bakkenolide B, a major component of the leaves, concentration-dependently inhibited RBL-2H3 mast cell degranulation. Bakkenolide B also inhibited the gene inductions of inducible nitric oxide synthase and cyclooxygenase 2 in mouse peritoneal macrophages. Furthermore, in an ovalbumin-induced asthma model, bakkenolide B strongly inhibited the accumulation of eosinophils, macrophages, and lymphocytes to bronchoalveolar lavage fluid. Conclusion Bakkenolide B has suppressive properties for allergic and inflammatory responses and may be utilized as a potent agent for the treatment of asthma.
Hansuwe Simon - One of the best experts on this subject based on the ideXlab platform.
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anti inflammatory activity of an extract of Petasites hybridus in allergic rhinitis
International Immunopharmacology, 2002Co-Authors: Olivier A R Thomet, Ulrich N Wiesmann, Andreas Schapowal, Hansuwe Simon, Isabelle V W M HeinischAbstract:Abstract Previous studies have suggested that histamine and leukotrienes (LTs) play an important pathobiological role in IgE-mediated allergic diseases. In vitro studies suggested that an extract of Petasites hybridus (Ze339) blocks LT synthesis in monocytes and granulocytes. Petasins are considered to be the pharmacologically active fraction within Ze339. Patients suffering from allergic rhinitis received three times a day two tablets of Ze339 standardized to 8 mg petasins within a time period of 1 week. After 5 days of treatment, Ze339 significantly improved primary end points, which were day- and nighttime nasal symptoms. Nasal resistance, which was measured by rhinomanometry, gradually decreased as a consequence of Ze339 treatment reaching normal levels after 5 days (rhinomanometry: from 403.5±62.0 to 844.8±38.8 ml). Levels of inflammatory mediators in nasal fluids and serum were measured 90 min after drug administration every day in the morning. After 5 days of treatment, a significant reduction of histamine (from 153.7±32.1 to 53.0±8.4 pg/ml) and LT levels (LTB4: from 313.1±46.5 to 180.6±32.2 pg/ml; cysteinyl-LT: from 137.0±42.2 to 70.1±16.5 pg/ml) could be observed. Moreover, quality-of-life scores significantly improved. The drug had no effect on the distribution of lymphocyte subpopulations in the blood as well as on the capacity of blood leukocytes to generate cytokines and lipid mediators. These results suggest that Ze339 is effective in treating allergic rhinitis patients by decreasing levels of nasal inflammatory mediators.
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role of petasin in the potential anti inflammatory activity of a plant extract of Petasites hybridus
Biochemical Pharmacology, 2001Co-Authors: Olivier A R Thomet, Ulrich N Wiesmann, Andreas Schapowal, Christian Bizer, Hansuwe SimonAbstract:Abstract A large production of leukotrienes (LTs) can be induced in human eosinophils or neutrophils by priming with granulocyte-macrophage colony-stimulating factor and subsequent stimulation with platelet-activating factor (PAF) or the anaphylatoxin C5a. Here, we investigated the effects of a plant extract of Petasites hybridus (Ze339) and its isolated active sesquiterpene ester petasin in these two in vitro cell models. Zileuton, a 5-lipoxygenase inhibitor, was used as a positive control. All compounds inhibited both cysteinyl-LT synthesis in eosinophils and LTB 4 synthesis in neutrophils. In contrast, only Ze339 and petasin, but not zileuton, abrogated PAF- and C5a-induced increases in intracellular calcium concentrations. These data suggest that Ze339 and petasin may block, compared to zileuton, earlier signalling events initiated by G protein-coupled receptors in granulocytes, perhaps at the level of or proximal to phospholipase C β . Taken together, petasin appears to be one major active compound of Petasites hybridus extract, since it demonstrates the same inhibitory activities on calcium fluxes and subsequent LT generation in both eosinophils and neutrophils as Ze339 does.
Younggeun Lee - One of the best experts on this subject based on the ideXlab platform.
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petatewalide b a novel compound from Petasites japonicus with anti allergic activity
Journal of Ethnopharmacology, 2016Co-Authors: Youngwhan Choi, Kyoungpil Lee, Jungmin Kim, Saeromi Kang, Soojin Park, Jungmin Lee, Hyung Ryong Moon, Jee H Jung, Younggeun LeeAbstract:Abstract Ethnopharmacological relevance The giant butterbur Petasites japonicus is used to treat asthma and allergic diseases in traditional Korean, Japanese, and Chinese medicine. Aim of the study To elucidate the anti-allergic effect of Petasites genus, we studied effects of several compounds from Petasites japonicus leaves and found a novel bakkenolide-type sesquiterpine. In the present study, anti-allergic and anti-inflammatory effects of the new compound was examined using in vivo and in vitro experiments. Materials and methods The novel compound was isolated from Petasites japonicus leaves and named petatewalide B. Antigen-induced degranulation and Ca2+ mobilization were measured in RBL-2H3 mast cells by measuring β-hexosaminidase activity and fluorescence change of Ca2+ probe, fura-2. Induction of inducible nitric oxide synthase and cyclooxygenase 2 was measured by Western blotting in peritoneal macrophages. In addition, ovalbumin-induced asthma model was used for in vivo efficacy test of petatewalide B. Membrane potential was estimated by measuring fluorescence change of DiBAC in C6 glioma cells. Results Petatewalide B inhibited the antigen-induced degranulation of β-hexosaminidase in RBL-2H3 mast cells, but did not affect antigen-induced Ca2+ increase in the cells. Petatewalide B also showed inhibition of the LPS-induced induction of iNOS, but not COX-2 in mouse peritoneal macrophages. Nitric oxide production was also inhibited by petatewalide B in macrophages. In the ovalbumin-induced asthma model, petatewalide B strongly inhibited accumulations of eosinophils, macrophages, and lymphocytes in bronchoalveolar lavage fluid. Petatewalide B increased the membrane potential of C6 glioma cells in a concentration-dependent manner. Conclusion Petatewalide B from Petasites genus not only has anti-allergic and anti-inflammatory effects but also induces a transient increase of membrane potential in C6 glioma cells.
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anti allergic and anti inflammatory effects of bakkenolide b isolated from Petasites japonicus leaves
Journal of Ethnopharmacology, 2013Co-Authors: Kyoungpil Lee, Youngwhan Choi, Saeromi Kang, Soojin Park, Younggeun LeeAbstract:Abstract Aims of the study To elucidate the anti-allergic and anti-inflammatory effects of Petasites genus, we studied the effects of several compounds isolated from Petasites japonicas leaves. Materials and methods Bakkenolide B was isolated from Petasites japonicus leaves. Antigen-induced degranulation was measured in RBL-2H3 mast cells by measuring β-hexosamidase activity. Induction of inducible nitric oxide synthase and cyclooxygenase 2 was measured by Western blotting in peritoneal macrophages. Ovalbumin-induced asthma model was used for in vivo efficacy test of bakkanolide B. Results We found that bakkenolide B, a major component of the leaves, concentration-dependently inhibited RBL-2H3 mast cell degranulation. Bakkenolide B also inhibited the gene inductions of inducible nitric oxide synthase and cyclooxygenase 2 in mouse peritoneal macrophages. Furthermore, in an ovalbumin-induced asthma model, bakkenolide B strongly inhibited the accumulation of eosinophils, macrophages, and lymphocytes to bronchoalveolar lavage fluid. Conclusion Bakkenolide B has suppressive properties for allergic and inflammatory responses and may be utilized as a potent agent for the treatment of asthma.
Olivier A R Thomet - One of the best experts on this subject based on the ideXlab platform.
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anti inflammatory activity of an extract of Petasites hybridus in allergic rhinitis
International Immunopharmacology, 2002Co-Authors: Olivier A R Thomet, Ulrich N Wiesmann, Andreas Schapowal, Hansuwe Simon, Isabelle V W M HeinischAbstract:Abstract Previous studies have suggested that histamine and leukotrienes (LTs) play an important pathobiological role in IgE-mediated allergic diseases. In vitro studies suggested that an extract of Petasites hybridus (Ze339) blocks LT synthesis in monocytes and granulocytes. Petasins are considered to be the pharmacologically active fraction within Ze339. Patients suffering from allergic rhinitis received three times a day two tablets of Ze339 standardized to 8 mg petasins within a time period of 1 week. After 5 days of treatment, Ze339 significantly improved primary end points, which were day- and nighttime nasal symptoms. Nasal resistance, which was measured by rhinomanometry, gradually decreased as a consequence of Ze339 treatment reaching normal levels after 5 days (rhinomanometry: from 403.5±62.0 to 844.8±38.8 ml). Levels of inflammatory mediators in nasal fluids and serum were measured 90 min after drug administration every day in the morning. After 5 days of treatment, a significant reduction of histamine (from 153.7±32.1 to 53.0±8.4 pg/ml) and LT levels (LTB4: from 313.1±46.5 to 180.6±32.2 pg/ml; cysteinyl-LT: from 137.0±42.2 to 70.1±16.5 pg/ml) could be observed. Moreover, quality-of-life scores significantly improved. The drug had no effect on the distribution of lymphocyte subpopulations in the blood as well as on the capacity of blood leukocytes to generate cytokines and lipid mediators. These results suggest that Ze339 is effective in treating allergic rhinitis patients by decreasing levels of nasal inflammatory mediators.
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role of petasin in the potential anti inflammatory activity of a plant extract of Petasites hybridus
Biochemical Pharmacology, 2001Co-Authors: Olivier A R Thomet, Ulrich N Wiesmann, Andreas Schapowal, Christian Bizer, Hansuwe SimonAbstract:Abstract A large production of leukotrienes (LTs) can be induced in human eosinophils or neutrophils by priming with granulocyte-macrophage colony-stimulating factor and subsequent stimulation with platelet-activating factor (PAF) or the anaphylatoxin C5a. Here, we investigated the effects of a plant extract of Petasites hybridus (Ze339) and its isolated active sesquiterpene ester petasin in these two in vitro cell models. Zileuton, a 5-lipoxygenase inhibitor, was used as a positive control. All compounds inhibited both cysteinyl-LT synthesis in eosinophils and LTB 4 synthesis in neutrophils. In contrast, only Ze339 and petasin, but not zileuton, abrogated PAF- and C5a-induced increases in intracellular calcium concentrations. These data suggest that Ze339 and petasin may block, compared to zileuton, earlier signalling events initiated by G protein-coupled receptors in granulocytes, perhaps at the level of or proximal to phospholipase C β . Taken together, petasin appears to be one major active compound of Petasites hybridus extract, since it demonstrates the same inhibitory activities on calcium fluxes and subsequent LT generation in both eosinophils and neutrophils as Ze339 does.