Total synthesis and glycosidase inhibition of broussonetine i and J 2

Hui Zhao; Atsushi Kato; Kasumi Sato; Yue Mei Jia; Chu Yi Yu

doi:10.1021/jo4010553

Total synthesis and glycosidase inhibition of broussonetine i and J ₂

Hui Zhao, Atsushi Kato, Kasumi Sato, Yue Mei Jia, Chu Yi Yu^*

^*この論文の責任著者

薬剤部

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

37 被引用数 (Scopus)

抄録

The first total synthesis of both broussonetine I and J₂ together with their enantiomers have been accomplished via the same synthetic route through 18 and 16 steps in excellent overall yields (18% and 19%, respectively), starting from R-glyceraldehyde. Broussonetine I was found to be a potent inhibitor of β-glucosidase (IC₅₀ = 2.9 μM), while ent-broussonetine I and ent-broussonetine J₂ were found to be potent inhibitors of α-glucosidase (IC₅₀ = 0.33 and 0.53 μM, respectively).

本文言語	英語
ページ（範囲）	7896-7902
ページ数	7
ジャーナル	Journal of Organic Chemistry
巻	78
号	16
DOI	https://doi.org/10.1021/jo4010553
出版ステータス	出版済み - 2013/08/16

ASJC Scopus 主題領域

有機化学

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10.1021/jo4010553

引用スタイル

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title = "Total synthesis and glycosidase inhibition of broussonetine i and J 2",

abstract = "The first total synthesis of both broussonetine I and J2 together with their enantiomers have been accomplished via the same synthetic route through 18 and 16 steps in excellent overall yields (18% and 19%, respectively), starting from R-glyceraldehyde. Broussonetine I was found to be a potent inhibitor of β-glucosidase (IC50 = 2.9 μM), while ent-broussonetine I and ent-broussonetine J2 were found to be potent inhibitors of α-glucosidase (IC50 = 0.33 and 0.53 μM, respectively).",

author = "Hui Zhao and Atsushi Kato and Kasumi Sato and Jia, {Yue Mei} and Yu, {Chu Yi}",

year = "2013",

month = aug,

day = "16",

doi = "10.1021/jo4010553",

language = "英語",

volume = "78",

pages = "7896--7902",

journal = "Journal of Organic Chemistry",

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TY - JOUR

T1 - Total synthesis and glycosidase inhibition of broussonetine i and J 2

AU - Zhao, Hui

AU - Kato, Atsushi

AU - Sato, Kasumi

AU - Jia, Yue Mei

AU - Yu, Chu Yi

PY - 2013/8/16

Y1 - 2013/8/16

N2 - The first total synthesis of both broussonetine I and J2 together with their enantiomers have been accomplished via the same synthetic route through 18 and 16 steps in excellent overall yields (18% and 19%, respectively), starting from R-glyceraldehyde. Broussonetine I was found to be a potent inhibitor of β-glucosidase (IC50 = 2.9 μM), while ent-broussonetine I and ent-broussonetine J2 were found to be potent inhibitors of α-glucosidase (IC50 = 0.33 and 0.53 μM, respectively).

AB - The first total synthesis of both broussonetine I and J2 together with their enantiomers have been accomplished via the same synthetic route through 18 and 16 steps in excellent overall yields (18% and 19%, respectively), starting from R-glyceraldehyde. Broussonetine I was found to be a potent inhibitor of β-glucosidase (IC50 = 2.9 μM), while ent-broussonetine I and ent-broussonetine J2 were found to be potent inhibitors of α-glucosidase (IC50 = 0.33 and 0.53 μM, respectively).

UR - http://www.scopus.com/inward/record.url?scp=84882389080&partnerID=8YFLogxK

U2 - 10.1021/jo4010553

DO - 10.1021/jo4010553

M3 - 学術論文

C2 - 23829312

AN - SCOPUS:84882389080

SN - 0022-3263

VL - 78

SP - 7896

EP - 7902

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 16

ER -

Total synthesis and glycosidase inhibition of broussonetine i and J 2

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ASJC Scopus 主題領域

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引用スタイル

Total synthesis and glycosidase inhibition of broussonetine i and J ₂