Lipid A and Related Compounds. XXVII. An Efficient Synthesis of D-Galactosamine-4-phosphate Analogs of Lipid A via a Novel Key Intermediate
スポンサーリンク
概要
- 論文の詳細を見る
A new methodology for chemical differentiation of one amino and four hydroxyl groups of D-galactosamine derivatives and its application for the synthesis of D-galactosamine-4-phosphate analogs of lipid A are described. Preliminary examination of biological activity revealed that the synthetic monosaccharides show mitogenic activity.
- 公益社団法人日本薬学会の論文
- 1993-08-15
著者
-
阿知波 一雄
School of Pharmaceutical Sciences, University of Shizuoka
-
池田 潔
School Of Pharmaceutical Sciences University Of Shizuoka
-
池田 潔
Tanabe Seiyaku Co. Ltd. Saitama Jpn
-
佐野 健史
School of Pharmaceutical Sciences, University of Shizuoka
-
佐野 健史
School Of Pharmaceutical Sciences University Of Shizuoka
-
池田 かおり
Developmental Research Laboratories Shionogi & Co. Ltd.
関連論文
- Prostanoids and Related Compounds. IV. Total Synthesis of Clavulones
- PYRROLIDINE DERIVATIVES AS INHIBITORS OF PLATELET AGGREGATION INDUCED BY PLATELET ACTIVATING FACTOR
- Convenient Syntheses of Optically Active β-Lactams by Enzymatic Resolution
- Synthesis of Optically Active Nucleoside Analogs Containing 2,3-Dideoxyapiose in the Presence of a Catalytic Amount of Trimethylsilyl Iodide
- LIPASE-CATALYZED ENANTIOSYNTHESIS OF (R)- AND (S)-2-[BENZYL(PHENYL)AMINO]ETHYL 5-(5,5-DIMETHYL-2-OXO-1,3,2-DIOXAPHOSPHORINAN-2-YL)-1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3-PYRIDINECARBOXYLATE (NZ 105)
- DETERMINATION OF THE ABSOLUTE CONFIGURATION OF BIOLOGICALLY ACTIVE (S)-(-)-NB 818 AND ITS STRUCTURAL CORRELATION WITH THE STEREOSELECTIVITY OF THE CHANNEL BLOCKING ACTION
- LIPASE-CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF 4-ALKYL-1,4-DIHYDROPYRIDINE DERIVATIVES : SYNTHESIS OF (+)- AND (-)-METHYL 2-(PHENYLTHIO)ETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE (PCA 4248)
- SYNTHESIS AND INHIBITORY ACTIVITY OF ISOINDOLINONE DERIVATIVES ON THROMBOXANE A_2 ANALOG (U-46619)-INDUCED VASOCONTRACTION
- Comparison of Biological Activities of Chemically Synthesized Monosaccharide Analogues of Reducing and Nonreducing Sugar Moieties of Lipid A(Blological)
- ANTITUMOR ACTIVITY AND BIOLOGICAL EFFECTS OF CHEMICALLY SYNTHESIZED MONOSACCHARIDE ANALOGUES OF LIPID A IN MICE
- Development of New 6-Membered Chelating Chiral Bisphosphine Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation
- THE ORIGIN OF THE ENANTIOSELECTION IN THE RUTHENIUM(II)-CATALYZED ASYMMETRIC HYDROGENATION OF α, β-UNSATURATED CARBOXYLIC ACID
- ^P-Nuclear Magnetic Resonance Studies on Various N-Substituted Pyrrolidinebisphosphine-Rhodium Complexes to Clarify the N-Substituent Effect on Catalytic Asymmetric Hydrogenation
- Efficient Preparation of Optically Active (S)-(-)-3-Methyl-γ-butyrolactone by Catalytic Asymmetric Hydrogenation Using Chiral N-Substituted Pyrrolidinebisphosphine Rhodium Complexes
- EFFECIENT ASYMMETRIC HYDROGENATION OF (Z__-)-2-ACETAMIDOCINNAMIC ACID CATALYZED BY THE RHODIUM COMPLEX OF MODIFIED N__--BENZYL-(3R__-, 4R__-)-3,4-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE (DEGPHOS)
- A Convenient Synthesis of N-Benzyloxy-β-lactams via N-Benzyloxyimines
- Trifluoromethanesulfonic Acid-Promoted Reaction of Hexahydro-1,3,5-triazines.Introduction of a Secondary Aminomethyl Grouping into Carboxylates at the α-Position through Ketene Silyl Acetals
- Low Mitogenic Activity of Synthetic Lipid A Analog, 2,3-Acyloxyacylgalactosamine-4-phosphate, in Cultured Murine Splenocytes
- SYNTHESIS OF THE 2', 3'-DIDEOXYNUCLEOSIDE DERIVATIVES OF THE SPECIFIC BINDING PEPTIDE PART OF CD4
- Effect of Hydrophobically-Modified Hydroxypropyl Methylcellulose on the Crystallization from Supersaturated Solutions of Indomethacin
- Chromogenic Assay for the Activity of Sphingomyelinase from Bacillus cereus and Its Application to the Enzymatic Hydrolysis of Lysophospholipids(Analytical Biochemistry)
- His151 and His296 Are the Acid-Base Catalytic Residues of Bacillus cereus Sphingomyelinase in Sphingomyelin Hydrolysis
- Roles of Asp126 and Asp156 in the Enzyme Function of Sphingomyelinase from Bacillus cereus^1
- Mg^ Binding and Catalytic Function of Sphingomyelinase from Bacillus cereus
- Efficient Lipase-Catalyzed Synthesis of Chiral Glycerol Derivatives
- FACILE PROCESS FOR ENZYMIC RESOLUTION OF RACEMIC ALCOHOLS
- Disaccharides as Endomannosidase Inhibitors : Syntheses of α-Homomannojirimycin and β-Homomannojirimycin Linked to D-Glucose and D-Mannose
- Lipid A and Related Compounds. XXIX. Synthesis of Biologically Active N-Acylated L-Asparagine-Containing D-Glucosamine Derivatives Structurally Related to Lipid A
- Isolation and Amino Acid Sequence of a Phospholipase A_2 Inhibitor from the Blood Plasma of the sea Krait, Laticauda semifasciata
- Lipid A and Related Compounds. XV. Efficient Synthesis of Novel Analogs of Glucosamine-4-phosphate, the Nonreducing Sugar Moiety of Lipid A(Medicinal Chemistry,Chemical)
- Lipid A and Related Compounds. XIV. A New Synthesis of Lipid Y, the Reducing Sugar Moiety of Salmonella- and Proteus-Type Lipid A(Organic,Chemical)
- Lipid A and Related Compounds. XI. New, Efficient Synthesis of Lipid X(Organic,Chemical)
- SYNTHESIS OF CHIRAL 3-SUBSTITUTED γ-LACTONES AND 9-FURANOSYLADENINE FROM (R)-2-(2,2-DIETHOXYETHYL)-1,3-PROPANEDIOL MONOACETATE PREPARED BY LIPASE-CATALYZED REACTION
- SYNTHESIS OF ATROPISOMERIC BIPHENYLBISPHOSPHINE, 6,6'-BIS(DICYCLO-HEXYLPHOSPHINO)-3,3'-DIMETHOXY-2,2', 4,4'-TETRAMETHYL-1,1'-BIPHENYL AND ITS USE IN RHODIUM(I)-CATALYZED ASYMMETRIC HYDROGENATION
- SYNTHESIS OF AXIALLY DISSYMMETRIC BIPHENYLBISPHOSPHINE LIGANDS, BIMOPS AND ASYMMETRIC HYDROGENATIONS OF β-KETO ESTER AND α, β-UNSATURATED CARBOXYLIC ACID CATALYZED BY THEIR RUTHENIUM (II) COMPLEXES
- Neuraminic Acid and Related Compounds. V. Syntheses of Biologically Active Sialosyl-Glycerol Derivatives and Galactosyl-Glycerol Derivative
- SYNTHESES OF BIOLOGICALLY ACTIVE SIALOSYLGLYCEROL DERIVATIVES
- Neuraminic Acid and Related Compounds. I. : Syntheses of Biologically Active 4', 7', 8', 9'-Tetra-O-acetyl-sialyl- and Sialyl-(α2-6)-D-glucosamine-4-phosphate Analogues of Lipid A
- Lipid A and Related Compounds. XXXVII. Determination of Favorable Binding Linkages of Lipid A Analog to Antigen Moiety for Synthetic Vaccines
- Synthesis of Cancer Peptide Antigen-Lipid A Analog Conjugates for Synthetic Vaccines
- Synthesis of Tn, Sialyl Tn and HIV-1-Derived Peptide Antigen Conjugates Having a Lipid A Analog as an Immunoadjuvant for Synthetic VAaccines
- 細菌内毒素リピドA類を免疫アジュバント部位とする癌,エイズ合成ワクチンヘの基礎研究
- SYNTHESIS OF TN AND SIALYL TN ANTIGEN-LIPID A ANALOG CONJUGATES FOR SYNTHETIC VACCINES
- Lipid A and Related Compounds. XXXIII.Synthesis and Structure-Activity Relationships of N-Acylated L-Serine or L-Threonine-Containing D-Glucosamine Derivatives as Mimics of Lipid A Disaccharide
- Lipid A and Related Compounds. XXXI.Synthesis of Biologically Active N-Acylated L-Serine-Containing D-Glucosamine 4-Phosphate Derivatives of Lipid A
- Lipid A and Related Compounds. XXX. Synthesis of Biologically Active N, N'-Diacyl Chitobiose Derivatives Structurally Related to Lipid A
- Synthesis of Ganglioside G_ and G_ Analogs Having Mimics of Ceramide Moieties and Their Binding Activities with Influenza Virus A
- Synthesis of Sulfated Cerebroside Analogs Having Mimicks of Ceramide and Their Anti-human Immunodeficiency Virus Type 1 Activities
- SYNTHESIS OF BIOLOGICALLY ACTIVE N-ACYLATED L-SERINE-CONTAINING D-GLUCOSAMINE-4-PHOSPHATE DERIVATIVES OF LIPID
- Lipid A and Related Compounds. XXVII. An Efficient Synthesis of D-Galactosamine-4-phosphate Analogs of Lipid A via a Novel Key Intermediate
- Lipid A and Related Compounds. XXVI. Syntheses of Biologically Active Penta-O-acetyl-N-glycoloylneuraminyl- and Penta-O-acetyl-3-deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid-(α2→6)-D-glucosamine-4-phosphate Analogs of Lipid A
- SYNTHESIS OF THE SEQUENCE OF HEPT-(α1→5)KDO-(α2→6)-D-GLUCOSAMINE-4-PHOSPHATE OF LIPOPOLYSACCHARIDE
- Lipid A and Related Compounds. XXIV. Efficient Synthesis of Several Lipid as via Common Disaccharide Intermediates
- SYNTHESIS OF BIOLOGICALLY ACTIVE DERIVATIVES OF D-GLUCOSAMINE-4-PHOSPHATE AND 1-THYMINYL-D-GLUCOSAMINE-4,6-DISULFATE
- A NEW SYNTHESIS OF α-GLYCOSIDICALLY-LINKED DISACCHARIDES USING 2α-CHLORO-3β-PHENYLTHIO KDO DERIVATIVES
- Synthesis and Biological Evaluation of Peptide Mimics Derived from First Extracellular Loop of CCR5 toward HIV-1
- Synthesis of Peptides Mimicking Chemokine Receptor CCR5 and Their Inhibitory Effects against HIV-1 Infection
- A Facile Synthesis of 2-Deoxy-2,3-didehydroneuraminic Acid Derivatives
- Synthesis of 2-Thio-platlet Activating Factor and Related Compounds
- Efficient Synthesis of Optically Active cis-endo-2,3-Dihydroxymethyl-5-norbornene Monoacetate by Lipase-Catalyzed Transesterification
- Lipase-Catalyzed Enantioselective Synthesis of Optically Active Mephobarbital, Hexobarbital and Febarbamate
- Steric and Electronic Effects of Substrates and Rhodium Chiral Catalysts in Asymmetric Cyclopropanation
- 光学活性医薬品の触媒的不斉合成研究
- Synthesis of (β-N-Sulfonylaminoalkyl)phosphines and Their Use in Palladium-Mediated Asymmetric Synthesis
- Efficient Asymmetric Hydrogenation of β- and γ-Amino Ketone Derivatives Leading to Practical Synthesis of Fluoxetine and Eprozinol
- Efficient Asymmetric Hydrogenation of α-Amino Ketone Derivatives. A Highly Enantioselective Synthesis of Phenylephrine, Levamisole, Carnitine and Propranolol
- SYNTHESIS OF IMMUNOADJUVANT CONJUGATES WITH HIV-DERIVED PEPTIDE INDUCING PEPTIDE-SPECIFIC ANTIBODY
- Preparations of Chiral Pyrrolidinebisphosphines Bearing Two Different Types of Phosphino Groups and Their Use in Efficient Catalytic Asymmetric Hydrogenation
- Prostanoids and Related Compounds. VI. Synthesis of Isoindolinone Derivatives Possessing Inhibitory Activity for Thromboxane A_2 Analog (U-46619)-Induced Vasoconstriction
- Synthesis and Mitogenic Activity of Chiral Lipopeptide WS1279 and Its Derivatives
- STRUCTURE-ACTIVITY RELATIONSHIP OF LIPOPEPTIDE FROM OUTER MEMBRANE OF ESCHERICHIA COLI AND SYNTHESIS OF HIGHLY IMMUNOPOTENTING LIPOPEPTIDE DERIVATIVES WITH AN ACHIRAL LIPO-PART
- Synthesis of Optically Active Lipopeptide Analogs from the Outer Membrane of Escherichia coli
- SYNTHESIS OF BIOLOGICALLY ACTIVE PENTAPEPTIDE ANALOGS OF THE N-TERMALNAL PART OF LIPOPROTEIN FROM THE OUTER MEMBRANE OF ESCHERICHIA COLI
- SYNTHESIS OF BIOLOGICALLY ACTIVE GALACTOSYL AND GLUCOSYL-GLYCEROL DERIVATIVES
- 108(P40) 植物培養細胞を用いるポドフィロトキシン誘導体等の合成研究(ポスター発表の部)
- Synthesis of Optically Active α-Phenylpyridylmethanols with Cell Cultures of Nicotiana tabacum
- Synthesis of Optically Active α-Phenylpyridylmethanols with Baker's Yeast
- Prostanoids and Related Compounds. V. Synthesis of 6-Aza-5-oxo-2,3,4-trinor-1,5-inter-m-phenylene Prostacyclin Derivatives
- Synthesis of Optically Active α-(p-Chlorophenyl)pyridylmethanols with Plant Cell Cultures
- Effect of Inhibitor or Immobilization on Reduction of Benzoylpyridines by Baker's Yeast
- Synthesis and Some Spectroscopic Properties of Porphyrin Derivatives Connected with Nucleobases (Adenine, Thymine, Guanine and Cytosine)by Alkanamide Chains
- Porphyrins Coupled with Nucleoside Bases. Synthesis and Characterization of Ether-Linked Adenine-Thymine and Guanine-Cytosine Derivatives
- Spiro-Substituted Piperidines as Neurokinin Receptor Antagonists. III. Synthesis of (±)-N-[2-(3,4-Dichlorophenyl)-4-(spiro-substituted piperidin-1'-yl)butyl]-N-methylbenzamides and Evaluation of NK_1-NK_2 Dual Antagonistic Activities
- Spiro-Substituted Piperidines as Neurokinin Receptor Antagonists. I. Design and Synthesis of (±)-N-[2-(3,4-Dichlorophenyl)-4-(spiro[isobenzofuran-1(3H), 4'-piperidin]-1'-yl)butyl]-N-methylbenzamide, YM-35375,as a New Lead Compound for Novel Neurokinin Rec
- Asymmetric Synthesis of (R)-Nilvadipine and (S)-NB 818 via Regioselective Bromination of Chiral 1,4-Dihydropyridines as a Key Step and Enzymatic Resolution of Racemic 2-Hydroxymethyl-1,4-dihydropyridine Derivatives
- Lipase-Catalyzed Enantioselective Hydrolysis of Bis(acyloxymethyl) 1,4-Dihydro-3,5-pyridinedicarboxylates Leading to Optically Active Medicines
- Selective Muscarinic Antagonists. II. Synthesis and Antimuscarinic Properties of Biphenylylcarbamate Derivatives
- Selective Muscarinic Antagonists. I. Synthesis and Antimuscarinic Properties of 4-Piperidyl Benzhydrylcarbamate Derivatives
- Spiro-Substituted Piperidines as Neurokinin Receptor Antagonists. II. Syntheses and NK_2 Receptor-Antagonistic Activities of N-[2-Aryl-4-(spiro-substituted piperidin-1'-yl)butyl]carboxamides
- Synthesis of Efficient Chiral Bisphosphine Ligands, Modified DIOPs, (4R, 5R)-4-(Diaryl- or dialkylphosphino)methyl-5-(diarylphosphino)methyl-2,2-dimethyl-1,3-dioxolanes, and Their Use in Rhodium(I)-Catalyzed Asymmetric Hydrogenations
- EFFECTS OF THE DIARYLPHOSPHINO GROUPS OF MODIFIED DIOPS ON THE ENANTIOSELECTIVITY AND THE CATALYTIC ACTIVITY OF THEIR PHODIUM(I) COMPLEXES IN THE CATALYTIC ASYMMETRIC HYDROGENATIONS OF ENAMIDES
- EFFICIENT SYNTHESIS OF NATURAL (+)-COLLINUSIN USING CATALYTIC ASYMMETRIC HYDROGENATION WITH A CHIRAL BISPHOSPHINE-RHODIUM(I) COMPLEX
- Antibody-Producing Effects in Mice by Synthetic Immunoactive Lipopeptides with the Conjugated Amino Acid Sequence of gp120 in Human Immunodeficiency Virus
- DESIGN OF METHOXY-SUBSTITUTED BPPM ANALOGUES AND THEIR APPLICATION TO THE ASYMMETRIC SYNTHESIS OF N__-ACETYLPHENYLALANINE
- Lipid A and Related Compounds. XVII. : Synthesis of 3- Deoxy-D-manno-2-octulosonic Acid (KDO)-(α2→6)-D-Glucosamine-4-phosphates, Analogs of the Biologically Active Moiety of Lipopolysaccharide from Escherichia coli Re Mutant
- Lipid A and Related Compounds. XVI. Synthesis of Biologically Active Tetraacetyl-3-deoxy-D-manno-2-octulosonic Acid (KDO)-(α2→6)-D-Glucosamine-4-phosphates, Novel Analogs of the Nonreducing Sugar Moiety of Lipid A(Medicinal Chemistry,Chemical)
- Synthesis of N-Acetylglucosaminyl- and N-Acetylgalactosaminylceramides as Cerebroside Analogs and Their Anti-human Immunodeficiency Virus Type 1 Activities
- NEW SYNTHESIS OF 2-THIO-PAF AND RELATED COMPOUNDS AS SUBSTRATES OF PAF ACETYLHYDROLASE AND PHOSPHOLIPASE A_2
- ASYMMETRIC SYNTHESIS OF A CHIRAL NORBORNENE DERIVATIVE BY LIPASE-CATALYZED TRANSESTERIFICATION OF CIS- ENDO-5-NORBORNENE-2,3-DIMETHANOL AND ITS APPLICATION TO THE SYNTHESIS OF AN OPTICALLY ACTIVE TXA_2 ANTAGONIST
- SYNTHESIS OF BIOLOGICALLY ACTIVE ACYCLOAZT DERIVATIVES AND RELATED COMPOUNDS