Cerasoidine, a Bis-aporphine Alkaloid Isolated from Polyalthia cerasoides during Screening for Wnt Signal Inhibitors

Takumi Shono; Naoki Ishikawa; Kazufumi Toume; Midori A. Arai; Hyuma Masu; Takashi Koyano; Thaworn Kowithayakorn; Masami Ishibashi

doi:10.1021/acs.jnatprod.6b00409

Cerasoidine, a Bis-aporphine Alkaloid Isolated from Polyalthia cerasoides during Screening for Wnt Signal Inhibitors

Takumi Shono, Naoki Ishikawa, Kazufumi Toume, Midori A. Arai, Hyuma Masu, Takashi Koyano, Thaworn Kowithayakorn, Masami Ishibashi^*

^*この論文の責任著者

和漢医薬学総合研究所薬用資源管理部門

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

23 被引用数 (Scopus)

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A new bis-aporphine alkaloid, cerasoidine (1), was isolated from the root extract of Polyalthia cerasoides together with the known bis-aporphine bidebiline E (2) during screening for compounds with Wnt signal inhibitory activities. The structure of cerasoidine (1) was established by X-ray analysis and shown by chiral HPLC analyses and electronic circular dichroism to be a 57:43 mixture of R(-)- and S(+)-atropisomers. Bidebiline E (2) exhibited inhibition of transcriptional activity of TCF/β-catenin with an IC₅₀ value of 20.2 μM and was also found to inhibit Wnt signaling by decreasing nuclear β-catenin.

本文言語	英語
ページ（範囲）	2083-2088
ページ数	6
ジャーナル	Journal of Natural Products
巻	79
号	8
DOI	https://doi.org/10.1021/acs.jnatprod.6b00409
出版ステータス	出版済み - 2016/08/26

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

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10.1021/acs.jnatprod.6b00409

引用スタイル

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title = "Cerasoidine, a Bis-aporphine Alkaloid Isolated from Polyalthia cerasoides during Screening for Wnt Signal Inhibitors",

abstract = "A new bis-aporphine alkaloid, cerasoidine (1), was isolated from the root extract of Polyalthia cerasoides together with the known bis-aporphine bidebiline E (2) during screening for compounds with Wnt signal inhibitory activities. The structure of cerasoidine (1) was established by X-ray analysis and shown by chiral HPLC analyses and electronic circular dichroism to be a 57:43 mixture of R(-)- and S(+)-atropisomers. Bidebiline E (2) exhibited inhibition of transcriptional activity of TCF/β-catenin with an IC50 value of 20.2 μM and was also found to inhibit Wnt signaling by decreasing nuclear β-catenin.",

author = "Takumi Shono and Naoki Ishikawa and Kazufumi Toume and Arai, {Midori A.} and Hyuma Masu and Takashi Koyano and Thaworn Kowithayakorn and Masami Ishibashi",

note = "Publisher Copyright: {\textcopyright} 2016 The American Chemical Society and American Society of Pharmacognosy.",

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AU - Shono, Takumi

AU - Ishikawa, Naoki

AU - Toume, Kazufumi

AU - Arai, Midori A.

AU - Masu, Hyuma

AU - Koyano, Takashi

AU - Kowithayakorn, Thaworn

AU - Ishibashi, Masami

PY - 2016/8/26

Y1 - 2016/8/26

N2 - A new bis-aporphine alkaloid, cerasoidine (1), was isolated from the root extract of Polyalthia cerasoides together with the known bis-aporphine bidebiline E (2) during screening for compounds with Wnt signal inhibitory activities. The structure of cerasoidine (1) was established by X-ray analysis and shown by chiral HPLC analyses and electronic circular dichroism to be a 57:43 mixture of R(-)- and S(+)-atropisomers. Bidebiline E (2) exhibited inhibition of transcriptional activity of TCF/β-catenin with an IC50 value of 20.2 μM and was also found to inhibit Wnt signaling by decreasing nuclear β-catenin.

AB - A new bis-aporphine alkaloid, cerasoidine (1), was isolated from the root extract of Polyalthia cerasoides together with the known bis-aporphine bidebiline E (2) during screening for compounds with Wnt signal inhibitory activities. The structure of cerasoidine (1) was established by X-ray analysis and shown by chiral HPLC analyses and electronic circular dichroism to be a 57:43 mixture of R(-)- and S(+)-atropisomers. Bidebiline E (2) exhibited inhibition of transcriptional activity of TCF/β-catenin with an IC50 value of 20.2 μM and was also found to inhibit Wnt signaling by decreasing nuclear β-catenin.

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Cerasoidine, a Bis-aporphine Alkaloid Isolated from Polyalthia cerasoides during Screening for Wnt Signal Inhibitors

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