The synthesis of neobavaisoflavone and related compounds.
スポンサーリンク
概要
- 論文の詳細を見る
The condensation of 7-benzoyloxy-4′-hydroxyisoflavone with 2-methyl-3-buten-2-ol gave 7-benzoyloxy-4′-hydroxy-3′-(3-methyl-2-butenyl)isoflavone. The hydrolysis of the alkylated isoflavone with dilute alkali afforded neobavaisoflavone [7,4′-dihydroxy-3′-(3-methyl-2-butenyl)isoflavone], which was then converted into isoneobavaisoflavone on heating with formic acid. 7-Benzyloxy-4′-hydroxyisoflavone was condensed with 2-methyl-3-buten-2-ol to give a chroman derivative, which was then converted into isoneobavaisoflavone by hydrolysis. 3′-(3-Methyl-2-butenyl)-5,7,4′-trihydroxyisoflavone was also synthesized from 7-benzoyloxy-5,4′-dihydroxyisoflavone in a similar manner.
- 公益社団法人 日本化学会の論文
著者
-
Horie Tokunaru
Department of Applied Chemistry, Faculty of Engineering, Tokushima University
-
Nakayama Mitsuru
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Hayashi Shuichi
Department Of Applied Chemistry. Faculty Of Engineering Toyama University
-
Eguchi Shizuko
Department of Chemistry, Faculty of Science, Hiroshima University
-
Tsukayama Masao
Department Of Biological Science And Technology The University Of Tokushima Graduate School
-
Masumura Mitsuo
Department of Applied Chemistry, Faculty of Engineering, Tokushima University
-
Yamada Toshihide
Department of Applied Chemistry, Faculty of Engineering, Tokushima University
関連論文
- Total Synthesis of (-)-Pyrenophorin via Cobalt(II) Porphyrin-Catalyzed Oxygenation of Ethyl (2E, 4E. 7R)-7-Acetoxy-2,4-octadienoate
- Structure of Kaimonolide A, a Novel Macrolide Plant Growth Inhibitor from a Streptomyces Strain(Organic Chemistry)
- Structure of Doubly-linked Oxidative Product of Quercetin in Lipid Peroxidation
- 暗所におけるラジカル反応により(+)-カテキンから生成する酸化2量体〔英文〕
- Mass Spectra of Some Stilbene Oligomers from Carex Species
- Efficient Chemical Conversion of (±)-Chokol G to (±)-Chokols A, B, C, F, and K, Chokolic Acid B, and Chokolal A
- Total Synthesis of (±)-Chokolic Acid A
- Thermorubin and 2-Hydroxyphenyl Acetic Acid, Aldose Reductase Inhibitors
- Absolute Stereochemistry of Alisamycin
- A Thermolytic Azulene Synthesis from Dimethyl 4-Morpholino-3,3a,8,8a-tetrahydroazulene-5,6-dicarboxylates and Its 1-Substituted Derivatives
- A Novel Intramolecular Cyclization Product of (+)-Catechin under Radical Reaction
- Oxidation Product of (+)-Catechin from Lipid Peroxidation(Food & Nutrition)
- New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47
- New Oleanane Triterpene with Three Ketones Produced by Penicillium simplicissimum ATCC 90288
- A New Nucleophilic Ring Opening of an Activated Cyclopropane and a Formal Synthesis of (±)-Carbovir
- Homoconjugate Addition of Organocuprate to Activated Cyclopropane and Its Application to the Synthesis of (±)-Juvabione
- Regioselective Synthesis of 6-Alkyl- and 6-Prenylpolyhydroxyisoflavones and 6-Alkylcoumaronochromone Derivatives
- Regioselective Synthesis of Prenylisoflavones: Syntheses of Luteone and Luteone Hydrate
- Regioselective Synthesis of Prenylisoflavones. Syntheses of Allolicoisoflavone A, 2,3-Dehydrokievitone, and Related Compounds
- Absolute Structure of (-)-4,5-trans-Dihydroxy-3-methyl-2-cyclopentenone Isolated from the Marine Alga, Grateloupia filicina (Wulfen) J. Agardh by the Synthesis of Both Enantiomers(Organic Chemistry)
- Ankalactone, a New α,β-Unsaturated γ-Lactone from Monascus anka(Organic Chemistry)
- Two New Pyrogallols from the Marine Alga, Grateloupia filicina (Wulfen) J. Agardh(Organic Chemistry)
- Aciculatalactone, A New Elemanolide Sesquiterpenoid from Neolitsea aciculata Koidz
- Isolation and Characterization of New Bitter Diterpenoids from the Fungus Sarcodon scabrosus(Organic Chemistry)
- Structure of Myrocin C, a New Diterpene Antibiotic Produced by a Strain of Myrothecium sp.(Organic Chemistry)
- The Revised Structure of Wasabidienone-A from a Potato Culture of Phoma wasabiae Yokogi(Organic Chemistry)
- Structure of Sargassumketone, a Novel Highly Oxygenated Ketone from Sargassum
- New Oxidation Product of Wasabidienone-A(Organic Chemistry)
- PB186 A CONVENIENT SYNTHESIS OF PYRANOISOFLAVONES FROM PYRONOCHALCONES WITH THALLIUM (III) NITRATE : SYNTHESIS OF PARVISOFLAVONE B, ALPINUMISOFLAVONE, AND ELONGATIN
- Synthesis of Racemates and (+)-Enantiomers of f-γCaprolactone, γ-Dodecanolactone and δ-Hexadecanolactone, Lactonic Sex Pheromones of the Dermestid Beetle, Rove Beetle and Oriental Hornet
- Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Sex Pheromone of Peach Fruit Moth
- Convenient Synthesis of Muscalure, the Housefly Sex Pheromone
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXIV. A Convenient Method for Synthesizing 6- and 8-Methoxylated 5,7-Dihydroxyisoflavones
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXIII. Demethylation Behaviors of 6-Hydroxy-4', 7-dimethoxy-5-tosyloxyflavones with Anhydrous Aluminum Halides in Acetonitrile
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXII. A Convenient Method for Synthesizing 3,5,7-Trihydroxy-6-methoxyflavones
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XXI.^ A Convenient Method for Synthesizing 3,5,7-Trihydroxy-6,8-dimethoxyflavones and 5,7-Dihydroxy-3,6,8-trimethoxyflavones
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XX. A Convenient Method for Synthesizing 5,6,7-Trihydroxyisoflavones and 5,6-Dihydroxy-7-methoxyisoflavones
- Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. XVIII.^ A Convenient Method for Synthesizing 3,5,6,7-Tetrahydroxyflavones
- Regioselective Synthesis of Prenylisoflavones. Syntheses of 2,3-Dehydrokievitone and Related Compounds
- Mass Spectra of Bis-Amide Pyrrolidine Alkaloids
- Oxidation Product of (-) -Epicatechin under Radical Reaction : Oxidation Product of Flavan-3-ol Derivatives against Lipid Peroxidation. Part III
- Structure of Myrocin B, a New Diterpene Antibiotic Produced by Myrothecium verrucaria(Organic Chemistry)
- EFFECTS OF FORCED BENDING ON THE DIRECTION OF MICROTUBULE SLIDING IN 'QUIESCENT' SPERM FLGELLA(Cell Biology and Morphology,Abstracts of papers presented at the 75^ Annual Meeting of the Zoological Society of Japan)
- A New Synthetic Route to Prenylphenols. Synthesis of 4',6'-Dihydroxy-2'-alkenyloxy-3'-(3-methyl-2-butenyl)acetophenones
- Stereoselective Ring Opening of Geometrically Constrained Oxaziridines by Photosensitized Electron Transfer
- Deoxygenation of Some Arylnitrones Induced by Photosensitized Electron Transfer
- Simple Synthesis of (±)-Chokol G
- Synthesis of (±)-Homosarkomycin and (±)-Rosaprostol
- Synthesis of (±)-2,2-Dimethyl-3-oxabicyclo[3.3.0]octane-6-one : A Formal Total Synthesis of Hop Ether(Organic Chemistry)
- Total Synthesis of (±)-Dihydronepetalactone(Organic Chemistry)
- Synthesis of (±)-Epiinvictolide(Organic Chemistry)
- Regioselective Synthesis of Prenylphenols. Syntheses of Naturally Occurring 4'-Alkenyloxy-2',6'-dihydroxy-3'-(3-methyl-2-butenyl)acetophenones
- A New Phenylpropanoid Glucoside and Other Constituents of Oenanthe javanica
- Two Jasmonoid Glucosides and a Phenylvaleric Acid Glucoside from Perilla frutescens
- Synthesis of Chiral [monomethyl-d_3]Methoxychlor and Related Deuterium-labeled Compounds
- Synthesis of (±)-(2RS,3SR)-2-Hydroxyethyl-3-[(1RS)-1-hydroxyethyl]cyclopentanone Derivatives, Potential Intermediates in the Synthesis of Thienamycin(Organic Chemistry)
- D-9-2 The Total Synthesis of Nepseudin(Phenolics)
- Mass Spectra of Some Diterpenoids with the Novel Carbon Skeletons Verrucosane, Neoverrucosane and Homoverrucosane
- Mass Spectra of Diethyl 2-Alkyl-3-oxoglutarates (有機マススペクトロメトリ-)
- Methylenolactocin, a Novel Antitumorial Antibiotic from Penicillium sp.(Organic Chemistry)
- Sudachitin, a Polymethoxyflavone from Citrus sudachi, Suppresses Lipopolysaccharide-Induced Inflammatory Responses in Mouse Macrophage-Like RAW264 Cells
- Mass Spectra of Some ent-15-ketokauranoids
- Synthesis of 2-methylsulfonylmethyl-3,4,5-trimethoxybenzyl methyl ether. Confirmation of the structure of two pyrogallols isolated from red alga.
- Synthetic Studies of Sesamol Derivatives. IV. Preparation and Reaction of 2-Hydroxy-4,5-methylenedioxyacetophenones
- Synthesis of 7-Hydroxy-2′,4′,5′-trimethoxyisoflavone and Related Compounds
- Synthesis of Maxima Substance B
- Synthetic Studies of Sesamol Derivatives. I. A New Synthesis of Ayapin
- Synthesis of pyranoisoflavones from pyronochalcones: Synthesis of elongatin and its angular isomer.
- Syntheses of Plinol A and C
- The Effect of Germination upon the Volatile Componentsof Rape Seeds (Brassica napus L.)
- Synthesis of ω-Chain Shortened Prostaglandins and Their Six-membered Ring Analogs
- Allylic oxidation of methyl 2-alkenoates.
- Structural Elucidation of Kurodainol, a Novel Halogenated Monoterpene from Sea Hare (Aplysia Kurodai)
- A New Synthesis of γ-Jasmolactone and Its Dihydroderivative
- The structure and synthesis of sudachiin A, a new flavone glucoside from Citrus sudachi.
- Synthetic Studies of the Flavone Derivatives. XVIII. The Syntheses of 5,7,3′-Trihydroxy-3,8,4′,5′-tetramethoxyflavone and Related Compounds
- Studies of the selective O-alkylation and dealkylation of flavonoids. V. The synthesis of 5,6-dihydroxy-3,4',8-trimethoxyflavone and a revised structure for the flavone from Conyza stricta.
- Synthesis of licoisoflavone A and related compounds.
- Synthetic Studies of the Flavone Derivatives. XXIII. The Synthesis of Eupatilin
- Synthetic Studies of the Flavone Derivatives. XXIV. The Synthesis of 5-Hydroxy-7,8,3′,4′-tetramethoxyflavone, A Pigment from Bergamott Oil
- The synthesis of 5,2'-dihydroxy-6,8-dimethoxyflavone and its isomers: A revised structure of skullcapflavone I.
- Characterization of 13-hydroxyneocembrene from soft corals.
- Structures of new [4+2]-cycloadducts from Diels-Alder reactions of methyl 2-oxo-2H-pyran-5-carboxylate with 2-methyl- and 2-methoxy-1,3-butadienes.
- X-ray structure determination of stereoisomers with respect to cyclobutene ring of 10,10-ethylenedioxy-1-methoxycarbonyl-2-methyl-7-oxatricyclo(6.4.0.02,5)dodec-3-en-6-one.
- Total Synthesis of (+)- and (-)-Coronafacic Acid
- Preparation and structures of acetylene adducts of 4,6-O-isopropylidene-and 4-O-acetyl-6-O-triphenylmethyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-uloses.
- Syntheses and Odor of 6-Oxohexanoic Acids Having 1, 3-Dioxane Moiety
- Structure and absolute configuration of .ALPHA.-pompene. II. An X-ray analysis of the mono p-bromobenzoate of the diol derived from .ALPHA.-pompene.
- The Thermal Reaction of 3-Benzoylguaiazulene and Methyl Guaiazulene-3-carboxylate
- The synthesis of neobavaisoflavone and related compounds.
- Synthetic Studies of the Flavone Derivatives. XX. The Synthesis of Sorbifolin