Two New Morphinane Alkaloids from Stephania cepharantha HAYATA (Menispermanceae)
スポンサーリンク
概要
- 論文の詳細を見る
Two new morphinane alkaloids named cephamonine (1) and cephamuline (2) were isolated from the tuber of Stephania cepharantha HAYATA (Menispermaceae), cultivated in Japan, along with eleven known alkaloids. By comparison of spectroscopic data with those of sinomenine (3), the structures of 1 and 2 were elucidated to be the 8-methoxy derivative of 3 and its C-14 stereoisomer, respectively.
- 公益社団法人日本薬学会の論文
- 1994-12-15
著者
-
佐野 武弘
Showa College of Pharmaceutical Sciences.
-
戸田 潤
Showa College of Pharmaceutical Sciences
-
柏葉 憲明
Department of Research, Kaken Shoyaku Co., Ltd.,
-
諸岡 茂夫
Department of Research, Kaken Shoyaku Co., Ltd.,
-
木村 陸子
Department of Research, Kaken Shoyaku Co., Ltd.,
-
村瀬 善衛
Department of Research, Kaken Shoyaku Co., Ltd.,
-
佐野 武弘
昭和薬科大学
-
佐野 武弘
Showa Pharmaceutical Univ. Tokyo Jpn
-
佐野 武弘
Showa College Of Pharmaceutical Sciences
-
柏葉 憲明
Department Of Research Kaken Shoyaku Co. Ltd.
-
諸岡 茂夫
Department Of Research Kaken Shoyaku Co. Ltd.
-
木村 陸子
Department Of Research Kaken Shoyaku Co. Ltd.
-
村瀬 善衛
Department Of Research Kaken Shoyaku Co. Ltd.
関連論文
- 4,4-Dimethyl Effect. (7). The A-Ring Conformation of 4,4-Dimethyl-3-keto Steroids in Solution. The Circular Dichroism Spectra of Onoceranediones
- 90(P04) β-エリスロイジンの合成研究(ポスター発表の部)
- ASYMMETRIC [2+2] PHOTOCYCLOADDITION REACTION OF A CHIRAL DIOXOPYRROLINE TO 2-(TRIMETHYLSILYLOXY)BUTADIENE : CHIRAL SYNTHESIS OF ERYTHRINA ALKALOIDS
- REARRANGEMENT OF 2,3-DIOXO-1,4-OXAZINES TO 4,5-DIOXOOXAZOLES IN THE REACTION WITH DIMETHYLSULFOXONIUM METHYLIDE
- Chiral Synthesis of Erythrina Alkaloids. I. Total Synthesis of (+)-Erysotrine via Asymmetric Diels-Alder Reaction under High Pressure
- Synthesis of Highly Deydrogenated Oxoerythrinan Alkaloids, Erytharbine and Crystamidine
- Dioxypyrrolines. LV. Stereochemical Pathway of [2+2]Photocycloaddition Reaction of 4,5-Diethoxycarbonyl-1H-pyrrole-2,3-dione to Cycloalkadienes and Cycloalkenes
- Dioxopyrroline. LIV. Steretchemical Pathway of[2+2]Photocycloaddition Reaction of 4,5-Diethoxycarbonyl-1H-pyrrole-2,3-dione to Acyclic Olefins
- Dioxopyrrolines. LIII.Stereochemical Pathway of [2+2] Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Cyclic Enol Trimethylsilyl Ethers
- Synthesis and Reactions of 3,7-Cycloerythrinan : Skeletal Rearrangement of 2,7,8-Trioxoerythrinans to 4-Oxo-4H-pyrido[2,1,-a]isoquinolines
- Synthesis of Erythrina and Related Alkaloids.XXIV. Total Synthesis of Erysotrine from 1,7-Cycloerythrinan Derivatives by the Use of a New 1,2-Carbonyl Transposition Method
- Synthesis of Erythrina and Related Alkaloids. XXIII. : Intramolecular Cyclization Approach. (2). Synthesis and Reactions of 1,7-Cyclo-cis-erythrinans, Potential Intermediates to Natural Erythrina Alkaloids
- Synthesis of Erythrina and Related Alkaloids. XXII. : Intramolecular Cyclization Approach. (1) : New Synthetic Route to Erythrinan and Related Heterocycles and Synthesis of (±)-3-Demethoxy-erythratidinone
- Studies toward Total Synthesis of Non-aromatic Erythring Alkaloids. (6). Synthesis of 8-OXO-γ-erythroidine and 8-Oxo-cycloerythroidine, Isomers of the Natural Alkaloids.
- Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids. (4). Oxidation of Furan Ring of D-Furanoerythrinans with N-Bromoacetamide
- Dioxopyrrolines. XLIII. : Diels-Alder Reaction of 4,5-Diethoxycarbonyl-1H-pyrrole-2,3-dione with Butadienes : Synthesis of Polyfunctionalized Hydroindoles
- 43 リコリン及び関連アルカロイドの全合成
- Lycopodium Triterpenoids. (8). The Structures of Lycoclavanin, a Triterpenoid-tetraol Possessing Conjugated Ketone Chromophor, and a New Tetraol, Lyclaninol
- Triterpenoid Chemistry. VIII. : Stereospecific Reactions of Triterpenoid 1,3-Glycol Monotosylates and Ketotosylates
- Two New Morphinane Alkaloids from Stephania cepharantha HAYATA (Menispermanceae)
- 抗ガン剤タキソールをめぐる新しい展開 : プロドラッグ誕生
- Synthesis of Erythrina and Related Alkaloids. XXX. Photochemical Approach. (1). Synthesis of Key Intermediates to Erythrina Alkaloids by Intermolecular [2+2] Photocycloaddition Followed by 1,3-Shift
- Dioxopyrroline. L. Skeletal Rearrangements of 7-Vinyl-7-trimethylsilyloxy-5-ethoxycarbonyl-1-phenyl-2-azabicyclo[3.2.0]heptane-3,4-diones under Thermal, Basic, and Acidic Conditions
- Dioxopyrrolines. XLVII. : Thermal Rearrangements of 7-Vinyl Derivatives of 1-Aryl-5-ethoxy-carbonyl-2-azabicyclo[3.2.0]heptane-3,4-diones and Their Imidates
- Synthesis of Erythrina and Related Alkaloids. XVI. Diels-Alder Approach: Total Synthesis of dl-Erysotrine, dl-Erythraline, dl-Erysotramidine, dl-8-Oxoerythraline and Their 3-Epimers(Organic,Chemical)
- 26 ホモエリスリナアルカロイド,(±)schelhammericine,(±)3-epischelhammericineの全合成
- TOTAL SYNTHESIS OF THE HOMOERYTHRINAN ALKALOIDS, SCHELHAMMERICINE AND 3-EPISCHELHAMMERICINE
- Dioxopyrrolines. XXXII. X-Ray Determination of the Molecular Structure of a Photoadduct of 2-Trimethylsilyloxybutadiene to 3-Ethoxycarbonyl-2-phenyl-Δ^2-pyrroline-4,5-dione
- Dioxopyrrolines. XXVII. Syntheses of 2-Aryl-3-ethoxycarbonyl-Δ^2-pyrroline-4,5-diones
- FACILE OXY-VINYL[1,3]SHIFT PROMOTED BY TETRABUTYLAMMONIUM FLUORIDE : A HYDROINDOLE SYNTHESIS
- FACTORS CONTROLLING C=C VS. C=O ATTACK IN CYCLOADDITION OF A 1,3-DIENE TO AN AMBIDENT DIENOPHILE. DIELS-ALDER REACTION OF 2-PHENYL-Δ^2-PYRROLINE-4,5-DIONES
- Stereoselective Transformation of the Alkaloid Lycorine to O-Demethylungiminorine and Ungiminorine
- 45 エリスリナアルカロイドの合成研究 : Erysotramidine,3-Epierysotramidine 3-Epi-8-oxoerythralineの合成
- Dioxopyrrolines. XLIV. : Thermal 1,3-Shift of 2-Azabicyclo[3.2.0]hept-2-ene Ring System : A New Entry to 3,4-Dihydropyridines and 2-Azanorborn-2-enes
- Dioxopyrrolines.XLII. : Mechanism of 7-Epimerization Reaction of 7-Substituted 5-Ethoxycarbonyl-1-phenyl-2-azabicyclo[3.2.0]heptane-3,4-diones
- Dioxopyrrolines. XXXV. Synthesis of 2H-Azepin-2-ones (2-Azatropones)
- Triterpenoid Chemistry. IX. Lycopodium Triterpenoid. (6). The Structures of Three New Tetra-ols, Lycocryptol, 21-Epilycocryptol, and Diepilycocryptol, and Two New Acids, Lycernuic Acid-A and -B
- Tritepenoid Chemistry. VII. Classification of Triterpenoid 1,3-Glycol Acetonides by NMR Spectra
- Lycopodium植物トリテルペノイドの化学分類学的研究
- [2+2] Photocycloaddition Reaction of 5-Arylfuran-2,3-diones to Trimethylsilyloxyethylenes
- Dioxopyrrolines. LXI. Cycloaddition Reaction of 4-Benzoyl-5-ethoxycarbonyl-1-phenyl-1H-pyrrole-2,3-dione with 1,3-Dienes : Competitive Occurrence of Normal and Hetero Diels-Alder Reaction and Claisen Rearrangement of the Hetero Diels-Alder Product
- Total Synthesis of Homoerythrinan Alkaloids, Schelhammericine and 3-Epischelhammericine
- Dioxopyrrolines. XLIX. Synthesis of Azatropolones via Photocycloaddition of 5-Aryl-4-ethoxycarbonyl-1H-pyrrole-2,3-diones to Acetylenes and Ethylenes
- Dioxopyrrolines. XLVIII. : Regioselective Formation of Hydroindoles via Photochemical and Thermal Cycloaddition Reactions of 5-Aryl-4-ethoxycarbonyl-1H-pyrrole-2,3-dione with Isoprene
- Dioxopyrrolines. XLVI. : [2+2] Photocycloaddition of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Six-Membered Cycloolefins : Effect of Ring Size on Stereochemical Pathways
- Dixopyrrolines. XLV. : [2+2] photocycloaddition of 4-Ethoxycarbonyl-5-aryl-1H-pyrrole-2,3-dione to Cyclopentene Derivatives : Formation of Dihydropyridones
- Dioxopyrrolines. XLI. : X-Ray Crystallographic Determination of the Stereochemistry of an Azatricyclo[5.3.0.0^]decane Derivative Obtained by Photocycloaddition of Cyclopentadiene to 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione
- Dioxopyrrolines. XL. Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Dihydrofurans. Formation of a 2,4-Dioxa-10-azatricyclo[6.3.0.0^]undecane Ring System(Organic,Chemical)
- Dioxopyrrolines. XXXVII. Stereochemical Pathways of Dioxopyrroline-Olefin Pbotocycloaddition. Stereochemical Selection Rule for the Photocycloaddition of Enone-Olefin Pairs(Organic,Chemical)
- Dioxopyrrolines. XXXVI. [2+2] photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Acyclic Olefins. Structural and Stereochemical Assignment of the Photocycloadducts(Organic,Chemical)
- Dioxopyrrolines. XXIX. Solvolytic Behavior of 3-Ethoxycarbonyl-2-phenyl-Δ^2-pyrroline-4,5-diones in Protic Solvents
- Alkaloidal Constituents of the Leaves of Stephania cepharantha Cultivated in Japan : Structure of Cephasugine, a New Morphinane Alkaloid
- Alkaloidal Constituents of the Tubers of Stephania cepharantha Cultivated in Japan : Structure of 3,4-Dehydrocycleanine, a New Bisbenzylisoquinoline Alkaloid
- A Synthesis of 3-Phenyl-1, 2, 3, 4-tetrahydroisoquinoline and 2-Phenyl-1, 2, 4, 5-tetrahydro-3H-3-benzazepine via Pummerer-Type Cyclization : Enhancing Effect of Boron Trifluoride Diethyl Etherate on the Cyclization
- A Synthesis of 2,3,4,5-Tetrahydro-1H-3-benzazepines via Pummerer-Type Cyclization of N-(2-Arylethyl)-N-(2-phenylsulfinylethyl)formamides
- A Synthesis of Chiral 1,1,3-Trisubstituted l,2,3,4-Tetrahydro-β-carbolines by the Pictet-Spengler Reaction of Tryptophan and Ketones: Conversion of (1R,3S)-Diastereomers into Their (1S,3S)-Counterparts by Scission of the C(1)-N(2) Bond
- A Convenient Synthesis of 1, 1-Disubstituted 1, 2, 3, 4-Tetrahydroisoquinolines via Pictet-Spengler Reaction Using Titanium(IV)Isopropoxide and Acetic-Formic Anhydride
- A Synthesis of Heteroaromatic Analogues of 1-Methyl-1,2,3,4-tetrahydroisoquinoline Using the Pummerer-Type Cyclization Reaction : Observation of Tandem Cyclization Reaction
- Super Acid-Induced Pummerer-Type Cyclization Reaction : Improvement in the Synthesis of Chiral 1,3-Dimethyl-1,2,3,4-tetrahydroisoquinolines
- Intramolecular Capture of Pummerer Reaction Intermediates by an Aromatic Nucleophile : Selective Construction of 1, 4-Benzothiazine and Indole Ring Systems
- Synthesis of Methoxy-2-quinolones via Pummerer-type Cyclization of N-Aryl-N-methyl-3-(phenylsulfinyl)propionamides
- A Chiral Synthesis of Four Stereoisomers of 1,3-Dimethyl-1,2,3,4-tetrahydroisoquinoline, an Inducer of Parkinson-like Syndrome
- [2+2] Photocycloaddition Reaction of 5-Phenyl-1H-furan-2,3-dione to Phenylethylene
- A Novel Synthesis of 1,2,3,4-Tetrahydroquinolines via Pummerer-Type Reaction of N-Aryl-N-[(phenylsulfinyl)propyl]formamide
- 脳内アミン,1-メチルテトラヒドロイソキノリンのパーキンソン病治療薬としての可能性
- A Synthesis of Mono- and Dimethoxy-1,2,3,4-tetrahydroisoquinolines via Pummerer Reaction : Effects of Methoxyl Groups on Intramolecular Cyclization
- General Method for Synthesis of Erythrinan and Homoerythrinan Alkaloids (1) : Synthesis of a Cycloerythrinan, as a Key Intermediate to Erythrina Alkaloids, by Pummerer-Type Reaction
- Determination of Ring Conformation in 1-Benzyl-1,2,3,4-tetrahydroisoquinolines and a New Synthesis of the Chiral Compounds
- An Improved Synthesis of 1,2,3,4-Tetrahydroisoquinolines via Intramolecular Cyclization of N-Acyl-N-(aryl)methyl-2-(phenylsulfinyl)ethylamine by Pummerer Reaction
- 9 高度に酸化されたリコリン型アルカロイドungiminorineの合成研究
- Synthesis of Homoerythrinan Alkaloids of 1(2)-Alkene and 1,6-Diene Types : Total Synthesis of Comosine, Dihydroschelhammeridine, Schelhammeridine, and 3-Epischelhammeridine
- Thermal Addition Reaction of Aroylketenes with Cyclic Enol Ethers
- Thermal Addition Reaction of Aroylketene with 1-Aryl-1-trimethylsilyloxyethylenes : Aromatic Substituent Effects of Aroylketene and Aryltrimethylsilyloxyethylene on Their Reactivity
- エリスリナおよび関連アルカロイドの合成
- Triterpenoid Chemistry. XIII. Lycopodium Triterpenoid. (9). The Structure of Lyclavatol, a Novel Triterpenoid of Bisnoronocerane Type
- Synthesis of 2,3,4,5-Tetrahydro-1H-2-benzazepines via Pummerer-Type Cyclization of N-Arylmethyl-N-(3-phenylsulfinylpropyl)formamides
- Dioxopyrrolines. LX. Cycloaddition Reaction of 4-Benzoyl-5-ethoxycarbonyl-1-phenyl-1H-pyrrole-2,3-dione to Olefins : An Inverse-Electron-Demand Hetero Diels-Alder Reaction
- Alkaloidal Constituents of Vines of Stephania cepharantha(Natural Medicine Note)
- ジオキソピロリンを利用した種々の含窒素複素環化合物の合成