Isolation and structure of three new ceramides from the starfish Acanthaster planci

Masanori Inagaki, Ryuichi Isobe, Yasuhiro Kawano, Tomofumi Miyamoto, Tetsuya Komori, Ryuichi Higuchi

研究成果: ジャーナルへの寄稿記事

53 引用 (Scopus)

抄録

Three new phytosphingosine-type ceramides, AC-1-6, AC-1-10 and AC-1-11, were isolated from the ceramide molecular species AC-1, obtained from the less polar fraction of the CHCl3/MeOH extract of the starfish Acanthaster planci. The structures of these ceramides were determined on the basis of chemical and spectroscopic evidence as (2S,2′ R,3S,4R,9Z)-2-(2-hydroxyhexadecanoylamino)-9-docosene-1,3,4-triol (AC-1-6), (2S,2′ R,3S,4R,)-2-(2-hydroxytricosanoylamino)hexadecane-1,3,4-triol (AC-1-10) and (2S,2′ R,3S,4R,)-2(2-hydroxytetracosanoylamino)hexadecane-1,3,4-triol (AC-1-11). Positive ion FABMS/MS of each ceramide gave important information for their structure elucidation. Mass spectrometry of the dimethyl disulfide derivatives of ceramide was also useful for the determination of the double bond position in the long-chain base.

元の言語英語
ページ(範囲)129-131
ページ数3
ジャーナルEuropean Journal of Organic Chemistry
発行部数1
出版物ステータス出版済み - 1 1 1998

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Ceramides
isolation
alternating current
triols
phytosphingosine
Mass spectrometry
disulfides
Positive ions
positive ions
Derivatives
mass spectroscopy
n-hexadecane

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

これを引用

Isolation and structure of three new ceramides from the starfish Acanthaster planci. / Inagaki, Masanori; Isobe, Ryuichi; Kawano, Yasuhiro; Miyamoto, Tomofumi; Komori, Tetsuya; Higuchi, Ryuichi.

:: European Journal of Organic Chemistry, 番号 1, 01.01.1998, p. 129-131.

研究成果: ジャーナルへの寄稿記事

Inagaki, M, Isobe, R, Kawano, Y, Miyamoto, T, Komori, T & Higuchi, R 1998, 'Isolation and structure of three new ceramides from the starfish Acanthaster planci', European Journal of Organic Chemistry, 番号 1, pp. 129-131.
Inagaki, Masanori ; Isobe, Ryuichi ; Kawano, Yasuhiro ; Miyamoto, Tomofumi ; Komori, Tetsuya ; Higuchi, Ryuichi. / Isolation and structure of three new ceramides from the starfish Acanthaster planci. :: European Journal of Organic Chemistry. 1998 ; 番号 1. pp. 129-131.
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abstract = "Three new phytosphingosine-type ceramides, AC-1-6, AC-1-10 and AC-1-11, were isolated from the ceramide molecular species AC-1, obtained from the less polar fraction of the CHCl3/MeOH extract of the starfish Acanthaster planci. The structures of these ceramides were determined on the basis of chemical and spectroscopic evidence as (2S,2′ R,3S,4R,9Z)-2-(2-hydroxyhexadecanoylamino)-9-docosene-1,3,4-triol (AC-1-6), (2S,2′ R,3S,4R,)-2-(2-hydroxytricosanoylamino)hexadecane-1,3,4-triol (AC-1-10) and (2S,2′ R,3S,4R,)-2(2-hydroxytetracosanoylamino)hexadecane-1,3,4-triol (AC-1-11). Positive ion FABMS/MS of each ceramide gave important information for their structure elucidation. Mass spectrometry of the dimethyl disulfide derivatives of ceramide was also useful for the determination of the double bond position in the long-chain base.",
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