Antimitotic and antivascular activity of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes

Hsueh Yun Lee, Chih-Yi Chang, Mei-Jung Lai, Hsun-Yueh Chuang, Ching-Chuan Kuo, Chi-Yen Chang, Jang-Yang Chang, Jing Ping Liou

研究成果: 雜誌貢獻文章

14 引文 (Scopus)

摘要

This study reports the synthesis of a series of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes, which are potent antitubulin agents. Compound 13, (2-hydroxy-3,4,5-trimethoxyphenyl)-(6-methoxy-1H-indol-3-yl)-methanone exhibits marked antiproliferative activity against KB and MKN45 cells with IC50 values of 8.8 and 10.5 nM, respectively, binds strongly to the colchicine binding site and leads to inhibition of tubulin polymerization. It also behaves as a vascular disrupting agent which suppresses the formation of capillaries. The C2-OH group in the A-ring of this compound not only retains the biological activity but has valuable physicochemical properties.

原文英語
頁(從 - 到)4230-4236
頁數7
期刊Bioorganic and Medicinal Chemistry
23
發行號15
DOIs
出版狀態已發佈 - 七月 23 2015

指紋

Antimitotic Agents
KB Cells
Colchicine
Tubulin
Polymerization
Inhibitory Concentration 50
Blood Vessels
Binding Sites
Bioactivity

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

引用此文

Antimitotic and antivascular activity of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes. / Lee, Hsueh Yun; Chang, Chih-Yi; Lai, Mei-Jung; Chuang, Hsun-Yueh; Kuo, Ching-Chuan; Chang, Chi-Yen; Chang, Jang-Yang; Liou, Jing Ping.

於: Bioorganic and Medicinal Chemistry, 卷 23, 編號 15, 23.07.2015, p. 4230-4236.

研究成果: 雜誌貢獻文章

Lee, Hsueh Yun ; Chang, Chih-Yi ; Lai, Mei-Jung ; Chuang, Hsun-Yueh ; Kuo, Ching-Chuan ; Chang, Chi-Yen ; Chang, Jang-Yang ; Liou, Jing Ping. / Antimitotic and antivascular activity of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes. 於: Bioorganic and Medicinal Chemistry. 2015 ; 卷 23, 編號 15. 頁 4230-4236.
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abstract = "This study reports the synthesis of a series of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes, which are potent antitubulin agents. Compound 13, (2-hydroxy-3,4,5-trimethoxyphenyl)-(6-methoxy-1H-indol-3-yl)-methanone exhibits marked antiproliferative activity against KB and MKN45 cells with IC50 values of 8.8 and 10.5 nM, respectively, binds strongly to the colchicine binding site and leads to inhibition of tubulin polymerization. It also behaves as a vascular disrupting agent which suppresses the formation of capillaries. The C2-OH group in the A-ring of this compound not only retains the biological activity but has valuable physicochemical properties.",
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AU - Lee, Hsueh Yun

AU - Chang, Chih-Yi

AU - Lai, Mei-Jung

AU - Chuang, Hsun-Yueh

AU - Kuo, Ching-Chuan

AU - Chang, Chi-Yen

AU - Chang, Jang-Yang

AU - Liou, Jing Ping

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N2 - This study reports the synthesis of a series of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes, which are potent antitubulin agents. Compound 13, (2-hydroxy-3,4,5-trimethoxyphenyl)-(6-methoxy-1H-indol-3-yl)-methanone exhibits marked antiproliferative activity against KB and MKN45 cells with IC50 values of 8.8 and 10.5 nM, respectively, binds strongly to the colchicine binding site and leads to inhibition of tubulin polymerization. It also behaves as a vascular disrupting agent which suppresses the formation of capillaries. The C2-OH group in the A-ring of this compound not only retains the biological activity but has valuable physicochemical properties.

AB - This study reports the synthesis of a series of heteroaroyl-2-hydroxy-3,4,5-trimethoxybenzenes, which are potent antitubulin agents. Compound 13, (2-hydroxy-3,4,5-trimethoxyphenyl)-(6-methoxy-1H-indol-3-yl)-methanone exhibits marked antiproliferative activity against KB and MKN45 cells with IC50 values of 8.8 and 10.5 nM, respectively, binds strongly to the colchicine binding site and leads to inhibition of tubulin polymerization. It also behaves as a vascular disrupting agent which suppresses the formation of capillaries. The C2-OH group in the A-ring of this compound not only retains the biological activity but has valuable physicochemical properties.

KW - Antiproliferative

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KW - Vascular-disrupting agents

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