Inhibitory Effects of Phenylpropanoid Derivatives from Oenanthe javanica on Antigen-Stimulated Degranulation in RBL-2H3 Cells

Toshihiro Murata; Tatsuo Katagiri; Yoshinobu Ishikawa; Mizuki Abe; Emi Takahashi; Ruka Iwahana; Yuko Sakamoto; Kenroh Sasaki

doi:10.1021/acs.jnatprod.8b01054

Inhibitory Effects of Phenylpropanoid Derivatives from Oenanthe javanica on Antigen-Stimulated Degranulation in RBL-2H3 Cells

Toshihiro Murata^*, Tatsuo Katagiri, Yoshinobu Ishikawa, Mizuki Abe, Emi Takahashi, Ruka Iwahana, Yuko Sakamoto, Kenroh Sasaki

^*この論文の責任著者

教養教育学系

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

5 被引用数 (Scopus)

抄録

Two diacyldaucic acids (1 and 2), an α,β-unsaturated γ-lactone-type lignan (3) and its derivatives (4-6), and 12 known compounds were isolated from a traditional East Asian vegetable, Oenanthe javanica. The absolute configuration of 1 was validated by obtaining (+)-osbeckic acid through acid hydrolysis. The absolute configurations of 3-5 were determined by comparing their experimental and computed ECD data. The conclusion was supported by applying the phenylglycine methyl ester method to 3. Compound 6 was obtained as an interconverting mixture of isomers in a 3:1 trans-cis ratio. Several water-soluble components (1, 3, and 6) showed concentration-dependent inhibitory effects on antigen-stimulated degranulation in RBL-2H3 cells without producing any direct cytotoxicity against RBL-2H3 or HeLa cells.

本文言語	英語
ページ（範囲）	1518-1526
ページ数	9
ジャーナル	Journal of Natural Products
巻	82
号	6
DOI	https://doi.org/10.1021/acs.jnatprod.8b01054
出版ステータス	出版済み - 2019/06/28

ASJC Scopus 主題領域

分析化学
分子医療
薬理学
薬科学
創薬
補完代替医療
有機化学

文献へのアクセス

10.1021/acs.jnatprod.8b01054

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引用スタイル

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title = "Inhibitory Effects of Phenylpropanoid Derivatives from Oenanthe javanica on Antigen-Stimulated Degranulation in RBL-2H3 Cells",

abstract = "Two diacyldaucic acids (1 and 2), an α,β-unsaturated γ-lactone-type lignan (3) and its derivatives (4-6), and 12 known compounds were isolated from a traditional East Asian vegetable, Oenanthe javanica. The absolute configuration of 1 was validated by obtaining (+)-osbeckic acid through acid hydrolysis. The absolute configurations of 3-5 were determined by comparing their experimental and computed ECD data. The conclusion was supported by applying the phenylglycine methyl ester method to 3. Compound 6 was obtained as an interconverting mixture of isomers in a 3:1 trans-cis ratio. Several water-soluble components (1, 3, and 6) showed concentration-dependent inhibitory effects on antigen-stimulated degranulation in RBL-2H3 cells without producing any direct cytotoxicity against RBL-2H3 or HeLa cells.",

author = "Toshihiro Murata and Tatsuo Katagiri and Yoshinobu Ishikawa and Mizuki Abe and Emi Takahashi and Ruka Iwahana and Yuko Sakamoto and Kenroh Sasaki",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society and American Society of Pharmacognosy.",

year = "2019",

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doi = "10.1021/acs.jnatprod.8b01054",

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T1 - Inhibitory Effects of Phenylpropanoid Derivatives from Oenanthe javanica on Antigen-Stimulated Degranulation in RBL-2H3 Cells

AU - Murata, Toshihiro

AU - Katagiri, Tatsuo

AU - Ishikawa, Yoshinobu

AU - Abe, Mizuki

AU - Takahashi, Emi

AU - Iwahana, Ruka

AU - Sakamoto, Yuko

AU - Sasaki, Kenroh

PY - 2019/6/28

Y1 - 2019/6/28

N2 - Two diacyldaucic acids (1 and 2), an α,β-unsaturated γ-lactone-type lignan (3) and its derivatives (4-6), and 12 known compounds were isolated from a traditional East Asian vegetable, Oenanthe javanica. The absolute configuration of 1 was validated by obtaining (+)-osbeckic acid through acid hydrolysis. The absolute configurations of 3-5 were determined by comparing their experimental and computed ECD data. The conclusion was supported by applying the phenylglycine methyl ester method to 3. Compound 6 was obtained as an interconverting mixture of isomers in a 3:1 trans-cis ratio. Several water-soluble components (1, 3, and 6) showed concentration-dependent inhibitory effects on antigen-stimulated degranulation in RBL-2H3 cells without producing any direct cytotoxicity against RBL-2H3 or HeLa cells.

AB - Two diacyldaucic acids (1 and 2), an α,β-unsaturated γ-lactone-type lignan (3) and its derivatives (4-6), and 12 known compounds were isolated from a traditional East Asian vegetable, Oenanthe javanica. The absolute configuration of 1 was validated by obtaining (+)-osbeckic acid through acid hydrolysis. The absolute configurations of 3-5 were determined by comparing their experimental and computed ECD data. The conclusion was supported by applying the phenylglycine methyl ester method to 3. Compound 6 was obtained as an interconverting mixture of isomers in a 3:1 trans-cis ratio. Several water-soluble components (1, 3, and 6) showed concentration-dependent inhibitory effects on antigen-stimulated degranulation in RBL-2H3 cells without producing any direct cytotoxicity against RBL-2H3 or HeLa cells.

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