Constituents of Holothuroidea, 15 : Isolation of Ante-iso Type Regioisomer on Long Chain Base Moiety of Glucocerebroside from the Sea Cucumber Holothuria leucospilota

スポンサーリンク

概要

• 論文の詳細を見る

• An ante-iso type regio-isomer on the long chain base moiety of a glucocerebroside, HLC-2-A, has been isolated from its parent glucocerebroside molecular species HLC-2 composed of iso and ante-iso isomers, from the less polar lipid fraction of a chloroform/methanol extract of the sea cucumber Holothuria leucospilota. Reversephase HPLC that included a recycling system was effective in separating the regio-isomer from its counterpart, revealing a very close resemblance in structure. Other typical glucocerebroside molecular species HLC-1 and HLC-3 were obtained together with HLC-2. The structures of these glucocerebrosides were determined on the basis of chemical and spectroscopic evidence.

• 公益社団法人日本薬学会の論文
• 2005-07-01

著者

• INAGAKI MASANORI

  Faculty of Pharmaceutical Sciences, Kyushu University

• HIGUCHI RYUICHI

  Faculty of Pharmaceutical Sciences, Kyushu University

• HIGUCHI Ryuichi

  Graduate School of Pharmaceutical Sciences, Kyushu University

• Isobe R

  Department Of Medical Electronics Engineering Faculty Of Engineering Towa University

• Isobe Ryuichi

  Tohwa University

• YAMADA Koji

  Faculty of Engineering, Saitama University

• INAGAKI Masanori

  Graduate School of Pharmaceutical Sciences, Kyushu University

• Higuchi Ryuichi

  Graduate School Of Pharmaceutical Sciences Kyushu Univ.

• Higuchi Ryuichi

  Faculty Of Pharmaceutical Sciences Kyushu University

• Yamada K

  Graduate School Of Pharmaceutical Sciences Kyushu University

• ONAKA Hiroyuki

  Faculty of Pharmaceutical Sciences, Kyushu University

• WADA Noriko

  Faculty of Pharmaceutical Sciences, Kyushu University

• MATSUBARA Rei

  Faculty of Pharmaceutical Sciences, Kyushu University

• ISOBE Ryuichi

  Department of Medical Electronics Engineering, Faculty of Engineering, Towa University

• Matsubara Rei

  Faculty Of Pharmaceutical Sciences Kyushu University

• Yamada Katsuya

  Graduate School Of Pharmaceutical Sciences Nagoya City University

• Isobe Ryuichi

  Department Of Medical Electronics Engineering Faculty Of Engineering Towa University

• Isobe R

  Faculty Of Pharmaceutical Sciences Kyushu University

• Wada Noriko

  Faculty Of Pharmaceutical Sciences Kyushu University

• Onaka Hiroyuki

  Faculty Of Pharmaceutical Sciences Kyushu University

• Inagaki Masanori

  Faculty Of Pharmaceutical Sciences Kyushu University

• Yamada Kenji

  Tokyo University Of Pharmacy And Life Sciences School Of Pharmacy

• Ito Masaki

  The First Department Of Internal Medicine Mie University School Of Medicine

• Inagaki M

  Graduate School Of Pharmaceutical Sciences Chiba University

• Yamada Koji

  Faculty Of Engineering Saitama University

関連論文

• Glyceroglycolipids Preventing tert-Butylhydroperoxide-Induced Cell Death from Microbacterium sp.and Corynebacterium aquaticum Strains
• Flavonoids from Brazilian Propolis
• Oleanene-Type Triterpene Glycosides from Puerariae Radix. IV. Six New Saponins from Pueraria lobata
• Oleanene-Type Triterpene Glycosides from Puerariae Radix. III.Three New Saponins from Pueraria thomsonii
• Three New Triterpenoidal Saponins Acylated with Monoterpenic Acid from Albizziae Cortex
• Activation of the Human Ah Receptor by Aza-Polycyclic Aromatic Hydrocarbons and Their Halogenated Derivatives
• Nucleophilic Substitution Reaction in Indole Chemistry: 1-Methoxy-6-nitroindole-3-carbaldehyde as a Versatile Building Block for 2,3,6-Trisubstituted Indoles
• Synthesis of Nb-acyltryptamines and their 1-hydroxy-tryptamine derivatives as new α2-blockers
• Influenza A Virus-Binding Activity of Glycoglycerolipids of Aquatic Bacteria
• High Field ESR and Magnetization in Na_2Co_2 (C_2O_4)_3(H_2O)_2(Condensed matter: electronic structure and electrical, magnetic, and optical properties)
• The Magnetic Property of a Uniaxial Spin-Ladder Material Na_2Fe_2(C_2O_4)_3(H_2O)_2(Condensed Matter : Electronic Structure, Electrical, Magnetic and Optical Properties)
• Diastereoselective Synthesis of (2R, 4R)-2-Aryl-4-hydroxypyrrolidine : Preparation of the Side Chain of Novel Carbapenem
• Synthesis of a Key Intermediate of Novel Galbonolide Analogues via Efficient Construction of a Conjugated Diene System
• Synthesis and Antifungal Activity of Novel 14-Membered Benzomacrolides, as Galbonolide Analogues
• Synthesis of the Side Chain of a Novel Carbapenem via Iodine-Mediated Oxidative Cyclization of (1R)-N-(1-Aryl-3-butenyl)acetamide
• Practical Synthesis of a 1β-Methylcarbapenem, J-111, 225, Using 4-Mercapto-2-[4-(N-methylaminomethyl)phenyl]pyrrolidine as a Precursor
• A Novel 1β-Methylcarbapenem, J-111,225 : Effects of the C-3 and C-5 Stereochemistry of the Pyrrolidinylthio Side Chain on Antibacterial Activities
• cis-Hinokiresinol, a Norlignan from Anemarrhena asphodeloides, Inhibits Angiogenic Response in Vitro and in Vivo (Pharmacognosy)
• 1,3-Dimethylisoguaninium, an Antiangiogenic Purine Analog from the Sponge Amphimedon paraviridis
• Isolation and Structures of Two New Compounds from the Essential Oil of Brazilian Propolis
• Characterization of Fe(III)-Deferoxamine and Mn(II)-Pectin as Magnetic Resonance Imaging Contrast Agents
• Cycloanthranilylproline-Derived Constituents from a Myxomycete Fuligo candida
• Wrightiamines A and B, Two New Cytotoxic Pregnane Alkaloids from Wrightia javanica
• A New Secoiridoid Glucoside from Brucea amarissima
• Lindbladione and Related Naphthoquinone Pigments from a Myxomycete Lindbladia tubulina
• Reactions of 1-Methoxy-3-(2-nitrovinyl)indole with Nucleophiles: An Interesting Solvent Effect and a Novel Preparation of 3-Substituted 1-Methoxyindoles
• The Chemistry of Indoles.CVII.A Novel Synthesis of3, 4, 5, 6-Tetrahydro-7-hydroxy-1H-azepino[5, 4, 3-cd]indoles and a New Finding on Pictet-Spengler Reaction
• The Chemistry of Indoles.CIII.^ Simple Syntheses of Serotonin, N-Methylserotonin, Bufotenine, 5-Methoxy-N-methyltryptamine, Bufobutanoic Acid, N-(Indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and Lespedamine Based on 1-Hydroxyindole Chemistry
• Cytochrome P450 2E1/2A6-Selective Inhibition by Halogenated Anilines on Metabolic Activation of Dimethylnitrosamine in Human Liver Microsomes
• Inhibition of Human Cytochrome P450 2E1 by Halogenated Anilines, Phenols, and Thiophenols(Medicinal Chemistry)
• Water-soluble Component in Dried Chrysanthemum Flower Stimulates Tumor Necrosis Factor-α Production by Mouse Macrophage-like Cell Line RAW264.7
• Effect of 2,5-Dimethylpyrazine on Uterine Contraction in Late Stage of Pregnant Female Rats(Pharmacology)
• Isolation and Structure of a Galactocerebroside from the Sea Cucumber Bohadschia argus
• Isolation and Structure of a Monomethylated Ganglioside Possessing Neuritogenic Activity from the Ovary of the Sea Urchin Diadema setosum
• Biologically active gangliosides from echinoderms
• Determination of the Absolute Configuration of Sialic Acids in Gangliosides from the Sea Cucumber Cucumaria echinata
• Neuritogenic Activity of Gangliosides from Echinoderms and Their Structure : Activity Relationship
• Constituents of Holothuroidea, 18. Isolation and Structure of Biologically Active Disialo- and Trisialo-Gangliosides from the Sea Cucumber Cucumaria echinata
• Constituents of Holothuroidea, 17. Isolation and Structure of Biologically Active Monosialo-Gangliosides from the Sea Cucumber Cucumaria echinata
• Solvent effect on the reaction of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles
• Constituents of Holothuroidea, 16. : Determination of Absolute Configuration of the Branched Methyl Group in Ante-iso Type Side Chain Moiety on Long Chain Base of Glucocerebroside from the Sea Cucumber Holothuria leucospilota
• Constituents of Holothuroidea, 15 : Isolation of Ante-iso Type Regioisomer on Long Chain Base Moiety of Glucocerebroside from the Sea Cucumber Holothuria leucospilota
• Constituents of Holothuroidea, 14. Isolation and Structure of New Glucocerebroside Molecular Species from the Sea Cucumber Stichopus japonicus
• Novel syntheses of 1-hydroxy-6- and -5-nitroindole-3-carbaldehydes, and their derivatives as daikon-phytoalexin analogs
• Constituents of Holothuroidea, 13. Structure of Neuritogenic Active Ganglioside Molecular Species from the Sea Cucumber Stichopus chloronotus
• Nucleophilic substitution reactions of 1-methoxy-6-nitroindole-3-carbaldehyde 1
• Constituents of Holothuroidea, 12. Isolation and Structure of Glucocerebrosides from the Sea Cucumber Holothuria pervicax
• Synthesis of analogs of wasabi phytoalexin (methyl 1-methoxyindole-3-carboxylate)
• Fucosyl-GM1a, an Endoglycoceramidase-resistant Ganglioside of Porcine Brain
• A Novel Phosphatidylcholine Which Contains Pentadecanoic Acid at sn-1 and Docosahexaenoic Acid at sn-2 in Schizochytrium sp. F26-b
• Inhibitory Effect of 2,5-Dimethylpyrazine on Oxytocic Agent -induced Uterine Hypercontraction of Normal or Pregnant Female Rats
• Identification of Sixteen New Galactocerebrosides from the Starfish Protoreaster nodosus
• Isolation and Structure of Hematoside-Type Ganglioside from the Starfish Linckia laevigata
• Constituents of Crinoidea. 5. Isolation and Structure of a New Glycosyl Inositolphosphoceramide-Type Ganglioside from the Feather Star Comanthina schlegeli
• Isolation and Structure of Four New Ceramides from the Starfish Luidia maculata
• P-536 Isolation and Structure of Phosphoglycosphingolipids from the Okinawan Feather Stars, Comanthina schlegeli and Comanthus bennetti
• Identification of Five Phytosterols from Aloe Vera Gel as Anti-diabetic Compounds(Pharmacognosy)
• Biologically Active Glycosides from Asteroidea, 42. Isolation and Structure of a New Biologically Active Ganglioside Molecular Species from the Starfish Asterina pectinifera
• Isolation and Structure of a Galactocerebroside Molecular Species from the Starfish Culcita novaeguineae
• Biologically Active Glycosides from Asteroidea, 43. : Isolation and Structure of a New Neuritogenic-Active Ganglioside Molecular Species from the Starfish Linckia laevigata
• Biologically Active Glycosides from Asteroidea, 41. : Isolation and Structure Determination of Glucocerebrosides from the Starfish Linckia laevigata
• Constituents of Crinoidea, 4. Isolation and Structure of Ceramides and Glucocerebrosides from the Feather Star Comanthus japonica
• Constituents of Crinoidea.3. Isolation and Structure of a Glycosyl Inositolphosphoceramide-Type Ganglioside with Neuritogenic Activity from the Feather Star Comanthus japonica
• Isolation and Structure of a GD_3-Type Ganglioside Molecular Species Possessing Neuritogenic Activity from the Starfish Luidia maculata
• Isolation and Structure of Monomethylated GM_3-Type Ganglioside Molecular Species from the Starfish Luidia maculata
• Analgesic Components of Saposhnikovia Root : Saposhnikovia divaricata
• Six New Constituents from an Ascomycete, Chaetomlum quadrangulatum, Found in a Screening Study Focused on Monoamine Oxidase Inhibitory Activity
• Collision-Activated Dissociation Spectra for the Characterization of the Diels-Alder Adducts between C_ and Troponoids
• Highly Thermally-Stable Diels-Alder Adducts of [60]Fullerene with 2-Cycloalkenones and Their Acetals
• Synthetic Studies on the Natural Multidrug Resistance Modulator, Irciniasulfonic Acid B
• Neuritogenic Activity-Guided Isolation of a Free Base Form Manzamine A from a Marine Sponge, Acanthostrongylophora aff. ingens(Thiele, 1899)
• Isolation and Structure Determination of Six Glucocerebrosides from the Starfish Luidia maculata
• Constituents of Ophiuroidea. 1. Isolation and Structure of Three Ganglioside Molecular Species from the Brittle Star Ophiocoma scolopendrina
• Differentiation of Diastereomeric Tertiarybutoxycarbonylprolylproline Ethyl Esters by Collision-Induced Dissociation of Sodium Adduct Ions in Fast Atom Bombardment Mass Spectrometry
• Constituents of Crinoidea.2. Isolation and Structure of the Novel Type Gangliosides from the Feather Star Comanthus japonica
• Constituents of Holothuroidea.10.^Isolation and Structure of a Biologically Active Ganglioside Molecular Species from the Sea Cucumber Holothuria leucospilota
• Differences in the Formation and Fragmentation of Sodium Adduct Ions between Tertiarybutoxycarbonyl-Protected Prolyproline Diastereomers in Fast Atom Bombardment Mass Spectrometry
• Constituents of Crinoidea. 1. Isolaton and Structure of Inositolphosphocermide from the Feather Star Comanthus japonica
• Structural Elucidation of Glycosphingolipids by Collision-Induced Dissociation of Sodium Ion Complex
• The Role of the Effective Mass in the Hot-Electron Magnetophonon Resonance in n-Type Germanium
• Separation of Leucas aspera, a Medicinal Plant of Bangladesh, Guided by Prostaglandin Inhibitory and Antioxidant Activities
• Isolation and Structure Determination of cerebrosides from Garlic, the Bulbs of Allium sativum L.
• Five New Chromones Possessing Monoamine Oxidase Inhibitory Activity from an Ascomycete, Chaetomium quadrangulatum
• Six Immunosuppressive Features from an Ascomycete, Zopfiella longicaudata. Found in a Screening Study Monitored by Immunomodulatory Activity
• Immunomodulatory Constituents from an Ascomycete, Emericella aurantio-brunnea
• Vimentin-Ser82 as a memory phosphorylation site in astrocytes
• Fast Atom Bombardment Tandem Mass Spectrometry of Benzyloxycarbonyl-Protected Tetrapeptide Derivatives Containing Proline
• P-18 Search for Inhibitors of Prion Replication from Natural Resources
• PA56 ISOLATION AND STRUCTURE OF THE THREE GANGLIOSIDES FROM THE STARFISH ACANTHASTER PLANCI
• Constituents of Holothuroidea.9. Isolation and Structure of a New Ganglioside Molecular Species from the Sea Cucumber Holothuria pervicax
• PA25 ISOLATION AND STRUCTURES OF NEWLY CHARACTERIZED OLIGOGLYCOSIDE SULFATES FROM ASTEROIDEA
• P-261 SYNTHETIC STUDY OF CHONDROSIAMIDE A, A CYCLIC DEPSIPEPTIDE FROM THE MARINE SPONGE CHONDROSIA CHUCALLA
• Structural Elucidation of the Ceramide Moiety of Starfish Gangliosides by Collision-Induced Dissociation of the Sodium Ion Complex
• Litophynins I and J, Two New Biologically Active Diterpenoids from the Soft Coral Litophyton sp.
• Inhibitory Effect of Norditerpenes on LPS-Induced TNF-α Production from the Okinawan Soft Coral, Sinularia sp.
• A New Secoiridoid Glucoside from Brucea amarissima
• Isolation of Diphlorethohydroxycarmalol from a Brown Alga Ishige okamurae
• Cytotoxic Pregnanes from Leaves of Adenium obesum
• Flavonoids from Brazilian Propolis
• Four New Cembrane Diterpenes Isolated from an Okinawan Soft Coral Lobophytum crassum with Inhibitory Effects on Nitric Oxide Production

もっと見る 閉じる

スポンサーリンク