Structures of New Phenylbutanoids and Nitric Oxide Production Inhibitors from the Rhizomes of Zingiber cassumunar
スポンサーリンク
概要
- 論文の詳細を見る
The methanolic (MeOH) extract from the rhizomes of Zingiber cassumunar showed nitric oxide (NO) production inhibitory effects induced by lipopolysaccharide (LPS) in mouse peritoneal macrophages. From the MeOH extract, six new phenylbutanoids, phlains I—VI, were isolated together with 16 known constituents. The structures of new phenylbutanoids were determined on the basis of physicochemical and chemical evidence. In addition, the inhibitory effects of the principal constituents on the NO production were examined. Among them, phlain III (IC50=24 μM), (E)-1-(3,4-dimethoxyphenyl)buta-1,3-diene (69 μM), (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene (83 μM), and cassumunaquinone 1 (47 μM) were found to show the inhibitory effects.
- 公益社団法人 日本薬学会の論文
著者
-
NAKAMURA Seikou
Kyoto Pharmaceutical University
-
MATSUDA Hisashi
Kyoto Pharmaceutical University
-
YOSHIKAWA Masayuki
Kyoto Pharmaceutical University
-
前田 初男
大阪大学大学院薬学研究科分子薬科学専攻
-
前田 初男
大阪大学大学院薬学研究科
-
Maeda Hatsuo
Faculty Of Pharmaceutical Sciences Osaka University
-
Iwami Junko
Kyoto Pharmaceutical University
-
Pongpiriyadacha Yutana
Faculty of Science and Technology, Rajamangala University of Technology Srivijaya
-
Wakayama Hiroko
Kyoto Pharmaceutical University
-
Nakamura Seikou
Department Of Applied Biology Kyoto Institute Of Technology
-
Pongpiriyadacha Yutana
Faculty Of Science And Technology Rajamangala University Of Technology Srivijaya
-
MATSUDA HISASHI
Kyoto College of Pharmacy
関連論文
- Brazilian Natural Medicines. III. Structures of Triterpene Oligoglycosides and Lipase Inhibitors from Mate, Leaves of Ilex paraguariensis
- Medicinal Flowers. XXVI. Structures of Acylated Oleanane-Type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, from the Flower Buds of Camellia oleifera : Gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects
- A New Amide, Piperchabamide F, and Two New Phenylpropanoid Glycosides, Piperchabaosides A and B, from the Fruit of Piper chaba
- Medicinal Flowers. XXI. : Structures of Perennisaponins A, B, C, D, E, and F, Acylated Oleanane-Type Triterpene Oligoglycosides, from the Flowers of Bellis perennis
- Effect of Psychotropic Drugs on the 21-Hydroxylation of Neurosteroids, Progesterone and Allopregnanolone, Catalyzed by Rat CYP2D4 and Human CYP2D6 in the Brain(Biochemistry)
- Structures of novel norstilbene dimer, longusone A, and three new stilbene dimers, longusols A, B, and C, with antiallergic and radical scavenging activities from Egyptian natural medicine Cyperus longus
- Medicinal Flowers. XXVII : New Flavanone and Chalcone Glycosides, Arenariumosides I, II, III, and IV, and Tumor Necrosis Factor-α Inhibitors from Everlasting, Flowers of Helichrysum arenarium
- Structures of Acetylated Oleanane-Type Triterpene Saponins, Rarasaponins IV, V, and VI, and Anti-hyperlipidemic Constituents from the Pericarps of Sapindus rarak
- Absolute Stereostructures of Olibanumols A, B, C, H, I, and J from Olibanum, Gum-Resin of Boswellia carterii, and Inhibitors of Nitric Oxide Production in Lipopolysaccharide-Activated Mouse Peritoneal Macrophages
- Medicinal Flowers. XXX. Eight New Glycosides, Everlastosides F—M, from the Flowers of Helichrysum arenarium
- Medicinal Flowers. XXIV. Chemical Structures and Hepatoprotective Effects of Constituents from Flowers of Hedychium coronarium
- Bioactive Constituents from Chinese Natural Medicines. XXXII : Aminopeptidase N and Aldose Reductase Inhibitors from Sinocrassula indica: Structures of Sinocrassosides B_4, B_5, C_1, and D_1-D_3
- Medicinal Foodstuffs. XXXIV. : Structures of New Prenylchalcones and Prenylflavanones with TNF-α and Aminopeptidase N Inhibitory Activities from Boesenbergia rotunda
- Bioactive Constituents from Chinese Natural Medicines. XXVI : Chemical Structures and Hepatoprotective Effects of Constituents from Roots of Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIV. : Hypoglycemic Effects of Sinocrassula indica in Sugar-Loaded Rats and Genetically Diabetic KK-A^y Mice and Structures of New Acylated Flavonol Glycosides, Sinocrassosides A_1, A_2, B_1, and B_2
- Apoptosis-Inducing Effects of Sterols from the Dried Powder of Cultured Mycelium of Cordyceps sinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIII. Absolute Structures of New Megastigmane Glycosides, Sedumosides A_4, A_5, A_6, H, and I, and Hepatoprotective Megastigmanes from Sedum sarmentosum
- Bioactive Constituents from Chinese Natural Medicines. XXII. Absolute Structures of New Megastigmane Glycosides, Sedumosides E_1, E_2, E_3, F_1, F_2, and G, from Sedum sarmentosum (Crassulaceae)
- Bioactive Saponins and Glycosides. XXVIII. New Triterpene Saponins, Foliatheasaponins I, II, III, IV, and V, from Tencha (the Leaves of Camellia sinensis)
- P-469 ANTI-ALLERGIC AND ANTI-INFLAMMATORY ACTIVITIES OF 1'S-1'-ACETOXYCHAVICOL ACETATE AND RELATED COMPOUNDS
- P-466 ACYLATED PHENETHYLGLYCOSIDES WITH VASORELAXANT ACTIVITY FROM CISTANCHE TUBULOSA
- P-298 SYNTHESIS OF 1,5-ANHYDRO-5-AZA-D-GLUCITOL ANALOGS OF SALACINOL AND THEIR α-GLUCOSIDASE INHIBITORY ACTIVITIES
- Monoterpene Constituents from Cistanche tubulosa : Chemical Structures of Kankanosides A-E and Kankanol
- Inhibitors of Nitric Oxide Production from the Rhizomes of Alpinia galanga : Structures of New 8-9' Linked Neolignans and Sesquineolignan
- Antidiabetogenic constituents from Salacia species(Chemical & Pharmacological study)
- Synthesis of a Nitrogen Analogue of Salacinol and Its α-Glucosidase Inhibitory Activity
- Medicinal Foodstuffs. III. Sugar Beet. (1) : Hypoglycemic Oleanolic Acid Oligoglycosides, Betavulgarosides, I, II, III, and IV, from the Root of Beta vulgaris L. (Chenopodiaceae)
- Bioactive Saponins and Glycosides. XI. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenosides I, II, III, IV, and V, from American Ginseng, the Roots of Panax quinquefolium L.
- Bioactive Saponins and Glycosides. IX. Notoginseng (2) : Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid β-Sophoroside, from the Dried
- Bioactive Saponins and Glycosides. VIII. Notoginseng (1) : New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-A, -B, -C, and -D, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN
- Studies on Kochiae Fructus. V. Antipruritic Effects of Oleanolic Acid Glycosides and the Structure-Requirement
- Medicinal Foodstuffs. VII. On the Saponin Constituents with Glucose and Alcohol Absorption-Inhibitory Activity from a Food Garnish "Tonburi", the Fruit of Japanese Kochia scoparia (L.) SCHRAD. : Structures of Scoparianosides A, B, and C
- Studies on Kochiae Fructus. II. On the Saponin Constituents from the Fruit of Chinese Kochia scoparia (Chenopodiaceae) : Chemical Structures of Kochianosides I, II, III, and IV
- Studies on Alismatis Rhizoma. III. Stereostructures of New Protostane-Type Triterpenes, Alisols H, I, J-23-Acetate, K-23-Acetate, L-23-Acetate, M-23-Acetate, and N-23-Acetate, from the Dried Rhizome of Alisma orientale
- NOVEL iNDOLE S, O-BISDESMOSIDE, CALANTHOSIDE, THE PRECURSOR GLYCOSIDE OF TRYPTANTHRIN, INDIRUBIN, AND ISATIN, WITH INCREASING SKIN BLOOD FLOW PROMOTING EFFECTS, FROM TWO CALANTHE SPECIES (ORCHIDACEAE)
- Hepatoprotective and Antioxidative Properties of Salacia reticulata : Preventive Effects of Phenolic Constituents on CCl_4-Induced Liver Injury in Mice
- Medicinal Foodstuffs. XVIII. Phytoestrogens from the Aerial Part of Petroselinum crispum MILL. (PARSLEY) and Structures of 6"-Acetylapiin and a New Monoterpene Glycoside, Petroside
- Chemical Constituents from the Leaves of Hydrangea macrophylla var. thunbergii(III) : Absolute Stereostructures of Hydramacrosides A and B, Secoiridoid Glucoside Complexes with Inhibitory Activity on Histamine Release
- The Role of Thunberginol A, an Isocoumarin Constituent of Hydrangeae Dulcis Folium, on the Signal Transmission Pathway for Rat Mast Cell Degranulation
- Effects of Phyllodulcin, Hydrangenol, and Their 8-O-Glucosides, and Thunberginols A and F from Hydrangea macrophylla SERINGE var. thunbergii MAKINO on Passive Cutaneous Anaphylaxis Reaction in Rats
- Dihydroisocoumarin Constituents from the Leaves of Hydrangea macrophylla var. thunbergii (2). : Absolute Stereostructures of Hydrangenol, Thunberginol I, and Phyllodulcin Glycosides and Isomerization Reaction at the 3-Positions of Phyllodulcin and Its Gly
- Effect of Several Cellulosic Binders on Particle Size Distribution of Granules Prepared by a High-Speed Mixer
- Pharmacologica Efects in Mice of Anandamide and Its Related Fatty Acid Ethanolamides, and Enhancement of Cataleptogenic Effect of Anandamide by Phenylmethylsulfonyl Fluoride
- Inhibitory Effects of Thunberginols A, B, and F on Degranulations and Releases of TNF-α and IL-4 in RBL-2H3 Cells(Pharmacognosy)
- Determination of Heavy Metal Contents in Human Gallstones Using X-Ray Fluorescence Spectrometry (Regular Presentations) (Proceedings of the 15 th Symposium on Environmental Pollutants and Toxicology)
- Mechanism of Hepatic Microsomal Oxidation of 11-Hydroxy-Δ^8-tetra-hydrocannabinol to 11-Oxo-Δ^8-tetrahydrocannabinol. Evidence for Hydration of the Aldehyde Formed
- INTERACTION OF CANNABINOIDS WITH HEPATIC MICROSOMAL DRUG-METABOLIZING ENZYME SYSTEM IN THE RAT
- PURIFICATION AND CHARACTERIZATION OF MOUSE HEPATIC MICROSOMAL ALDEHYDE OXYGENASE
- MECHANISM OF CANNABIELSOIN FORMATION FROM CANNABIDIOL, ONE OF THE MAJOR CMPONENTS OF MARIHUANA
- CYTOCHROME P450 ISOZYMES INVOLVED IN METABOLIC ACTIVATION OF Δ^9-TETRAHYDROCANNABINOL BY RAT LIVER MICROSOMES
- Mechanism of Biological Formation of Cannabielsoin from Cannabidiol in the Guinea-Pig, Mouse, Rat and Rabbit
- Sesquiterpenes from Curcuma comosa
- Structures of New Sesquiterpenes from Curcuma comosa
- The Synthesis of Isoquinoline Alkaloid and Its Related Compounds Using Alanine Derivatives as Chiral Auxiliaries
- Establishment by Adriamycin Exposure of Multidrug-resistant Rat Ascites Hepatoma AH130 Cells Showing Low DT-diaphorase Activity and High Cross Resistance to Mitomycins
- Inhibition of P-Glycoprotein-Dependent Multidrug Resistance by an Isoquinolinesulfonamide Compound H-87 in Rat Ascites Hepatoma AH66 Cells
- Chemical Constituents from Seeds of Panax ginseng : Structure of New Dammarane-Type Triterpene Ketone, Panaxadione, and HPLC Comparisons of Seeds and Flesh
- Bioactive Constituents from Chinese Natural Medicines. XXXIII : Inhibitors from the Seeds of Psoralea corylifolia on Production of Nitric Oxide in Lipopolysaccharide-Activated Macrophages(Pharmacognosy)
- Structures of New Monoterpenes from Thai Herbal Medicine Curcuma comosa
- Medicinal Flowers. XXII Structures of Chakasaponins V and VI, Chakanoside I, and Chakaflavonoside A from Flower Buds of Chinese Tea Plant (Camellia sinensis)
- New Triterpene Constituents, Foliasalacins A_1-A_4, B_1-B_3, and C, from the Leaves of Salacia chinensis
- Absolute Structures of New Megastigmane Glycosides, Foliasalaciosides E_1, E_2, E_3, F, G, H, and I from the Leaves of Salacia chinensis
- A Novel Series of Thromboxane A_2 Synthetase Inhibitors with Free Radical Scavenging and Anti-peroxidative Activities
- Bioavailable Acyl-CoA : Cholesterol Acyltransferase Inhibitor with Anti-peroxidative Activity : Synthesis and Biological Activity of Novel Indolinyl Amide and Urea Derivatives
- Studies on the Constituents of Broussonetia Species. V. Two New Pyrrolidine Alkaloids, Broussonetines K and L, as Inhibitors of Glycosidase, from Broussonetia Kazinoki SIEB.
- Reinvestigation of Absolute Stereostructure of (-)-Rosiridol : Structures of Monoterpene Glycosides, Rosiridin, Rosiridosides A, B, and C, from Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIX. : Monoterpene and Monoterpene Glycosides from the Roots of Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXVIII. : Chemical Structures of Acyclic Alcohol Glycosides from the Roots of Rhodiola crenulata
- Medicinal Flowers. XVII. : New Dammarane-Type Triterpene Glycosides from Flower Buds of American Ginseng, Panax quinquefolium L.
- Medicinal Flowers. XVI. New Dammarane-Type Triterpene Tetraglycosides and Gastroprotective Principles from Flower Buds of Panax ginseng
- Medicinal Flowers. XV. The Structures of Noroleanane- and Oleanane-Type Triterpene Oligoglycosides with Gastroprotective and Platelet Aggregation Activities from Flower Buds of Camellia japonica
- Medicinal Flowers. XIV. New Acylated Oleanane-Type Triterpene Oligoglycosides with Antiallergic Activity from Flower Buds of Chinese Tea Plant(Camellia sinensis)
- Medicinal Flowers. XI. Structures of New Dammarane-Type Triterpene Diglycosides with Hydroperoxide Group from Flower Buds of Panax ginseng
- Bioactive Saponins and Glycosides. XXVII. Structures of New Cucurbitane-Type Triterpene Glycosides and Antiallergic Constituents from Citrullus colocynthis
- Medicinal Flowers. XII. New Spirostane-Type Steroid Saponins with Antidiabetogenic Activity from Borassus flabellifer
- Bioactive Constituents from Chinese Natural Medicines. XX. Inhibitors of Antigen-Induced Degranulation in RBL-2H3 Cells from the Seeds of Psoralea corylifolia
- Bioactive Saponins and Glycosides. XXV. Acylated Oleanane-Type Triterpene Saponins from the Seeds of Tea Plant (Camellia sinensis)
- Structures of New Cucurbitane-Type Triterpenes and Glycosides, Karavilagenins and Karavilosides, from the Dried Fruit of Momordica charantia L. in Sri Lanka
- P-484 TRITERPENE SAPONINS WITH ANTI-HYPERLIPIDEMIC AND GASTROPROTECTIVE ACTIVITIES FROM TEA PLANT
- P-483 TRITERPENE-SAPONINS WITH HEPATOPROTECTIVE ACTIVITIES FROM THE FLOWER-BUDS OF PANAX NOTOGINSENG AND PANAX GINSENG
- Invasion Inhibitors of Human Fibrosarcoma HT 1080 Cells from the Rhizomes of Zingiber cassumunar: Structures of Phenylbutanoids, Cassumunols
- Reductive Dimerization of Alkylidenemalonates Using Samarium(II) Diiodide and ^1H-NMR Behavior of the Dimers, 2,3-Diaryl-1,1,4,4-butanetetracarboxylates
- Structures of New Flavonoids and Benzofuran-Type Stilbene and Degranulation Inhibitors of Rat Basophilic Leukemia Cells from the Brazilian Herbal Medicine Cissus sicyoides
- Studies on the Constituents of Broussonetia Species. IV. Two New Pyrrolidinyl Piperidine Alkaloids, Broussonetines I and J, from Broussonetia kazinoki SIEB.
- Antidiabetogenic Constituents from the Thai Traditional Medicine Cotylelobium melanoxylon
- Studies on the Constituents of Broussonetia Species. III. Two New Pyrrolidine Alkaloids, Broussonetines G and H, as Inhibitors of Glycosidase, from Broussonetia kazinoki SIEB.
- Studies on the Constituents of Broussonetia Species. II. Six New Pyrrolidine Alkaloids, Broussonetine A, B, E, F and Broussonetinine A and B, as Inhibitors of Glycosidases from Broussonetia kazinoki SIEB.
- Medicinal Flowers. XXXI. Acylated Oleanane-Type Triterpene Saponins, Sasanquasaponins I—V, with Antiallergic Activity from the Flower Buds of Camellia sasanqua
- Structures of New Phenylbutanoids and Nitric Oxide Production Inhibitors from the Rhizomes of Zingiber cassumunar
- Medicinal Flowers. XXXII. : Structures of Oleanane-Type Triterpene Saponins, Perennisosides VIII, IX, X, XI, and XII, from the Flowers of Bellis perennis
- Chemical Structures and Hepatoprotective Effects of Constituents from the Leaves of Salacia chinensis
- Brazilian Natural Medicines. IV. New Noroleanane-Type Triterpene and Ecdysterone-Type Sterol Glycosides and Melanogenesis Inhibitors from the Roots of Pfaffia glomerata
- Medicinal Flowers. XXXIII. Anti-hyperlipidemic and Anti-hyperglycemic Effects of Chakasaponins I–III and Structure of Chakasaponin IV from Flower Buds of Chinese Tea Plant (Camellia sinensis)
- Medicinal Flowers. XXXV. Nor-oleanane-type and acylated oleanane-type triterpene saponins from the flower buds of Chinese Camellia japonica and their inhibitory effects on melanogenesis1)
- Medicinal Flowers. XXXVI.1) Acylated Oleanane-Type Triterpene Saponins with Inhibitory Effects on Melanogenesis from the Flower Buds of Chinese Camellia japonica
- Sesquiterpenes from an Egyptian Herbal Medicine, Pulicaria undulate, with Inhibitory Effects on Nitric Oxide Production in RAW264.7 Macrophage Cells
- Medicinal Flowers. XXXVIII. Structures of Acylated Sucroses and Inhibitory Effects of Constituents on Aldose Reducatase from the Flower Buds of Prunus mume
- Medicinal Flowers. XXXX.1) Structures of Dihydroisocoumarin Glycosides and Inhibitory Effects on Aldose Reducatase from the Flowers of Hydrangea macrophylla var. thunbergii
- Mate Tea (Ilex paraguariensis) Promotes Satiety and Body Weight Lowering in Mice: Involvement of Glucagon-Like Peptide-1
- Chemical Structures and Hepatoprotective Effects of Constituents from Cassia auriculata Leaves