Aromatization of 19-Oxygenated Androst-4-ene-3,6,17-triones with Human Placental Microsomes
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概要
- 論文の詳細を見る
To gain insight into the aromatization sequence of androst-4-ene-3,6,17-trione (1), a suicide substrate of aromatase, the aromatization of its 19-hydroxy and 19-oxo analogs 2 and 3 with human placental microsomes, was studied using GC-MS. Steroids 2 and 3 were separately incubated with the microsomes in the presence of NADPH in air. The GC-MS analysis of the trimethylsilyl derivative of the aromatization product indicated that both the 19-oxygenated steroids 2 and 3 were aromatized to yield 6-oxoestrogens, 6-oxoestrone (4) and 6-oxoestradiol (5), in each experiment. The aromatization rates of substrates 2 and 3 were 605±48 and 1794±75 pmol/mg protein/10 min, respectively. These relatively higher rates, compared to that of the parent steroid 1 (73.2±6.6 pmol/mg protein/10 min), indicates that the suicide substrate 1 is aromatized through the 19-oxygenated intermediates 2 and 3.
- 公益社団法人日本薬学会の論文
- 1998-03-15
著者
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沼沢 光輝
Tohoku Pharmaceutical University
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NUMAZAWA Mitsuteru
Tohoku College of Pharmacy
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NAGAOKA Masao
Tohoku Pharmaceutical University
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Nagaoka Masao
Tohoku College Of Pharmacy:sankyo Co. Ltd.
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Nagaoka Masao
Tohoku College Of Pharmacy
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SUGIYAMA Takanori
Tohoku College of Pharmacy
関連論文
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- Synthesis of 19-Oxygenated 4β, 5β-Epoxy Derivatives of 16α-Hydroxyandrostenedione as Mechanistic and Catalytic Probes for Aromatase Reaction
- C(10)-C(19) Bond Cleavage Reaction of 19-Oxygenated Androst-4-ene-3,6-dione Steroids under Various Conditions
- Improved Synthesis and Molecular Modeling of 4β,19-Dihydroxyandrost-5-en-17-one, an Excellent Inhibitor of Aromatase
- Androst-4-ene-17-thione とその 5-ene 異性体の合成とアロマターゼ阻害活性
- Aromatization of 19-Oxygenated Androst-4-ene-3,6,17-triones with Human Placental Microsomes
- Biochemical Studies of Estr-4-ene-3,6,17-trione and 5α-Androstan-17-ones with or without a Carbonyl Function at C-3 and/or C-6 as Aromatase Inhibitors
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- A Radiometric Assay Method for Aromatase Activity Using [1β-^3H]16α-Hydroxyandrostenedione
- Competitive Inhibition and Suicide Inactivation of Human Placental Aromatase by Androst-4-ene-3,6-dione Derivatives and 3α-Methoxyandrost-4-ene-6,17-dione
- Synthesis of 16α-Hydroxyandrost-4-ene-3,17,19-trione and 3β, 16α-Dihydroxyandrost-5-ene-17,19-dione : Potential Intermediates of Estriol Biosynthesis
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- 急性心筋梗塞のマ-カ-酵素としてのクレアチンキナ-ゼ
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- Effects of Inorganic Anions on the Activation of Acid Sialidases
- Effect of Sulfated Compounds on Acid Sialidase
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- Identification of 16α, 19-Dihydroxyandrostenedione in the Serum of Pregnant Women by Gas Chromatography-Mass Spectrometry
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- Formation of 17β-Alkoxy-16-keto Steroids by Reaction of 16α-Hydroxy-17-keto and 17β-Hydroxy-16-keto Steroids with Trimethylsilyl Iodide in the Presence of Alkyl Alcohols
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- Deoxygenation of Steroidal Ring-D 16,17-Ketols with Trimethylsilyl Iodide
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