Suppressive Effect of Constituents Isolated from Kernel of Prunus armeniaca on 5α-Androst-16-en-3-one Generated by Microbial Metabolism
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- SOMEYA Keita
- Biological Science Research Laboratories, Lion Corporation
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- MIKOSHIBA Shigeo
- Biological Science Research Laboratories, Lion Corporation
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- OKUMURA Takashi
- Biological Science Research Laboratories, Lion Corporation
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- TAKENAKA Hiroki
- Biological Science Research Laboratories, Lion Corporation
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- OHDERA Motoyasu
- Biological Science Research Laboratories, Lion Corporation
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- SHIROTA Osamu
- Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University
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- KUROYANAGI Masanori
- School of Bioresources, Hiroshima Prefectural University
書誌事項
- タイトル別名
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- Suppressive Effect of Constituents Isolated from Kernel of Prunus armeniaca on 5 .ALPHA.-Androst-16-en-3-one Generated by Microbial Metabolism
- Suppressive Effect of Constituents Isolated from Kernel of Prunus armeniaca on 5 アルファ Androst 16 en 3 one Generated by Microbial Metabolism
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説明
It has recently been reported that 5α-androst-16-en-3-one (androstenone) is a key compound in body malodors, and that female subjects were more sensitive than male subjects to androstenone. Androstenone is generated by the metabolism of a skin-resident microorganism, Corynebacterium xerosis, and apricot kernel extract (AKE) effectively suppressed this metabolism. In this study, AKE was fractionated according to its suppressive activity on androstenone generation in C. xerosis, in order to confirm its active constituents. (R)-Prunasin and (S)-prunasin, which were nitrile compounds, were isolated and identified as the active constituents in AKE and they strongly suppressed the bacterial metabolism. Amygdaline was also isolated as an (R)- and (S)- mixture. This compound is a typical bioactive ingredient in apricot kernel and the structure has one more glucose molecule with β-1,6 bond in contrast to prunasin. However, amygdalin was not included in the active fraction and it did not have any effect on suppressing androstenone generation. Furthermore, neither prunasin nor amygdalin had any bactericidal effect. In addition, the generation of hydrogen cyanide was not detected from either of them during incubation with C. xerosis in the reaction to generate androstenone. Based on these results, we confirmed that prunasin was the active constituent in AKE suppressing the generation of androstenone. The mechanism did not depend on the inhibition of metalloprotein through the generation of hydrogen cyanide from prunasin. This suppressive effect is possibly based on the tertiary structure of prunasin and the structure may influence the metabolic components that are related to the generation of volatile steroids in skin-resident microorganisms.<br>
収録刊行物
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- Journal of Oleo Science
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Journal of Oleo Science 55 (7), 353-364, 2006
公益社団法人 日本油化学会
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詳細情報 詳細情報について
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- CRID
- 1390001204091676288
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- NII論文ID
- 130000055554
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- NII書誌ID
- AA11503337
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- ISSN
- 13473352
- 13458957
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- NDL書誌ID
- 7945322
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可