Use of the Benzyl Mesylate for the Synthesis of Tetrahydrofuran Lignan: Syntheses of 7,8-trans, 7′,8′-trans, 7,7′-cis, and 8,8′-cis-Virgatusin Stereoisomers

スポンサーリンク

概要

• 論文の詳細を見る

• The benzyl mesylate was employed to construct the tetrasubstituted tetrahydrofuran lignan with avoiding Friedel-Crafts type of reaction. The optically pure 7,8-trans, 7′,8′-trans, 7,7′-cis, and 8,8′-cis-virgatusin stereoisomers were synthesized. The enantiomeric excess was >>99%.

• 社団法人 日本農芸化学会の論文

著者

• SUGAHARA Takuya

  Faculty of Agriculture, Ehime University

• Akiyama Koichi

  Integrated Center For Sciences Tarumi Station Ehime Univ.

• Masuda Toshiya

  Graduate School Of Integrated Arts And Sciences Univ. Of Tokushima

• Sugahara Takuya

  Faculty Of Agriculture Ehime University

• YAMAUCHI Satoshi

  Faculty of Agriculture, Ehime University

• MARUYAMA Masafumi

  Faculty of Agriculture, Ehime University

• KISHIDA Taro

  Faculty of Agriculture, Ehime University

• Nakato Tomofumi

  Faculty of Agriculture, Ehime University

• TSUCHIYA Masahiro

  Faculty of Agriculture, Ehime University

• Kishida Taro

  Faculty Of Agriculture Ehime University

• Yamauchi Satoshi

  Faculty Of Agriculture Ehime University

• Akiyama Koichi

  Integrated Center For Sciences (incs) Ehime University

• Maruyama Masafumi

  Faculty Of Agriculture Ehime University

• Nakato Tomofumi

  Faculty Of Agriculture Ehime University

• Tsuchiya Masahiro

  Faculty Of Agriculture Ehime University

• AKIYAMA Koichi

  Integrated Center for Sciences, Tarumi Station, Ehime University

関連論文

• Proteose Peptone Fraction of Bovine Milk Depressed IgE Production in Vitro and in Vivo
• Oral administration of paraquat perturbs immunoglobulin productivity in mouse
• Immunostimulatory in vitro and in vivo effects of a water-soluble extract from kale
• Bfr1p is responsible for tributyltin resistance in Schizosaccharomyces pombe
• Immunostimulatory in Vitro and in Vivo Effects of a Water-Soluble Extract from Kale
• White Sorghum (Sorghum bicolor (L.) Moench) Bran Extracts Suppressed IgE Production by U266 Cells
• Antifungal Activity of Morinol B Derivatives of Tetrahydropyran Sesquilignan
• Heavy oil fractions induce negative influences on mouse immune system
• Tributyltin induces Yca1p-dependent cell death of yeast Saccharomyces cerevisiae
• Severe abnormalities in the reproductive organs of mice caused by chemical substances contained in heavy oil
• Antimicrobial Activity of Stereoisomers of Morinols A and B, Tetrahydropyran Sesquineolignans
• Stereoselective Construction of Tetra-Substituted Tetrahydrofuran Compounds from Benzylic Hemiacetal in the Presence of H2 and a Pd Catalyst: Stereoselective Synthesis of a Stereoisomer of (−)-Virgatusin and Its Antimicrobiological Activity
• Immunostimulation Effect of Jellyfish Collagen
• Antibacterial Activity of a Virgatusin-Related Compound
• Antifungal Activity of Tetra-Substituted Tetrahydrofuran Lignan, (−)-Virgatusin, and Its Structure-Activity Relationship
• Antimicrobiological Activity of Lignan: Effect of Benzylic Oxygen and Stereochemistry of 2,3-Dibenzyl-4-butanolide and 3,4-Dibenzyltetrahydrofuran Lignans on Activity
• Effect of Benzylic Oxygen on the Cytotoxic Activity for Colon 26 Cell Line of Phenolic Lignans
• Radical and Superoxide Scavenging Activities of Matairesinol and Oxidized Matairesinol
• Absolute Configuration of Volicitin from the Regurgitant of Lepidopteran Caterpillars and Biological Activity of Volicitin-Related Compounds
• The Effect of Secoisolariciresinol on 3T3-L1 Adipocytes and the Relationship between Molecular Structure and Activity
• Mode of Action of the Immunostimulatory Effect of Collagen from Jellyfish
• Affinity to the Nicotinic Acetylcholine Receptor and Insecticidal Activity of Chiral Imidacloprid Derivatives with a Methylated Imidazolidine Ring
• Enhanced Sequence Coverage in Tryptic Fragment Analysis by Two-Dimensional HPLC/MS Using a Monolithic Silica Capillary Column
• First Stereoselective Synthesis of meso-Secoisolariciresinol and Comparison of Its Biological Activity with (+) and (−)-Secoisolariciresinol
• Immunomodulatory Effect of (−)-Matairesinol in Vivo and ex Vivo
• Bfr1p is responsible for tributyltin resistance in Schizosaccharomyces pombe
• Inhibition of the Discoloration of Yellowtail Dark Muscle by Lignan
• IgE-Suppressive Activity of (-)-Matairesinol and Its Structure-Activity Relationship
• Antifungal Activity of Morinol B Derivatives of Tetrahydropyran Sesquilignan
• Antimicrobial Activity of Stereoisomers of Butane-Type Lignans
• Inhibition of the Discoloration of Yellowtail Dark Muscle by Lignan
• Syntheses and Antimicrobial Activity of Tetrasubstituted Tetrahydrofuran Lignan Stereoisomers
• Antimicrobial Activity of Stereoisomers of Morinols A and B, Tetrahydropyran Sesquineolignans
• The Effect of Secoisolariciresinol on 3T3-L1 Adipocytes and the Relationship between Molecular Structure and Activity
• Antioxidant Activity of Butane Type Lignans, Secoisolariciresinol, Dihydroguaiaretic Acid, and 7,7'-Oxodihydroguaiaretic Acid
• Syntheses of All Stereoisomers of Goniodiol from Yeast-Reduction Products and Their Antimicrobiological Activity
• Structure-Antibacterial Activity Relationship for 9-O,9'-O-Demethyl (+)-virgatusin
• Stereoselective Construction of Tetra-Substituted Tetrahydrofuran Compounds from Benzylic Hemiacetal in the Presence of H_2 and a Pd Catalyst : Stereoselective Synthesis of a Stereoisomer of (-)-Virgatusin and Its Antimicrobiological Activity
• First Stereoselective Synthesis of meso-Secoisolariciresinol and Comparison of Its Biological Activity with (+) and (-)-Secoisolariciresinol
• Antimicrobiological Activity of Lignan : Effect of Benzylic Oxygen and Stereochemistry of 2,3-Dibenzyl-4-butanolide and 3,4-Dibenzyltetrahydrofuran Lignans on Activity
• Antifungal Activity of Tetra-Substituted Tetrahydrofuran Lignan, (-)-Virgatusin, and Its Structure-Activity Relationship
• Antibacterial Activity of a Virgatusin-Related Compound
• Syntheses of Secocyclolignanes and Comparative Antioxidative Activity between Secocyclolignane and the Dibenzyl Type of Lignan
• Synthesis of Amino Tetrahydrofuran Lignan via an N,O-Heterocyclic Compound as an Intermediate
• Synthesis of an Optically Pure Synthetic Intermediate of Aloperine from a Yeast-Reductive Product
• Synthesis and Antioxidant Activity of Olivil-Type Lignans
• Synthesis and Antioxidant Activity of Oxygenated Furofuran Lignans
• First Diastereoselective Construction of Butane-Type and Butyrolactone-Type Secocyclolignane Structures
• Improved Syntheses of Morinol C and D by Employing Mizoroki-Heck Reaction and Their Cytotoxic and Antimicrobial Activities
• Proteose Peptone Fraction of Bovine Milk Depressed IgE Production in Vitro and in Vivo
• Mode of Action of the Immunostimulatory Effect of Collagen from Jellyfish
• Use of the Benzyl Mesylate for the Synthesis of Tetrahydrofuran Lignan: Syntheses of 7,8-trans, 7′,8′-trans, 7,7′-cis, and 8,8′-cis-Virgatusin Stereoisomers
• Gene Transfection into HeLa Cells by Vesicles Containing Cationic Peptide Lipid
• Phenolic Inhibitors of Chemical and Enzymatic Oxidation in the Leaves of Myrica rubra
• Heavy oil fraction induces the dysplastic sperm in male mouse
• Inhibition of myotube formation by paraquat in the myoblast cell line C2C12
• Immunostimulatory in Vitro and in Vivo Effects of a Water-Soluble Extract from Kale
• White Sorghum (Sorghum bicolor (L.) Moench) Bran Extracts Suppressed IgE Production by U266 Cells
• Increase of Immunoglobulin Productivity of Human-Human Hybridoma HB4C5 Cells by Histone(Biochemistry & Molecular Biology)
• Immunomodulatory Effect of (-)-Matairesinol in Vivo and ex Vivo
• Immunostimulation Effects of Yellowtail Heart Extracts in Vitro and in Vivo
• Larvicidal Activity of (−)-Dihydroguaiaretic Acid Derivatives against Culex pipiens
• Effect of the Benzylic Structure of Lignan on Antioxidant Activity
• Syntheses of Secocyclolignanes and Comparative Antioxidative Activity between Secocyclolignane and the Dibenzyl Type of Lignan
• Disruption of Ion Homeostasis by Verrucosin and a Related Compound
• Synthesis of a Glandular Secretion of the Civet Cat, (2S,6S)-(6-Methyltetrahydropyran-2-yl)acetic Acid and Its Enantiomer, by Using the Yeast-Reduction Product and Recovered Substrate from Yeast Reduction
• Syntheses of (+)- and (-)-Dihydropinidine and (+)- and (-)-Epidihydropinidine by Using Yeast Reduction of Methyl (2-oxocyclohexyl)acetate
• Affinity to the Nicotinic Acetylcholine Receptor and Insecticidal Activity of Chiral Imidacloprid Derivatives with a Methylated Imidazolidine Ring
• New Method for Synthesizing the Intermediates to 5-HETE from Yeast-mediated Reduction Products by Employing Baeyer-Villiger Oxidation with Complete Retention of Enantiomeric Excess(Organic Chemistry)
• Heavy oil fraction induces the dysplastic sperm in male mouse
• High IgM Production by Human-human Hybridoma HB4C5 Cells Cultured in Microtubes(Microbiology & Fermentation Technology)
• Larvicidal Activity of (-)-Dihydroguaiaretic Acid Derivatives against Culex pipiens
• Total Syntheses of (−)- and (+)-Boronolide and Their Plant Growth-Inhibitory Activity
• Radical Scavenging Activity of Spring Mountain Herbs in the Shikoku Mountain Area and Identification of Antiradical Constituents by Simple HPLC Detection and LC-MS Methods
• Total Syntheses of (-)- and (+)-Boronolide and Their Plant Growth-Inhibitory Activity
• Enhancing Effect of a Cysteinyl Thiol on the Antioxidant Activity of Flavonoids and Identification of the Antioxidative Thiol Adducts of Myricetin

もっと見る 閉じる

スポンサーリンク