Utilization of Protopine and Related Alkaloids. IV. Transformation of Protopine and Protoberberine Alkaloid to Benzo [c] phenan-thridine Alkaloid
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概要
- 論文の詳細を見る
Anhydroprotopine and anhydromethylberberine were photocyclized to yield 5,6,11,12-tetrahydrobenzo [c] phenanthridine derivatives, which were derived via two steps to sanguinarine and chelerythrine, respectively, in good yield. 5,6,11,12-Tetrahydrobenzo [c]-phenanthridine derivative resulted from the initial photoproduct via rearrangement, which was trapped with dimethyl acetylenedicarboxylate as 4b, 12-etheno-compound.
- 社団法人日本薬学会の論文
- 1971-01-25
著者
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阿部 薫
School Of Pharmaceutical Sciences Kitasato University
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恩田 政行
School of Pharmaceutical Sciences, Kitasato University
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米澤 京子
School of Pharmacy, Kitasato University
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米澤 京子
School Of Pharmacy Kitasato University
関連論文
- Utilization of Protopine and Related Alkaloids. VI. Transformation of Berberine to 10b-Methylhexahydrobenzo [c] phenanthridine Derivative
- Utilization of Protopine and Related Alkaloids. V. The Adduct of Photoproduct of Anhydromethylberberine with Dimethyl Acetylenedicarboxylate
- Utilization of Protopine and Related Alkaloids. IV. Transformation of Protopine and Protoberberine Alkaloid to Benzo [c] phenan-thridine Alkaloid
- Studies on Morphine Alkaloids. VII. Microbial Transformation of 14β-Bromocodeinone
- Studies on the Constituents of Bocconia cordata. II. Bocconine
- Utilization of Protopine and Related Alkaloids. III. Acid Catalyzed Cyclization of Anhydromethylberberine. The Revised Structures for Hydroxyisoanhydrodihydromethyl-berberine and Isoanhydromethylberberine
- Studies on Morphine Alkaloids. VI. Indolinocodeine. IV. Conversion of Indolinocodeine Series Compounds into Morphine Series Compounds
- Studies on Morphine Alkaloids. V. Reaction Mechanism of the Reduction of 14β-Bromocodeinone with Sodium Borohydride
- Transformation of Protopine to Sanguinarine. Photocyclization of Anhydroprotopine
- On the Double Bond Nature (endo or exo) in the Condensation Products of Cyclic Ketones with Cyanoacetate or Cyanoacetic Acid
- Utilization of Protopine and Related Alkaloids. I. Ring Closure of Anhydroprotopine
- Studies on Morphine Alkaloids. IV. Indolinocodeine. III. Preparation of 9α-Substituted Indolinocodeine
- Studies on Morphine Alkaloids. III. Indolinocodeine. II. 9α-Methoxyindolinocodeine
- Utilization of Protopine and Related Alkaloids. XVI. Nuclear Magnetic Resonance Spectroscopy on the Cycloadducts of Anhydromethylberberines with Dienophiles
- Heterocycles. XXII. : Stereoselective Synthesis of (+)-Aromadendrin Trimethyl Ether and Its Enantiomer, and Their Reduction
- Heterocycles. XX. : Reactions of 2"-Methoxymethoxychalcone Epoxides under Acidic Conditions
- Utilization of Protopine and Related Alkaloids. XVII. Spectroscopic Studies on the Ten-Membered Ring Conformations of Protopine and α-Allocryptopine
- Heterocycles. XVII. Sodium Borohydride Reduction of Flavanonols and Hydrolysis of (±)-Fistacacidin Acetates
- Structure Elucidation of Pantherine, a Flycidal Alkaloid from Amanita pantherina (DC.) FR.
- Heterocycles. XV. Enantioselective Synthesis of Chiral Flavanonols and Flavan-3,4-diols
- The Alkaloid AM-6201 from Streptomyces xanthochromogenus
- Oxaline and Neoxaline
- Alkaloid from Thermoactinomyces Species
- Revised Structure for an Alkaloid from Streptomyces sp. NA-337
- Utilization of Protopine and Related Alkaloids. XV. Photolysis of 4-Methyl-1-oxoanhydroberberine
- Utilization of Protopine and Related Alkaloids. XIV. Oxidation of the Photoadduct of 1-Oxoanhydromethylberberine with Nitrosobenzene, and Synthesis of Ring C-Substituted Benzo [c] phenanthridines
- Heterocycles. XIII. Syntheses and Absolute Configurations of Chiral Benzo [c] phenanthridines
- Utilization of Protopine and Related Alkaloids. XIII. Attempts to obtain Useful Intermediates for the Syntheses of Chelidonine and Homochelidonine
- Heterocycles. XI. Syntheses of Analogs of 10b-Hydroxychelidonine and 4b-Epichelidonine
- Heterocycles. X. Syntheses and Absolute Configurations of a Chiral Naphthoquinone Epoxide and Chiral Naphtho [1,2-c] isocoumarins
- Heterocycles. VIII. Syntheses of 12-Acetoxybenzo [c] phenanthridines
- Utilization of Protopine and Related Alkaloids. XII. An Improved Route to an Analog of the Alkaloid Corynoline
- Utilization of Protopine and Related Alkaloids. XI. Photolysis of 7,8-Dimethoxy-2-methyl-3-(4', 5'-methylenedioxy-2'-vinyl-phenyl) isocarbostyril and Its Application to the Preparation of Oxychelerythrines
- Formation of 6-Acetoximino-3β-acetoxycholestan-5α-ol Nitrite and Its Reduction over Adams'Platinum
- Products from Reaction of Cholesteryl Acetate with Nitrous Acid
- Steroids. VII. Photolysis of 3β, 5α-Diacetoxy-6-nitriminocholestane
- Steroids. VI. Alumina-Induced Reaction of 3β, 5α-Diacetoxy-6-nitriminocholestane
- Steroids. V. Photolyses of Steroidal Oxime Acetates
- Steroids. III. Alumina-Induced Reactions of Steroidal Oxime Acetates
- Diterpenoids. XXXVIII. Conversion of l-Abietic Acid into Steroidal Skeletons : Formation of the D-Ring (1)
- Isoquinolines. I. Preparation and Stereochemistry of 9,10-Epoxy-1-(p-methoxybenzyl)-2-methyldecahydroisoquinolines
- Synthesis of the Alkaloid from Thermoactinomyces Species
- Steroids. IV. Revised Structure for the Product from 3β-Acetoxycholest-5-ene with Nitrous Acid
- Heterocycles. VII. Reaction of 12-Hydroxy-5-oxa-6-oxo-5,6-dihydrochrysene with Methylamine
- Heterocycles. VI. An Approach to Corynoline Analogues
- Heterocycles. IV. Photolyses of the 4-Arylacetylated 1,2-Dihydroisoquinoline, Isocarbostyril and Its Enol Acetates
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the D-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-ring. III.
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. I
- Study on Synthesis of Antipodal Steroid
- Heterocycles. III. Syntheses of Berbans from 6,7-Dimethoxy-3,4-dihydroisoquinoline
- Utilization of Protopine and Related Alkaloids. IX. Formation of 4b, 6-Epidioxybenzo [c] phenanthridine Derivative and Its Reaction with 2,3-Dichloro-5,6-dicyanobenzoquinone
- Utilization of Protopine and Related Alkaloids. VIII. Synthesis of an Analogue of Alkaloid Corynoline