Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A 3

Ade Arsianti; Hiroki Tanimoto; Tsumoru Morimoto; Anton Bahtiar; Tatsuo Takeya; Kiyomi Kakiuchi

doi:10.1016/j.tet.2012.01.080

Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A ₃

Ade Arsianti^*, Hiroki Tanimoto, Tsumoru Morimoto, Anton Bahtiar, Tatsuo Takeya, Kiyomi Kakiuchi

^*この論文の責任著者

生体認識化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

13 被引用数 (Scopus)

抄録

A novel polyhydroxylated 18-membered analogue of antimycin A ₃ was synthesized. Our synthesis commenced with Boc-l-threonine and was achieved by way of one-pot homocoupling/ring-closing olefin metathesis reaction cascade and Sharpless asymmetric dihydroxylation. The analogue exhibited a greater anticancer activity against HeLa cells, breast MDA-MB-231 cells, and prostate PC-3 cells compared to the original antimycin A ₃.

本文言語	英語
ページ（範囲）	2884-2891
ページ数	8
ジャーナル	Tetrahedron
巻	68
号	13
DOI	https://doi.org/10.1016/j.tet.2012.01.080
出版ステータス	出版済み - 2012/04/01

ASJC Scopus 主題領域

生化学
創薬
有機化学

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10.1016/j.tet.2012.01.080

引用スタイル

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title = "Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A 3 ",

abstract = "A novel polyhydroxylated 18-membered analogue of antimycin A 3 was synthesized. Our synthesis commenced with Boc-l-threonine and was achieved by way of one-pot homocoupling/ring-closing olefin metathesis reaction cascade and Sharpless asymmetric dihydroxylation. The analogue exhibited a greater anticancer activity against HeLa cells, breast MDA-MB-231 cells, and prostate PC-3 cells compared to the original antimycin A 3.",

keywords = "Analogue, Anticancer, Antimycin A, Polyhydroxylated 18-membered ring, Synthesis",

author = "Ade Arsianti and Hiroki Tanimoto and Tsumoru Morimoto and Anton Bahtiar and Tatsuo Takeya and Kiyomi Kakiuchi",

year = "2012",

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doi = "10.1016/j.tet.2012.01.080",

language = "英語",

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T1 - Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A 3

AU - Arsianti, Ade

AU - Tanimoto, Hiroki

AU - Morimoto, Tsumoru

AU - Bahtiar, Anton

AU - Takeya, Tatsuo

AU - Kakiuchi, Kiyomi

PY - 2012/4/1

Y1 - 2012/4/1

N2 - A novel polyhydroxylated 18-membered analogue of antimycin A 3 was synthesized. Our synthesis commenced with Boc-l-threonine and was achieved by way of one-pot homocoupling/ring-closing olefin metathesis reaction cascade and Sharpless asymmetric dihydroxylation. The analogue exhibited a greater anticancer activity against HeLa cells, breast MDA-MB-231 cells, and prostate PC-3 cells compared to the original antimycin A 3.

AB - A novel polyhydroxylated 18-membered analogue of antimycin A 3 was synthesized. Our synthesis commenced with Boc-l-threonine and was achieved by way of one-pot homocoupling/ring-closing olefin metathesis reaction cascade and Sharpless asymmetric dihydroxylation. The analogue exhibited a greater anticancer activity against HeLa cells, breast MDA-MB-231 cells, and prostate PC-3 cells compared to the original antimycin A 3.

KW - Analogue

KW - Anticancer

KW - Antimycin A

KW - Polyhydroxylated 18-membered ring

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=84857910377&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2012.01.080

DO - 10.1016/j.tet.2012.01.080

M3 - 学術論文

AN - SCOPUS:84857910377

SN - 0040-4020

VL - 68

SP - 2884

EP - 2891

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A 3

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ASJC Scopus 主題領域

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引用スタイル

Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A ₃