The Synthesis and Conformational Analysis of Epimeric 17-Bromo-14β-androstan-16-ones
スポンサーリンク
概要
- 論文の詳細を見る
3β-Acetoxy-17β-bromo-5α, 14β-androstan-16-one (VII) was synthesized by two different routes, namely from the Δ^<16>-ene (VIII) through the 16,17-bromohydrin (IX) and from the 16-ketone (V) as shown in Chart 1. The epimeric 17α-bromo compound (X) was pre-pared from VII upon treatment with hydrobromic acid. On the basis of infrared, rotatory dispersion and circular dichroism spectral and polarographic data the nature of C-bromine bonds and the conformation of ring D with a ketone at C-16 have been discussed. A new method for synthesis of the 17α-hydroxy-16-ketone (IV) from the 17-ketone (I) is also described.
- 公益社団法人日本薬学会の論文
- 1971-03-25
著者
-
細田 宏
Pharmaceutical Institute Tohoku University
-
安生 孝子
Pharmaceutical Institute, Tohoku University
-
碓氷 昌宏
Pharmaceutical Institute, Tohoku University
-
南原 利夫
Pharmaceutical Institute Tohoku University
-
安生 孝子
Tokyo biochemical Research Institute
-
碓氷 昌宏
Pharmaceutical Institute Tohoku University
関連論文
- Studies on Steroid Conjugates. VIII. Synthesis of 16β-Hydroxyestrone 16-Glucuronide Acetate-Methyl Ester
- Occurrence of Bufogenin Conjugates in the Skin of Korean Toad(Organic,Chemical)
- Occurrence of Marinobufotoxin and Telocinobufotoxin Homologs in the Skin of Bufo bankorensis BORBOUR(Organic,Chemical)
- Occurrence of Bufadienolides in the Skin of Bufo viridis LAUR.
- Syntheses of 4-Hydroxyesteriol Monoglucuronides and Monosulfates
- Isolation and Characterization of Cinobufagin 3-Glutaroyl-L-arginine Ester from Bufo bufo gargarizans CANTOR
- Studies on High-Performance Liquid Chromatography with Electrochemical Detection. The pH-Dependency of Enzymic Sulfation of Catechol Estrogens
- Preparation of Specific Antisera to Digoxin Using Hapten-[C-17]-and [C-12]-Bovine Serum Albumin Conjugates
- Syntheses of 4-Hydroxyestrogen Monoglucuronides and Monosulfates
- Isolation and Characterization of Cardiac Steroids from Seeds of Elaeopendron glaucum PERS. Structures of Elaeodendrosides A, D, E, H, I, J and Elaeodendrogenin
- Isolation and Characterization of a New Type of Bufotoxin from the Skin of Bufo americanus
- Isolation and Characterization of Cardiotonic Steroids from the Bulb of Urginea altissima BAKER
- New Derivatization of Amines for Electrochemical Detection in Liquid Chromatography
- Isolation and Characterization of Cardiotonic Steroid Conjugates from the Skin of Bufo marinus (L.) SCHNEIDER
- New Derivatization for Liquid Chromatographic Resolution of Amino Acid Enantiomers
- Studies on Cardiotonic Steroids from the Skin of Japanese Toad
- Mechanism for Interference of Carbamazepine in Porter-Silber Reaction for Determination of Urinary 17-Hydroxycorticosteroids
- Separation and Determination of Cardiac Steroids by High-Pressure Liquid Chromatography
- Isolation and Characterization of Human Urinary Metabolites of Meclomen
- Synthesis of N-(Steroid-17-yl)-maleimide
- The Mechanism of Lithium Aluminum Hydride Reduction of 13α-Steroidal 16,17-Bromohydrins
- An Enzyme Immunoassay System with a Monoclonal Antibody for the Determination of 11-Deoxycortisol(Analytical,Chemical)
- Production and Specificity of a Monoclonal Anti-11-deoxycortisol Antibody
- Bridging Phenomena in Steroid Immunoassays. The Effect of Bridge Length on Sensitivity in Enzyme Immunoassay
- THE BRIDGE LENGTH EFFECT ON SENSITIVITY IN STEROID ENZYME IMMUNOASSAY
- AN ENZYME IMMUNOASSAY METHOD WITH A MONOCLONAL ANTIBODY FOR THE DETERMINATION OF 11-DEOXYCORTISOL
- Enzyme Immunoassay for Plasma 11-Deoxycortisol. Application to Metyrapone Test
- PRODUCTION OF A MONOCLONAL ANTI-11-DEOXYCORTISOL ANTIBODY
- The Specificity of Enzyme Immunoassays for Plasma 11-Deoxycortisol
- Effect of Bridge Heterologous Combination on Sensitivity in Enzyme Immunoassay for 11-Deoxycortisol
- Radioimmunoassay of 11-Deoxycortisol. Specificity of Antisera raised against 11-Deoxycortisol-[C-4]-Bovine Serum Albumin Conjugates
- The Specificity in Enzyme Immunoassay for Plasma and Urine Cortisol
- Specificity of Antisera raised against Cortisol-4-Bovine Serum Albumin Conjugates in Radioimmunoassay
- Immunoaffinity Extraction of 4-Hydroxy-2-(4-methylphenyl) benzothiazole and Its Metabolites for Determination by Gas Chromatography-Mass Spectrometry
- Preparation of New Haptens for Use in Immunoassay of Glycine-Conjugated Bile Acids
- Sensitivity and Specificity in Enzyme Immunoassay of Testosterone
- Synthesis of Corticosteroid Haptens Possessing the Bridge at the C-4 Position
- The Preparation of Steroid N-Hydroxysuccinimide Esters and Their Reactivities with Bovine Serum Albumin
- New Synthesis of 16β-Hydroxydehydroepiandrosterone and Related Ketols, with Special Reference to Preparation of Haptens
- Chemical Synthesis of 11-Deoxycortisol Metabolites
- Glucuronidation of Testosterone by Rat Liver Microsomes
- Production of optically Specific Antiserum to l-Pentazocine
- Specificity of Antiserum raised against Estetrol using 6-O-Carboxymethyloxime-Bovine Serum Albumin Conjugate
- Specificity of Antisera raised against Estradiol using New Hapten-Carrier Conjugates
- Syntheses of New Haptens for Radioimmunoassay of Estradiol
- Occurrence of Cysteine Conjugate of 2-Hydroxyestrone in Rat Bile, with Special Reference to Its Formation Mechanism
- Studies on Metabolism of 3-Deoxysteroids. X. Increased Activity of 3-Deoxyestrone Hydroxylases in Liver Microsomes of Rats pretreated with Phenobarbital and 3-Methylcholanthrene
- Enzyme Labeling in Steroid Enzyme Immunoassays. Comparison of the p-Nitrophenyl Ester and N-Succinimidyl Ester Methods
- Studies on Estetrol. I. Synthesis of 15α, 16α, 17β-Trihydroxy-androst-4-en-3-one
- Synthesis of Epimeric 2-Deuterioestr-4-ene-3,17-diones
- The Bromination of 13α-Androstan-15-one
- Enzyme Labeling of Steroids by the Activated Ester Method
- A Direct Enzyme Immunoassay of 6β-Hydroxycortisol in Human Urine
- Enzyme Labeling in Steroid Enzyme Immunoassays. The p-Nitrophenyl Ester Method for Alkaline Phosphatase and Glucose Oxidase Labelings
- USE OF THE THERMOSTABLE GLUCOSE-6-PHOSPHATE DEHYDROGENASE AS A LABEL ENZYME IN STEROID ENZYME IMMUNOASSAYS
- Chemical Conversion of Corticosteriods to 3α, 5α-Tetrahydro Derivatives. Synthesis of 5α-Cortol 3-Glucuronides and 5α-Cortolone 3-Glucuronides
- Chemical Conversion of Corticosteroids to 3α, 5α-Tetrahydro Derivatives. Synthesis of Allotetra-hydrocortisol Glucuronides and Allotetrahydrocortisone Glucuronides
- Sensitivity of Steroid Enzyme Immunoassays. Comparison of Four Label Enzymes in an Assay System Using a Monoclonal Anti-steroid Antibody
- UNEXPECTED LOSS OF IMMUNOREACTIVITY OF A GLUCOSE OXIDASE-LABELED ANTIGEN IN A STEROID ENZYME IMMUNOASSAY SYSTEM
- Bound/Free Separation Methods in Steroid Enzyme Immunoassay with Monoclonal Antibody
- Sensitivity of Steroid Enzyme Immunoassays. : Use of 3,3', 5,5'-Tetramethylbenzidine as a Chromogen in the Assay System with Glucose Oxidase Label
- Enzyme Labeling of Steroids by the N-Succinimidyl Ester Method. Preparation of Glucose Oxidase-Labeled Antigen for Use in Enzyme Immunoassay(Analytical,Chemical)
- 17α-ヒドロキシプロゲステロンの蛍光酵素イムノアッセイ法
- A Comparison of Chromogenic Substrates for Horseradish Peroxidase as a Label in Steroid Enzyme Immunoassay
- Enzyme Labeling of Steroids by the N-Succinimidyl Ester Method. Preparation of Alkaline Phosphatase-Labeled Antigen for Use in Enzyme Immunoassay
- Chemical Conversion of Corticosteroids to 3α, 5α-Tetrahydro Derivatives. Synthesis of Allotetrahydro-11-deoxycortisol Glucuronides
- The Crystal Structure of 3-Methoxy-16-hydroxy-13α-estra-1,3,5 (10), 15-tetraen-17-one p-Bromobenzoate
- Preparation and Antigenic Properties of 5α-Dihydrotestosterone-15α-Bovine Serum Albumin Conjugate
- Preparation and Antigenic Properties of Testosterone-15α-Protein Conjugate
- Synthesis of 15α-Hydroxytestosterone and Related C_ Steroids
- Synthesis of 15α-Hydroxylated Dehydroepiandrosterone and Androstenediol
- Stereospecific Introduction of Deuterium into Ring D of Estrogens
- Syntheses of 15α-Hydroxyestrone and 15α-Hydroxyestradiol
- Studies on Dimethyl-tert-butylsilyl Ethers of Steroid
- Stereospecific Hydrogen Addition at C-4 in Transformation of 4-Androstene-3,17-dione into 5α-Androstane-3,17-dione by Penicillium decumbens
- Preparation of Haptens for Use in Immunoassays of Tetrahydro-11-deoxycortisol and Its Glucuronides
- Synthesis of Haptens for Use in Immunoassays of Tetrahydrocortisol, Tetrahydrocortisone and Their Glucuronides
- The Steric Mechanisms of Enzymatic Aromatization of 19-Norsteroids
- Studies on Steroid Conjugates. VI. Synthesis of 17α-Estradiol 17-N-Acetylglucosaminide
- Conformational Analysis of Epimeric 16-Bromo-13α-estrones
- The Synthesis and Conformational Analysis of Epimeric 16-Bromo-5α, 13α-androstan-17-ones
- A Nuclear Magnetic Resonance Spectral Study of Some 5α, 14β-Androstanes
- Synthesis of Cortoic Acid 3-Glucuronides
- Synthesis of Cortol 3-Glucuronides and Cortolone 3-Glucuronides
- Effect of Bridge Heterologous Combination on Sensitivity in Enzyme Immunoassay for Cortisol
- Synthesis of Haptens for Use in Immunoassays of Δ^4-3-Ketosteroids
- The Synthesis and Nuclear Magnetic Resonance Spectra of Epimeric 16-Deuterio-13α-androstan-17-ols
- Synthesis of Epimeric 2- and 4-Deuterio-5β-androstane-3,17-diones
- The Stereochemistry of Enzymatic Aromatization of 19-Norsteroids
- The Synthesis and Conformational Analysis of Epimeric 17-Bromo-14β-androstan-16-ones
- A Nuclear Magnetic Resonance Spectral Study of 5α, 13α-Androstanes
- The Synthesis and Nuclear Magnetic Resonance Spectra of Epimeric 16-Deuterio-14β-androstan-17-ols
- Rearrangements of the 16,17-Ketols of 13α-Androstanes
- The Synthesis and Conformational Analysis of α-Bromo-16-ketones of 13α-Androstanes
- Synthesis of Epimeric 2-d_1-Dehydroepiandrosterones
- Stereospecific Hydrogen Transfer from C-4 to C-6 during Enzymatic Transformation of Cholesterol into Cholestenone
- Synthesis of Epimeric 6-Deuterio-4-cholesten-3-ones
- Stereochemistry of Microbial Dehydrogenation of 5β-3-Ketosteroid
- Synthesis of Multideuterated Dehydroepiandrosterone and Related 16,17-Ketols
- Enzyme Labeling of Steroids by the N-Succinimidyl Ester Method. Preparation of Horseradish Peroxidase-Labeled Antigen for Use in Enzyme Immunoassay