Enzymatic Procedure for the Synthesis of Prostaglandin A_2
スポンサーリンク
概要
- 論文の詳細を見る
Synthesis of prostaglandin A_2 (PGA_2) by means of a route involving enzymatic reactions is described. Enantioselective reduction and hydrolysis of trans-3,4-bis(methoxycarbonyl)cyclopentanone (1) were examined using yeasts or enzymes, and it was found that (+)- and (-)-1 are easily obtained by an enzymatic procedure. Compound (+)-1 was converted to the Corey intermediate for PGA_2 via the regioselective hydrolysis of the (+)-diacetate (8) with porcine pancreatic lipase. This synthesis based on the enzymatic approach was proved to be useful for the synthesis of both PGA and PGE from (-)-1.
- 公益社団法人日本薬学会の論文
- 1988-01-25
著者
-
末宗 洋
Faculty of Pharmaceutical Sciences, Kyushu University
-
酒井 浄
Faculty of Pharmaceutical Sciences, Kyushu University
-
酒井 浄
Faculty Of Pharmaceutical Sciences Kyushu University
-
田中 正一
Faculty of Pharmaceutical Sciences, Kyushu University
-
田中 正一
九大薬
-
末宗 洋
九州大学薬学部
-
末宗 洋
九州大学大学院薬学府
-
尾葉石 浩
Faculty of Pharmaceutical Sciences, Kyushu University
-
尾葉石 浩
Tsukuba Research Laboratories Eisai Co. Ltd.
-
田中 正一
Faculty Of Pharmaceutical Sciences Kyushu University
-
末宗 洋
九州大学大学院薬学研究院
関連論文
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- Enzymatic Hydrolysis of 2,2-Bis(acetoxymethyl)cycloalkanones, and Its Application to Formal Synthesis of (-)-Malyngolide
- Syntheses of Unsaturated Trihydroxy C-18 Fatty Acids Isolated from Rice Plants Suffering from Rice Blast Disease
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- A New Synthetic Route to Optically Active α, β- and β', γ'-Unsaturated Alcohols, and Its Application to the Synthesis of a Fungitoxic C-18 Hydroxy Unsaturated Fatty Acid
- Determination of the Molecular-Weight Distribution of Low-Molecular-Weight Heparins Using High-Performance Gel Permeation Chromatography
- Synthetic Approach to 1,3-Polymethyl Function Based on Diastereoselective Conjugate Addition
- 82 ロジウム錯体を用いる高選択的不斉環化反応とイリドミルメシン類合成への応用(ポスター発表の部)
- 1 新規環変換反応の開発と二、三の天然物合成への応用(口頭発表の部)
- Diastereoselective Synthesis of Chiral 2,2,4-Trisubstituted 1,3-Dioxanes
- 74 Pseudomonas fluorescens lipaseの特性とキラルな生理活性化合物合成への応用(ポスター発表の部)
- Facile Synthesis of Furan Derivatives
- Silica Gel-Catalyzed Air Oxidation of Cyclopentenones
- Sultone Formation from α-Hydroxycyclopentanones and Alkanesulfonyl Chloride
- Formal Synthesis of dl-Plinol B
- 63(P1-11) 新規環拡大反応と(-)ムスコン合成への応用(ポスター発表の部)
- Practical Synthesis of Optically Active 6,6,Dichloro-2,2'-dipfenic Acid and Its Dimethyl Ester
- Preparation of Chiral, Highly Functionalized Cyclopentanes and Its Application to the Synthesis of Prostaglandin E_1
- Insight into the Cyclization of 6-Octen-1-als with Rhodium(I) Complex
- Diastereoselective Cyclization of 6-Octen-1-als with Rhodium(I)-Complex
- Preparation of Optically Active γ-Hydroxyethyl α, β-Unsaturated γ-Lactone Using an Enzymatic
- A Stereocontrolled Synthesis of Trisubstituted Cyclohexanes and Cyclopentanes. Its Application to the Synthesis of 11-Deoxyprostaglandins
- 76 キラルな多官能性シクロペンタンの合成と天然物合成への応用(口頭発表の部)
- Tetrodotoxin. VII. On the Structures of Tetrodotoxin and its Derivatives
- On the Structure of Tetrodotoxin
- Uber die Konstitution und Konfiguration des Anhydrotetrodotoxins
- Die Konstitution und Konfiguration der Tetrodonsaure
- Structure-Activity Studies on Triazolothienodiazepine Derivaties as Platelet-Activating Factor Antagonists
- Effect of Water Extracts of Crude Drugs in Decreasing Blood Ethanol Concentrations in Rats(Pharmaceutical,Chemical)
- C4'酸化脱塩基部位を含むオリゴデオキシヌクレオチドの光化学生成とその効率的アミン変換(発表論文抄録(2006))
- 田口胤三先生を偲んで
- 学術振興賞受賞 田中正一氏の業績(紹介)
- ロジウム錯体を用いる分子間ヒドロアシル化反応の開発 (特集 プロセス化学--先端研究開発の展望)
- 光学活性環状1,2-ジオールの活用と展開
- 多指向性研究室 : 薬学のシーズを模索して
- 兼松顯先生 紫綬褒章受章
- 121(P64) Rhizopus delemar lipaseを活用した炭素環ヌクレオシドの不斉合成(ポスター発表の部)
- 生体触媒の利用とその新展開.キラルテンプレートの創製と不斉合成への応用
- Application of Microorganisms and Enzymes to the Synthesis of Chiral Cyclopentane and Bicyclo[3.3.0]octane Derivatives(Organic,Chemical)
- Gas Chromatography of C_, C_, and C_ Sterols
- 39 リモネンおよびその関連化合物からCis-3,4-二置換5員環ケトンへの立体特異的変換
- ロジウム錯体触媒によるヒドロアシル化反応--分子内反応から分子間反応への展開
- Preparation of 2,6-Dioxabicyclo[3.3.0]octan-3,7-dione and Its Application to the Synthesis of (±)-Eldanolide
- Formal Syntheses of (-)-α- and (+)-β-Cuparenones, Cuparene, and Laurene
- Preparation of Chiral, Highly Functionalized Cyclopentenones
- A New Conversion Method from (-)-Limonene to Nepetalactones
- Enzymatic Procedure for the Synthesis of Prostaglandin A_2
- リモネンを原料とした生理活性物質の合成
- Asymmetric Synthesis of (+)-and (-)-Batyl Alcohol, a Key Synthetic Intermediate for Platelet-Activating Factor, by Using Biocatalysts(Organic,Chemical)
- Conversion of (+)-Limonen-10-ol to Bicyclo[3.3.0]octane Skeleton. Synthesis of a Key Intermediate for Carbacyclin(Organic,Chemical)
- Enzymatic Procedure for the Synthesis of 11-Deoxyprostaglandins(Organic,Chemical)
- Conversion of (-)-Limonen-10-ol to 11-Deoxyprostaglandin
- Novel Synthesis of Indan Derivatives
- 39 酵素化学的手法を用いたプロスタグランジンの合成
- Enzymatic Synthesis of 2,3-O-Isopropylidene-sn-glycerol, a Chiral Building Block for Platelet-Activating Factor
- USING MICROBIAL REDUCTION TO SYNTHESIZE CARBACYCLIN
- Simple Synthesis of trans-3,4-Bis(methoxycarbonylmethyl)cyclopentanone
- Conversion of Limonene to Prostanoic Acid and 8-Isoprostanoic Acid
- Formal Synthesis of Brefeldin A from (+)-Limonen-10-ol
- 15 リモネンを利用した光学活性シクロペンタノイドの合成
- Steroid Series. XVI. The Preparation of 3α, 5α-Cyclo-6β, 19-oxidosteroids and its Conversion to 19-Oxygenated Steroid Derivatives
- The Formation of 6,19-Epoxy-3,5-cyclo-steroid
- Untersuchungen uber Steroide. IX. Die Sterine aus Meeres-algen.
- Synthesis of 6a-Carbaprostaglandin I_3
- A Novel Synthesis of (±)-Carbacyclin
- Conversion of Methylenomycin A to Prostaglandin Analogues
- SYNTHESIS OF (±) 11-OXACARBACYCLIN
- Base-Catalyzed Reactions of Dihydromethylenomycin A and Its Derivatives
- A SYNTHESIS OF (±)-6,9α-METHANOPROSTAGLANDIN I_3,A STABLE ANALOG OF PROSTAGLANDIN I_3
- Isolation of 22-Dehydrocholesterol from Hypnea japonica
- Stereospecific Synthesis of Functionalized Cyclopentane Derivatives
- Syntheses of Some Branched-chain Nitrocycloalkanols
- PREPARATION OF A CHIRAL BUILDING BLOCK BASED ON 1,3-SYN-DIOL USING PSEUDOMONAS FLUORESCENSE LIPASE AND ITS APPLICATION TO THE SYNTHESIS OF A HUNGER MODULATOR
- Untersuchungen uber Steroide. XXXI. Umlagerung einer Doppelbindung an C_ der Sterin-Seitenkette bei Einwirkung von Jod.
- Untersuchungen uber Steroide. XXX. Versuche zur Synthese von Brassicasterin.
- Untersuchungen uber Steroide. XXIX. Versuche zur Synthese von Cholesta-7,22-dien-3β-ol.
- Untersuchungen uber Steroide. XXII. Versuche zur Synthese von 20-Iso-22-dehydrocholesterin.
- Untersuchungen uber Steroide. XX. Die Sterine aus grunen Meeres-Algen
- cis, cis-und trans, trans-1-Methyl-4-hydroxy-3,5-bis (athoxycarbonylmethyl) piperidin.
- The Synthesis of 9-Substituted p-Mentha-1,8 (10)-diene Derivatives
- SYNTHESIS OF CARBACYCLIN USING RHODIUM (I) COMPLEX
- ロジウム錯体触媒によるヒドロアシル化反応 : 分子内反応から分子間反応への展開
- リモネンを原料とした生理活性物質の合成
- SYNTHESIS BY MICROBIAL REDUCTION OF (S)-13-HYDROXY-9Z, 11E-OCTADECADIENOIC ACID, A DEFENSIVE SUBSTANCE IN RICE
- Synthetic Studies on Platelet-Activating Factor (PAF)