Stereochemistry of Microbial Hydrogenation of (-)-α-Santonin to (+)-1,2-Dihydro-α-santonin by Streptomyces cinereocrocatus NRRL 3443
スポンサーリンク
概要
- 論文の詳細を見る
The stereochemistry of microbial transformation of (-)-α-santonin (1) by Streptomyces cinereocrocatus is described. Fermentation of (-)-α-santonin (1) with S. cinereocrocatus led to the formation of (+)-1,2-dihydro-α-santonin (2). To elucidate the stereochemistry of the microbial hydrogenation of (-)-α-santonin, (-)-[1,2-^2H]-α-santonin (1a) was synthesized from 1,and subjected to the microbial transformation. Analysis of the 400 MHz proton nuclear magnetic resonance spectrum of the deuterated product clearly revealed that the microbial hydrogenation of 1a proceeds stereo-specifically with trans-addition of hydrogens via si face attacks at the 1 and 2 positions.
- 社団法人日本薬学会の論文
- 1984-02-25
著者
-
佐藤 良博
共立薬科大学名誉
-
小田 泰子
Kyoritsu College of Pharmacy
-
佐藤 良博
Kyoritsu College of Pharmacy
-
鈴木 和夫
School Of Pharmaceutical Science Kitasato University
-
功刀 正行
National Institute For Environmental Studies
-
鈴木 和夫
National Institute for Environmental Studies
-
井上 淳子
Faculty of Pharmaceutical Sciences, Hokkaido University
-
井上 淳子
Kyoritsu College of Pharmacy
-
井上 淳子
Faculty Of Pharmaceutical Sciences Hokkaido University
関連論文
- Effects of (+)-, (-)- and (±)-Indenestrols A and B on Microtubule Polymerization
- Solanum Alkaloids as Inhibitors of Enzymatic Conversion of Dihydrolanosterol into Cholesterol(Biological,Chemical)
- 12 有糸分裂阻害物質リゾキシンおよび関連化合物の構造と作用
- Microbial Transformation of (+)- and (-)-Dehydrogriseofulvin by Streptomyces Species Analyzed by 2H Nuclear Magnetic Resonance Spectroscopy
- (+)-Dehydrogriseofulvin の Streptomyces cinereocrocatus による微生物変換機構
- Detection of a Zinc-Containing Protein as the Primary Cadmium-Binding Protein before Induction of Metallothionein in Rat Liver
- Evidence of Intercalation of trans-Diethylstillbestrol and Its Methyl Ether Derivatives in Multibilayers of Egg Phosphatidylcholine by High-Power Deuterium Nuclear Magnetic Resonance (^2H-NMR) Spectroscopy
- Microbial Transformation of (+)-and (-)-Dehydrogriseofulvin by Streptomyces Species Analyzed by ^2H Nuclear Magnetic Resonance Spectroscopy
- 27 (-)-および(+)-DehydrogriseofulvinのStreptomyces Speciesによる微生物変換
- Biosynthesis of Griseofulvin : Further ^C and ^2H NMR Studies
- ^2H NMR の生合成研究への応用
- An Application of ^2H Nuclear Magnetic Resonance for the Biosynthetic Studies of Griseofulvin
- 1 Griseofulvin生合成研究における^2H nmrの利用
- グリセオフルビン生合成およびグリセオフルビン誘導体の微生物変換における^2H NMR の利用
- 56 Griseofulvinの生合成研究
- Purification of Chicken Liver Ribonucleases by Affinity Chromatography with UMP-Sepharose (Nucleosides and Nucleotides. LII)
- Comparison of Properties of Two Isometallothioneins in Oxidation and Metal Substitution Reactions
- Age- and Sex-Dependent Variations of Essential Metal Levels in Tissues and Responses to Dextran Sulfate Treatment Which Induces Zinc-Thionein
- Dose-dependent Induction of Metallothionein in Kidneys of Mice injected with Indium and Nickel Ions
- Extents of Hepatic Zinc-thionein Induction in Mice given an Equimolar Dose of Various Heavy Metals
- Fate of intraperitoneally Injected Liver Metallothionein in Rat Kidney
- Stereochemistry of Microbial Hydrogenation of (-)-α-Santonin to (+)-1,2-Dihydro-α-santonin by Streptomyces cinereocrocatus NRRL 3443
- Structure of (+)-Epigriseofulvin
- 樹皮中に含まれる生理活性縮合型タンニン : 化学的性状, 酵素阻害, および抗植物ウイルス活性
- Inhibition of DNA of Topoisomerase I Activity by Diethylstilbestrol and Its Analogues
- Effects of Some Diethylstilbestrol Metabolites and Analogs on Cytotoxicity and Aneuploidy Induction in Chinese Hamster V79 Cells
- Effects of 3,3'-dihydroxy-α, β-diethylstilbene and 3,3', 4,5'-Tetrahydroxystilbene on Microtubule Assembly in Vitro, Aneuploidy Induction, and Cellular Microtubule and Actin Networks
- Effect of Estradiol and Ethynylestradiol on Microtubule Distribution in Chinese Hamster V79 Cells
- Effect of meso-Hexestrol, a Synthetic Estrogen, on S-Tubulin
- フナ肝臓中に誘導されるメタロチオネインの性質
- メタロチオネインの分析法の開発とその応用
- 日米科学セミナ「メタロチオネインの生物学的機能」
- メタロチオネインの生成, 分解とカドミウムの毒性
- Lanosterol 14α-Demethylase (Cytochrome P-450_) : Modulation of Its Enzyme Activity by Cholesterol Feeding
- Metabolism of 32-Oxo-24,25-dihydrolanosterols by Partially Purified Cytochrome P-450_ from Rat Liver Microsomes
- Metabolism of 24,25-Dihydrolanosterol Analogs by Partially Purified Cytochrome P-450_ from Rat Liver Microsomes
- Metabolism of 32-Hydroxylated 24,25-Dihydrolanosterols by Partially Purified Cytochrome P-450_ from Rat Liver Microsomes
- In Vitro Effects of Oxygenated Lanosterol Derivatives on Cholesterol Biosynthesis from 24,25-Dihydrolanosterol
- Dienone-Phenol Rearrangement of (+)-2'-Demethoxydehydrogriseofulvin into a 4-Methylxanthone Derivative
- OXYGENATED STEROLS AS INHIBITORS OF ENZYMATIC CONVERSION OF DIHYDROLANOSTEROL INTO CHOLESTEROL
- Effects of Cholesterol Analogs on Cholesterol Biosynthesis from Lanosterol
- 津田恭介先生を偲んで
- グリセオフルビンの生合成と微生物変換, 及びエストロゲンの発がんと制がん
- Relationship between Cytotoxic and Microtubule Disruptive Activities of (+)-, (-)-and (±)-Indenestrol A and B Monomethyl Ethers in Chinese Hamster V79 Cells in Culture
- Preparation of Monomethyl Ether Derivatives of (+)-, (-)- and (±)-Indenestrols A and B
- Optically Active trans-Diethylstilbestrol Oxide Monomethyl Ether
- Effects of 32-Oxygenated Lanosterol Derivatives on 3-Hydroxy-3-methylglutaryl Coenzyme A Reductase Activity and Cholesterol Biosynthesis from 24,25-Dihydrolanosterol
- 平成の大学改革の中での薬学教育
- Inhibition of Transcription by Mammalian Ribouncleic Acid Polymerase II : Effects of Diethylstilbestrol and Its Analogues
- Synthesis of Lanosterol Derivatives with a Functional Group at C-32,Including an Antineoplastic Sterol, 3β-Hydroxylanost-7-en-32-oic Acid
- Regio- and Stereoselective Hydrogenation of 2'-Demethoxy-2'-methyldehydrogriseofulvin, a Symmetrical Substrate, to (+)-2'-Demethoxy-2'-methylgriseofulvin with a Cell-Free System of Streptomyces cinereocrocatus
- GANODERIC ACID AND ITS DERIVATIVES AS CHOLESTEROL SYNTHESIS INHIBITORS
- Synthesis of 6-O-(5-Acetamido-3,5-dideoxy-D-glycero-α- and -β-D-galacto-nonuropyranosonic Acid)-(2→6)-O-β-D-galactopyranosyl-(1→4)-1-(5-cholesten-3β-yloxy)-β-D-glucopyranose
- Synthesis of Isothiourea Derivatives
- Fate of Kidney Metallothionein intraperitoneally Injected into the Rat
- Copper in Cadmium-exposed Rat Kidney Metallothionein
- Carbon-13 Nuclear Magnetic Resonance Study of meso-Hexestrol and Its Derivatives
- Non-stereoselective Conversion of the Four Diastereoisomers at the C-24 and C-25 Positions of 3α, 7α, 12α, 24-Tetrahydroxy-5β-cholestan-26-oic Acid into Cholic Acid
- A Simplified Synthesis of 32-0xygenated Lanosterol Derivatives(Organic,Chemical)
- Synthesis of Lanosterol Analogs with Lengthened Side Chains and Their Effects on Cholesterol Biosynthesis from Lanosterol
- Effects of Oxygenated Lanosterol Analogs on Cholesterol Biosynthesis from Lanosterol
- Synthesis of (22R)- and (22S)-22-Hydroxylanosterols
- Reaction of (20S)-3β-Acetoxybisnorchol-5-enic Acid with Lead Tetraacetate ; : Structure of Pregnane Derivatives and a Dimer
- Metabolism of 27-Nor-24,25-dihydrolanosterol and 23,24,25,26,27-Pentanordihydrolanosterol by Rat Liver Homogenate Preparations
- Effects of Lanosterol Analogs on Cholesterol Biosynthesis from Lanosterol
- Synthesis of Lanosterol Analogs with Modified Side Chains
- The Hydrogenation of α-Hydroxymethylene-ketone Derivatives to α-Hydroxymethyl-ketone Derivatives with a Cell-Free System of Streptomyces cinereocrocatus
- Stereochemistry of Transformation of 5'-Formylgriseofulvin to 5'α-Hydroxymethylgriseofulvin with a Cell-Free System of Streptomyces cinereocrocatus
- Stereospecific Incorporation of Hydrogen from Reduced Nicotinamide Adenine Dinucleotide Phosphate in Hydrogenation of (-)-Dehydrogriseofulvin to (+)-Griseofulvin by a Partially Purified Enzyme System of Streptomyces cinereocrocatus
- 85 Streptomyces cinereocrocatusの無細胞系による(-)-Dehydrogriseofulvinの(+)-Griseofulvinへの還元の立体化学 : NADPHの水素の立体特異的取り込み
- 微小管の有機化学
- Stereochemistry of Hydrogenation of (-)-Dehydrogriseofulvin to (+)-Griseofulvin with a Cell-Free System of Streptomyces cinereocrocatus
- Stereochemistry of Microbial Transformation of (+)- and (-)-2'-Demethoxydehydrogriseofulvin by Streptomyces cinereocrocatus
- Microbial Transformation of (+)- and (-)-2'-Demethoxydehydrogriseofulvin by Streptomyces cinereocrocatus
- Stereochemistry of Microbial Transformation of (+)-and (-)-2'-Demethoxydehydrogriseofulvin by Streptomyces cinereocrocatus
- Formation of Unnatural Griseofulvin Analogue by Penicillium Urticae
- 21 Griseofulvinの生合成研究 : 非天然の化合物を基質とした研究
- P. urticae によるグリセオフルビンの 2' 位プロポキシ同族体の生合成的生成
- Biosynthetic Studies of Griseofulvin : Experiments using Unnatural Compounds as Substrates
- 31 (+)-および(-)-2'-DemethoxydehydrogriseofulvinのStreptomyces cinereocrocatusによる微生物変換の立体化学
- (-)- および (+)-Dehydrogriseofulvin の Streptomyces Species による微生物変換
- ^2H- または ^C-Acetate を前駆体とした Griseofulvin 生合成研究におけるマススペクトルの利用
- Penicillum urticae による Griseofulvin の生合成(その 4)