^1H-NMR and Mass Spectral Study of a D-Enriched Acetylenic Norlignan, Asparenyol, form Cultured Cells of Asparagus officinalis

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概要

• 論文の詳細を見る

• A suspension of cultured cells of Asparagus officinalis fed L-phenyl-D_5-alanine-2,3,3-D_3 (D_8-phe) and DL-phenylalanine-3,3-D_2 (D_2-phe) yielded D-enriched asparenyol, 4-[5-(4-methoxyphenoxy)-3-penten-1-ynyl]phenol(1). A ^1H-NMR spectral study indicated that incorporation of deuterium atoms into the chains of the products was restricted to the C-9 position. The molecular ion regions of the MS of D-enriched metabolites, 1(D_8-200), 1(D_8-100) and 1(D_8-50), obtained from feeding experiments using 200 mg, 100 mg and 50 mg of D_8-phe, respectively, coincided with the theoretical spectra. This confirmed that a single phenylalanine molecule supplies the nine carbon atoms in the -CH=CH-CH_2-O-C_6H_4-O- moiety of 1. The biosynthetic sequence forming 1 as a norlignan class of metabolite is considered.

• 公益社団法人日本薬学会の論文
• 1999-06-15

著者

• Terada Kinuko

  Gene Bank The Institute Of Physical And Chemical Research (riken)

• Kamisako Wasuke

  School Of Pharmaceutical Science Mukogawa Women's University

関連論文

• Relative Population of S-Form and F-Form Conformers of Bryonolic Acid and Its Derivatives in Equilibrium in CDCl_3 Solutions
• Biosynthesis of the Acetylenic Compounds in Cultured Cells of Asparagus officinalis from D- and ^C-Labelled Phenylalanines
• ^1H-NMR and Mass Spectral Study of a D-Enriched Acetylenic Norlignan, Asparenyol, form Cultured Cells of Asparagus officinalis
• Crystal Structure of Acetyl 29-Methyl-29-methylidene-D : C-friedoolean-8-en-3β-ol

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