Identification of (3S,9R)- and(3S,9S)-Megastigma-6,7-dien-3,5,9-triol 9-O-β-D-glucopyranosides as Damascenone Progenitors in the Flowers of Rosa damascena Mill

• SUZUKI Masayuki

  <i>Shizuoka University</i>

• MATSUMOTO Shigetaka

  <i>Shizuoka University</i>

• MIZOGUCHI Masaya

  <i>Shizuoka University</i>

• HIRATA Satoshi

  <i>Shizuoka University</i>

• TAKAGI Kazuteru

  <i>Shizuoka University</i>

• HASHIMOTO Ikue

  <i>Shizuoka University</i>

• YAMANO Yumiko

  <i>Kobe Pharmaceutical University</i>

• ITO Masayoshi

  <i>Kobe Pharmaceutical University</i>

• FLEISCHMANN Peter

  <i>Institut für Lebensmittel Chemie</i>

• WINTERHALTER Peter

  <i>Institut für Lebensmittel Chemie</i>

• MORITA Tetuichiro

  <i>Jeol Co., Ltd., Applied Research Center</i>

• WATANABE Naoharu

  <i>Shizuoka University</i>

書誌事項

タイトル別名

• Identification of (3S,9R)- and (3S,9S)-Megastigma-6,7-dien-3,5,9-triol 9-O-.BETA.-D-glucopyranosides as Damascenone Progenitors in the Flowers of Rosa damascena Mill.
• Identification of 3S 9R and 3S 9S Megastigma 6 7 dien 3 5 9 triol 9 O ベータ D glucopyranosides as Damascenone Progenitors in the Flowers of Rosa damascena Mill
• Identification of (3<i>S</i>, 9<i>R</i>)- and (3<i>S</i>, 9<i>S</i>)-Megastigma-6,7-dien-3,5,9-triol 9-<i>O</i>-β-<scp>D</scp>-glucopyranosides as Damascenone Progenitors in the…

抄録

  The progenitors of damascenone (1), the most intensive C₁₃-norisoprenoid volatile aroma constituent of rose essential oil, were surveyed in the flowers of Rosa damascena Mill. Besides 9-O-β-D-glucopyranosyl-3-hydroxy-7,8-didehydro-β-ionol (4b), a stable progenitor already isolated from the residual water after steam distillation of flowers of R. damascena Mill., two labile progenitors were identified to be (3S, 9R)- and (3S, 9S)-megastigma-6,7-dien-3,5,9-triol 9-O-β-D-glucopyranosides (2b) based on their synthesis and HPLC-MS analytical data. Compound 2b gave damascenone (1), 3-hydroxy-β-damascone (3) and 4b upon heating under acidic conditions.<br>

収録刊行物

• Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ

  Ｂｉｏｓｃｉｅｎｃｅ，　Ｂｉｏｔｅｃｈｎｏｌｏｇｙ，　ａｎｄ　Ｂｉｏｃｈｅｍｉｓｔｒｙ 66 (12), 2692-2697, 2002

  公益社団法人 日本農芸化学会

キーワード

• rose flower
• damascenone
• C₁₃-norisoprenoid
• progenitor
• megastigma-6,7-dien-3,5,9-triol 9-<i>O</i>-β-<small>D</small>-glucopyranoside

詳細情報

• CRID: 1390282681449983616
• NII論文ID: 110002693621
• NII書誌ID: AA10824164
• DOI: 10.1271/bbb.66.2692
• COI: 1:CAS:528:DC%2BD3sXht1Kjuw%3D%3D
• ISSN: 13476947
• ISSN: 09168451
• NDL書誌ID: 6398791
• PubMed: 12596869
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I6398791
• Web Site: http://www.tandfonline.com/doi/pdf/10.1271/bbb.66.2692
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可