JaLCDOI 10.18926/11867
Title Alternative Reactivity and stability of propentdyopent produced by the oxidative cleavage of hemin
FullText URL 004_031_036.pdf
Author Hirota, Kazuhiro|
Abstract The water adduct of propentdyopent, which have two propionic acid groups and two methyl groups on two pyrrole rings and a hydroxyl group at the valley position, was prepared by the oxidation of hemin with hydrogen peroxide. Esterification of the two propionic acid groups and substitution of alkoxy group for the hydroxy group were studied to examine the reactivity of the adduct. The esterification took place with the substitution of methoxy group on treatment with a solution of 2% sulfuric acid in methanol at 60℃. The substitutions of methoxy and ethoxy groups were attained without any esterification on treatment with a solution 10% acetic in methanol at 80℃ and a solution of 10% acetic acid in ethanol, respectively. Only esterification was performed on treatment with an ethereal solution of diazomethane. Hydrolysis of the ester occurred simultaneously with the substitution of hydroxyl group for methoxy group on standing with 0.5N hydrochloric acid at room temperature. Those compounds were purified by thin-layer chromatography and identified with mass and nmr spectra.
Keywords Propentdyopent pentdyopent hemin oxidation dipyrrole
Publication Title 岡山大学医療技術短期大学部紀要
Published Date 1994-01-31
Volume volume4
Start Page 31
End Page 36
ISSN 0917-4494
language 日本語
File Version publisher
NAID 120002313897
JaLCDOI 10.18926/11798
Title Alternative Preparation of propentdyopent by the oxidative cleavage of hemin
FullText URL 002_039_043.pdf
Author Hirota, Kazuhiro|
Abstract The methanol adduct of dimethyl ester of propentdyopent, which have two carboxyl groups on two pyrrole rings, was prepared by the oxidation of hemin with hydrogen peroxide and following esterification with a mixture of methanol and sulfuric acid. The compound was purified by the preparative column chromatography with silica gel and following recrystallization. The purity was checked by thin-layer chromatography and high-performance liquid chromatography. The compound was identified with mass and nuclear magnetic resonance spectra.
Abstract Alternative 2つのピロール環上に2個のカルボキシル基をもつプロペントダイオペントのジメチルエステルのメタノール付加物を、ヘミンの過酸化水素酸化と硫酸-メタノール溶液によるエステル化により合成した。精製はシリカゲルの分取カラムクロマトグラフィーと再結晶で行った。純度は薄層クロマトグラフィーと高速液体クロマトグラフィーによって、構造は質量分析と核磁気共鳴吸収スペクトルによって確認した。
Keywords pentdyopent dipyrrole hemin hydrogen peroxide
Publication Title 岡山大学医療技術短期大学部紀要
Published Date 1992-02-05
Volume volume2
Start Page 39
End Page 43
ISSN 0917-4494
language 日本語
File Version publisher
NAID 120002313646
JaLCDOI 10.18926/11778
Title Alternative Determination of Hematinic Acid Produced by Oxidative Cleavage of Hemoglobin Heme in Red Blood Cells
FullText URL 001_077_082.pdf
Author Hirota, Kazuhiro| Sasaki, Kenji| Hirota, Takashi|
Abstract Our previous studies on the mechanism of phenylhydrazine-induced hemolytic anemia have shown that hematinic acid, one of oxidative cleavage products of heme, is formed by the reaction of hemoglobin with phenylhydrazine. Develoment of the determination of hematinic acid formed by this reaction in red blood cells (RBC) was required to study the mechanism of the hemolysis. Hemolysates prepared by lysis of fresh human RBC with water was mixed with standard hematinic acid. A solution consisting of hydrochloric acid, methanol, and acetone was added, and most of hemoglobin precipitated was removed by centrifugation. Hematinic acid was derived to the methyl ester by incubation with methanol containing sulfuric acid. The ester was passed to two type of silica gel column to remove interferences, and was analysed on a reversedphase high-performance liquid chromatographic column. Hematinic acid could be determined in the range 1.0-20.0μmol/ml RBC. Recovery from hemolysate was 65.0% ±3.5%. Standard compounds of hematinic acid and its methyl ester were prepared by the oxidation of hemin with hydrogen peroxide, and were comfirmed by elemental analyses and mass spectra.
Abstract Alternative フェニルヒドラジン惹起性溶血貧血機構の著者らの研究において、ヘモグロビンとフェニルヒドラジンとの反応でヘムの酸化的開裂物質の1つであるヘマチン酸が生成することが示された。この反応によって赤血球(RBC)中で生じたヘマチン酸を定量する方法の確立が、溶血機構研究のため必要となった。人のRBCを水で溶血し、ヘマチン酸の標品を加えた。塩酸、メタノール、アセトンの溶液え加え、ほとんどのヘモグロビンを沈殿除去した。メタノールー硫酸溶液で加熱し、ヘマチン酸をメチルエステルに誘導した。夾雑物を2種のシリカゲルカラムを通すことによって除去し、逆相カラムを用いた高速液体クロマトグラフィーで分析した。ヘマチン酸は、1.0-20.0μmol/ml RBCの範囲で定量でき、回収率は65.0 ±3.5%であった。ヘマチン酸とこのメチルエステルの標品は、ヘミンを過酸化水素酸化することによって合成し、元素分析と質量分析によって確認した。
Keywords hematinic acid high-performance liquid chromatography red blood cells heme
Publication Title 岡山大学医療技術短期大学部紀要
Published Date 1991-03-25
Volume volume1
Start Page 77
End Page 82
ISSN 0917-4494
language 日本語
File Version publisher
NAID 120002313412