Synthesis of Methyl (5Z, 9Z, 17R)-17-Methylnonadeca-5, 9-dienoate, the (R)-Enantiomer of the Structure Proposed for a Metabolite of the Philippine Sponge Plakinastrella sp.(Organic Chemistry)

スポンサーリンク

概要

• 論文の詳細を見る

• The (R)-enantiomer (1) of methyl (5Z, 9Z)-17-methylnonadeca-5, 9-dienoate, the structure proposed for a metabolite of the Philippine sponge, Plakinastrella sp., was synthesized. The ^1H- and ^<13>C-NMR spectra of the synthetic material were different from those reported for the natural product. The proposed structure 1 is therefore incorrect.

• 社団法人日本農芸化学会の論文
• 2001-09-23

著者

• TAKAGI Miho

  Department of Pharmaceutical Sciences, Niigata University of Pharmacy and Applied Life Sciences

• TAKIKAWA Hirosato

  Department of Agrobioscience, Graduate School of Agricultural Science, Kobe University

• Takagi Miho

  Department Of Chemistry Faculty Of Science Science University Of Tokyo

• Takagi Miho

  Department Of Biotechnology Faculty Of Engineering Kansai University

• Mori Kenji

  Department of Biochemistry, National Cardiovascular Center Research Institute

• Takikawa Hirosato

  Department Of Agrobioscience Graduate School Of Agricultural Science Kobe University

• Mori Kenji

  Department Of Biochemistry National Cardiovascular Center Research Institute

• Mori Kenji

  Department Of Agricultural Chemistry College Of Science And Technology The University Of Tokyo

• Takikawa Hirosato

  Department of Chemistry, Faculty of Science, Science University of Tokyo

関連論文

• Concise Synthesis of an Antifeedant Sesquiterpene against Locusta migratoria
• The Effect of Bucolome, a CYP2C9 Inhibitor, on the Pharmacokinetics of Losartan
• C-type Natriuretic Peptide, a Novel Antifibrotic Agent, Attenuates Cardiac Remodeling and Improves Left Ventricular Dysfunction in Dilated Cardiomyopathy(Cardiovascular Pharmacology, Basic/Clinical 1 (H), The 69th Annual Scientific Meeting of the Japanese
• Calcineurin-NFAT Pathway-Dependent Cardiac Remodeling in Mice Deficient for GC-A, a Receptor for Atrial and Brain Natriuretic Peptides(Cardiac Hypertrophy 1 (M), The 69th Annual Scientific Meeting of the Japanese Circulation Society)
• Interaction between C-Type Natriuretic Peptide and Endothelin-1 in Hypertrophic Response of Cultured Rat Cardiac Myocytes
• Endogenous Endothelin-1 Secreted from Cultured Rat Cardiac Nonmyocytes Inhibits Doxorubicin-Induced Cardiac Myocyte Apoptosis via ERK-Dependent CREB Activation
• A case of Kabuki syndrome presenting West syndrome
• Stereoselective Synthesis of Methyl Epijasmonate(Organic Chemistry)
• Trial of intraventricular ribavirin therapy for subacute sclerosing panencephalitis in Japan
• Neuronal protein NP25 interacts with F-actin
• Neuronal protein25は神経細胞の分化により増加する
• Pathophysiology of the transient temporal lobe lesion in a patient with Menkes disease
• Serial brain imaging analysis of stroke-like episodes in MELAS
• Favorable response of ADHD with giant SEP to extended-release valproate
• Administration of secretin for autism alters dopamine metabolism in the central nervous system
• Synthesis of 4-Hydroxy-3(2H)-furanone Acyl Derivatives and Their Anti-cataract Effect on Spontaneous Cataract Rats (ICR/f)
• Antioxidative Activities of 4-Hydroxy-3 (2H)-furanones and Their Anti-cataract Effect on Spontaneous Cataract Rat (ICR/f)
• Detection of Carboxymethyl Cellulase Activity in Acetobacter xylinum KU-1
• Synthesis of Methyl (5Z, 9Z, 17R)-17-Methylnonadeca-5, 9-dienoate, the (R)-Enantiomer of the Structure Proposed for a Metabolite of the Philippine Sponge Plakinastrella sp.(Organic Chemistry)
• Patients with West syndrome whose ictal SPECT showed focal cortical hyperperfusion
• A case of acute encephalitis with refractory, repetitive partial seizures, presenting autoantibody to glutamate receptor Gluε2
• Successful Management of Intractable Epilepsy with Lidocaine Tapes and Continuous Subcutaneous Lidocaine Infusion
• A case of idiopathic portal hypertension associated with rheumatoid arthritis
• Synthesis of Both the Enantiomers of trans-Chrysanthenol and trans-Chrysanthenyl Acetate as the Characteristic Major Constituents of Kougiku
• Synthesis of All Four Possible Stereoisomers of 1-Phenyl-2,3-butanediol and Both Enantiomers of 3-Hydroxy-4-phenyl-2-butanone to Determine the Absolute Configuration of the Natural Constituents
• Simple Synthesis of Dehydrololiolide
• Synthesis of (±)-Methyl Epijasmonate and (±)-Methyl Cucurbate(Organic Chemistry)
• A Simple and Efficient Synthesis of (±)-Methyl Dihydroepijasmonate(Organic Chemistry)
• Stereoselective Synthesis of erythro-Serricornin, (4R, 6R, 7S)-, and (4596R, 75)-4?6-Dimethyl-7-hydroxynonan-3-one9 Stereoisomers of the Sex Pheromone of Cigarette Beetle
• Molecular Action Mode of Hippospongic Acid A, an Inhibitor of Gastrulation of Starfish Embryos
• Biological activity of pestalotins on the elongation growth of rice seedlings
• Subtilisin-Like Proprotein Convertases, PACE4 and PC8, as Well as Furin, are Endogenous Proalbumin Convertases in HepG2 Cells
• Biological Activities of YTIT/YTIY Analogous Sequences Present in Fibronectin-Like Type III Repeats
• Inhibitory Effect of Sulfoquinovosyl Diacylglycerol on Prokaryotic DNA Polymerase I Activity and Cell Growth of Escherichia coli
• A remarkable large hamartoma around the knee in a patient with tuberous sclerosis
• Long-term follow-up of a patient with subacute sclerosing panencephalitis successfully treated with intrathecal interferon alpha
• Adrenocorticotropic hormone therapy for infantile spasms alters pyruvate metabolism in the central nervous system
• Behavioral and Electroantennogram Responses of Male American Cockroaches to Periplanones and Their Analogs(Organic Chemistry)
• Pb7 HAUPTMANN'S PERIPLANONE-A : CHARACTERIZATION AND ELUCIDATION OF THE FORMATION
• Syntheses of Four Methyl-branched Secondary Acetates and a Methyl-branched Ketone as Possible Candidates for the Female Pheromone of the Screwworm Fly, Cochliomyia hominivorax(Organic Chemistry)
• Syntheses of Racemic and Diastereomeric Mixtures of 3,7,11,15-Tetramethylhentriacontane and 4,8,12,16-Tetramethyldotriacontane, the Cuticular Tetramethylalkanes of the Tsetse Fly, Glossina brevipalpis(Organic Chemistry)
• Concise Synthesis of a Racemic and Diastereomeric Mixture of the Sex Pheromones of Matsucoccus Pine Scales
• Determination of the (2E, 4E)-Geometry of the 3,5-Dimethyl-2,4-diene System of Antibiotic 1233A by NMR Comparison with the Four Geometrical Isomers of Methyl 3,5-Dimethyl-2,4-heptadienoate
• Percutaneous hot water injection and microwave coagulation therapy for small hepatocellular carcinoma
• Inhibitory Effect of Mispyric Acid on Mammalian DNA Polymerases
• Genomic Organization and Alternative Splicing of Human PACE4 (SPC4), Kexin-Like Processing Endoprotease
• Synthesis of (+)-Turmeronol A, an Inhibitor of Soybean Lipoxygenase, and (+)-ar-Turmerone
• Human Subtilisin-Like Proprotein Convertase, PACE4 (SPC4) Gene Expression Is Highly Regulated through E-Box Elements in HepG2 and GH4C1 Cells
• Synthesis of the Enantiomers of 7-Methyl-1,6-dioxaspiro[4.5]decane, Pheromone of the Common Wasp and the Pine Beetle
• Synthesis of (4aR, 10aS)-(-)-8-Methoxy-1, 1, 4a-trimethyl-2-oxo-1, 2, 3, 4, 4a, 9, 10, 10a-octahydrophenanthrene, an Optically Active Intermediate for the Synthesis of Diterpenes(Organic Chemistry)
• Synthesis of (±)-Hiburipyranone, a Cytotoxic Metabolite of Marine Sponge Mycale adhaerens
• Synthesis of the Esterified Cerebroside in the Epidermis of Guinea Pigs
• Reinvestigation of the Structure of the Esterified Cerebroside in the Epidermis of Guinea pigs
• Synthesis of (-)-Allosamizoline, the Pseudoaminosugar Moiety of Allosamidin, a Chitinase Inhibitor
• Brassinolide and Homobrassinolide Promotion of Lamina Inclination of Rice Seedlings
• Synthesis of (R)-Callosobruchusic Acid from Methyl (R)-3-Carboxybutanoate
• Compounds with Juvenile Hormone Activity. I. Inhibitory Effects of the Synthetic Juvenile Hormone and Its Analogues on the Metamorphosis of Several Insects
• New Optically Active 4,4-Dialky1-γ-lactones as Chiral Dopants for Ferroelectric Liquid Crystals
• Synthesis of (S,E)-1-Methyl-9-dodecenyl Acetate, the Sex Pheromone of the Hessian Fly, Mayetiola destructor
• First Synthesis of (±)-Robinlin
• B-10-5 Synthesis of Substances related to Gibberellins(Terpenoids)
• Sex Pheromone of the Comstock Mealybug, Pseudococcus comstocki KUWANA : Isolation and Identification
• Synthesis of Brassinolide Analogs with a Modified Ring B and Their Plant Growth-promoting Activity(Organic Chemistry)
• Juvenile Hormone Activity of Terpeniod Esters and Phenyl-Geranyl-Ethers with Different Alkyl Substituents against the Silkworm, Bombyx mori L. (Lepidoptera : Bombycidae)
• Juvenile Hormone and synthetic Analogues : II. : Novel Substances with High Juvenile Hormone Activity
• Increased Accumulation of Silk Protein Accompanying JH-Induced Prolongation of Larval Life in Bombyx mori L.(Lepidoptera : Bombycidae)
• Synthesis of (2S,4R,5S)-2,4,6-Trimethyl-5-heptanolide, a Sex Pheromone Component for Macrocentrus grandii
• Synthesis of a Stereoisomeric Mixture of 13,25-, 11,21- and 11,23-Dimethylhepta-triacontane, the Contact Sex Pheromone of the Tsetse Fly, Glossina tachinoides
• Simple Synthesis of a Mixture of (E)- and (Z)-5-Undecenoic Acid, Sex Pheromone of the Varied Carpet Beetle(Organic Chemistry)
• A New Synthesis of Hepialone [(R)-2-Ethyl-6-methyl-2,3-dihydro-4H-pyran-4-one], the Principal Component from Male Sex Scales of the Ghost Moth, Hepialus californicus B
• Indium-Catalyzed Cross-Coupling Reactions between α, β-Unsaturated Carbonyl Compounds and Aromatic Aldehydes
• InCl_3-Catalyzed Reductive Coupling of Aromatic Carbonyl Compounds in the Presence of Magnesium and Chlorotrimethylsilane
• Concise Synthesis of an Antifeedant Sesquiterpene against Locusta migratoria
• First Synthesis of (±)-Basidifferquinone C, an Inducer for Fruiting-Body Formation in Polyporus arcularius
• First Synthesis of (±)-Basidifferquinone C, an Inducer for Fruiting-Body Formation in Polyporus arcularius
• Synthetic Studies on Kohamaic Acids : Synthesis of Structurally Simplified Analogs of Kohamaic Acid A
• Synthesis of (±)-Sundiversifolide Based on Lewis Acid-Mediated Claisen Rearrangement
• Synthesis of (±)-Sundiversifolide Based on Lewis Acid-Mediated Claisen Rearrangement
• New Synthesis of Macrolide Pheromones of the Flat Grain Beetle, Cryptolestes pusillus Schonherr(Organic Chemistry)
• Lipase-catalyzed Kinetic Resolution of (±)-cis, cis-Spiro [4.4] nonane-1,6-diol
• Synthesis of Gibbilimbols A-D, Cytotoxic and Antibacterial Alkenylphenols Isolated from Piper gibbilimbum
• Inactivation of Proprotein Convertase, PACE4, by α1-Antitrypsin Portland (α1-PDX), a Blocker of Proteolytic Activation of Bone Morphogenetic Protein during Embryogenesis: Evidence That PACE4 Is Able to Form an SDS-Stable Acyl Intermediate with α1- PDX
• A Novel Human PACE4 Isoform, PACE4E Is an Active Processing Protease Containing a Hydrophobic Cluster at the Carboxy Terminus^1
• Effect of Novel Analogs of the Juvenile Hormone. : I. Effect of Juvenile Hormone Analogs with Different Alkyl Substituents at C-7 and C-11 on the Silkworm, Bombyx mori L. (Lepidoptera : Bombycidae)
• New Inorganic-Organic Hybrid Li^+ Ion Conducting Polymer Electrolytes
• Synthesis and Seed Germination Stimulating Activity of Some Imino Analogs of Strigolactones
• A New Synthesis of (-)-exo- Brevicomin
• Efficient Synthesis of (22R, 23R, 24S)-22, 23-Isopropylidenedioxy-5α-ergost-2-en-6-one, a Key Intermediate in the Preparation of Brassinolide(Organic Chemistry)
• Both (4aS,7S,7aR)-(+)-Nepetalactone and Its Antipode Are Powerful Attractants for Cats (Organic Chemistry)
• Synthesis of (1R,2S)-1-(3'-Chloro-4'-methoxyphenyl)-1,2-propanediol (Trametol) and (1R,2S)-1-(3',5'-Dichloro-4'-methoxyphenyl)-1,2-propanediol, Chlorinated Fungal Metabolites in the Natural Environment(Organic Chemistry)
• Biological Activities of the Analogs of the Aggregation Pheromone of Tribolium castaneum(Coleoptera : Tenebrionidae)
• Synthesis of 3-Aminoflavones from 3-Hydroxyflavones via 3-Tosyloxy- or 3-Mesyloxyflavones
• Synthesis of Both the Enantiomers of (6Z,9Z)-cis-3,4-Epoxy-6,9-heptadecadiene, the Pheromone Component of Various Geometrid Moths
• Purification of a Peptide from Rat Brain
• PB93 A NEW STEREOSELECTIVE SYNTHESIS OF (-)-PERIPLANONE-B
• Synthesis of 2-(4-Hydroxyphenyl) naphthalene-1,8-dicarboxylic Anhydride, a Phytoalexin Isolated from Unripe Banana (Musa acuminata)
• Synthesis of (R)-(+)-Hippospongic Acid A, a Triterpene Isolated from the Marine Sponge, Hippospongia sp.(Organic Chemistry)
• Synthetic Studies on Breviones and Structurally Related Natural Products
• Synthesis of the Enantiomers of Some Methyl-branched Cuticular Hydrocarbons of the Ant, Diacamma sp.
• Synthesis of 2,2,4,4-Tetramethyl-N, N'-bis (2,6-dimethylphenyl) cyclobutane-1,3-diimine, a Unique Compound from Arundo donax, and Its Analogues to Test Their Antifeedant Activity Against the Boll Weevil, Anthonomus grandis

もっと見る 閉じる

スポンサーリンク