Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents

Gadarla Randheer Reddy, Ching Chuan Kuo, Uan Kang Tan, Mohane Selvaraj Coumar, Chi Yen Chang, Yi Kun Chiang, Mei Jung Lai, Jiann Yih Yeh, Su Ying Wu, Jang-Yang Chang, Jing Ping Liou, Hsing Pang Hsieh

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC 50 values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.

Original languageEnglish
Pages (from-to)8163-8167
Number of pages5
JournalJournal of Medicinal Chemistry
Volume51
Issue number24
DOIs
Publication statusPublished - 2008 Dec 25

Fingerprint

Structure-Activity Relationship
Cell Line
Colchicine
Tubulin
Pharmaceutical Preparations
Neoplasms

All Science Journal Classification (ASJC) codes

  • Molecular Medicine
  • Drug Discovery

Cite this

Reddy, Gadarla Randheer ; Kuo, Ching Chuan ; Tan, Uan Kang ; Coumar, Mohane Selvaraj ; Chang, Chi Yen ; Chiang, Yi Kun ; Lai, Mei Jung ; Yeh, Jiann Yih ; Wu, Su Ying ; Chang, Jang-Yang ; Liou, Jing Ping ; Hsieh, Hsing Pang. / Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents. In: Journal of Medicinal Chemistry. 2008 ; Vol. 51, No. 24. pp. 8163-8167.
@article{20b52433921347c1b7d1efc1a7695571,
title = "Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents",
abstract = "A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC 50 values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.",
author = "Reddy, {Gadarla Randheer} and Kuo, {Ching Chuan} and Tan, {Uan Kang} and Coumar, {Mohane Selvaraj} and Chang, {Chi Yen} and Chiang, {Yi Kun} and Lai, {Mei Jung} and Yeh, {Jiann Yih} and Wu, {Su Ying} and Jang-Yang Chang and Liou, {Jing Ping} and Hsieh, {Hsing Pang}",
year = "2008",
month = "12",
day = "25",
doi = "10.1021/jm8008635",
language = "English",
volume = "51",
pages = "8163--8167",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "24",

}

Reddy, GR, Kuo, CC, Tan, UK, Coumar, MS, Chang, CY, Chiang, YK, Lai, MJ, Yeh, JY, Wu, SY, Chang, J-Y, Liou, JP & Hsieh, HP 2008, 'Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents', Journal of Medicinal Chemistry, vol. 51, no. 24, pp. 8163-8167. https://doi.org/10.1021/jm8008635

Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents. / Reddy, Gadarla Randheer; Kuo, Ching Chuan; Tan, Uan Kang; Coumar, Mohane Selvaraj; Chang, Chi Yen; Chiang, Yi Kun; Lai, Mei Jung; Yeh, Jiann Yih; Wu, Su Ying; Chang, Jang-Yang; Liou, Jing Ping; Hsieh, Hsing Pang.

In: Journal of Medicinal Chemistry, Vol. 51, No. 24, 25.12.2008, p. 8163-8167.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and structure-activity relationships of 2-amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents

AU - Reddy, Gadarla Randheer

AU - Kuo, Ching Chuan

AU - Tan, Uan Kang

AU - Coumar, Mohane Selvaraj

AU - Chang, Chi Yen

AU - Chiang, Yi Kun

AU - Lai, Mei Jung

AU - Yeh, Jiann Yih

AU - Wu, Su Ying

AU - Chang, Jang-Yang

AU - Liou, Jing Ping

AU - Hsieh, Hsing Pang

PY - 2008/12/25

Y1 - 2008/12/25

N2 - A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC 50 values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.

AB - A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1- aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC 50 values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.

UR - http://www.scopus.com/inward/record.url?scp=58149096782&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=58149096782&partnerID=8YFLogxK

U2 - 10.1021/jm8008635

DO - 10.1021/jm8008635

M3 - Article

VL - 51

SP - 8163

EP - 8167

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 24

ER -