Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists

A series of novel indene-derived retinoic acid receptor α (RARα) agonists have been designed and synthesized. The use of receptor binding, cell proliferation and cell differentiation assays demonstrated that most of these compounds exhibited moderate RARα binding activity and potent antiproliferativ...

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Main Authors:	Xianghong Guan, Peihua Luo, Qiaojun He, Yongzhou Hu, Huazhou Ying
Format:	Article
Language:	English
Published:	MDPI AG 2016-12-01
Series:	Molecules
Subjects:	retinoic acid receptor agonist all-trans-retinoic acid derivative indene structure and activity relationship
Online Access:	http://www.mdpi.com/1420-3049/22/1/32

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spelling	doaj-bb59ab4dfb6c4181b232050f67cce5dd2020-11-24T22:04:17ZengMDPI AGMolecules1420-30492016-12-012213210.3390/molecules22010032molecules22010032Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α AgonistsXianghong Guan0Peihua Luo1Qiaojun He2Yongzhou Hu3Huazhou Ying4ZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, ChinaZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, ChinaZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, ChinaZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, ChinaZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, ChinaA series of novel indene-derived retinoic acid receptor α (RARα) agonists have been designed and synthesized. The use of receptor binding, cell proliferation and cell differentiation assays demonstrated that most of these compounds exhibited moderate RARα binding activity and potent antiproliferative activity. In particular, 4-((3-isopropoxy-2,3-dihydro-1H-inden-5-yl)-carbamoyl)benzoic acid (36d), which showed a moderate binding affinity, exhibited a great potential to induce the differentiation of NB4 cells (68.88% at 5 μM). Importantly, our work established indene as a promising skeleton for the development of novel RARα agonists.http://www.mdpi.com/1420-3049/22/1/32retinoic acid receptoragonistall-trans-retinoic acid derivativeindenestructure and activity relationship
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Xianghong Guan Peihua Luo Qiaojun He Yongzhou Hu Huazhou Ying
spellingShingle	Xianghong Guan Peihua Luo Qiaojun He Yongzhou Hu Huazhou Ying Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists Molecules retinoic acid receptor agonist all-trans-retinoic acid derivative indene structure and activity relationship
author_facet	Xianghong Guan Peihua Luo Qiaojun He Yongzhou Hu Huazhou Ying
author_sort	Xianghong Guan
title	Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists
title_short	Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists
title_full	Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists
title_fullStr	Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists
title_full_unstemmed	Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists
title_sort	design, synthesis and evaluation of indene derivatives as retinoic acid receptor α agonists
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2016-12-01
description	A series of novel indene-derived retinoic acid receptor α (RARα) agonists have been designed and synthesized. The use of receptor binding, cell proliferation and cell differentiation assays demonstrated that most of these compounds exhibited moderate RARα binding activity and potent antiproliferative activity. In particular, 4-((3-isopropoxy-2,3-dihydro-1H-inden-5-yl)-carbamoyl)benzoic acid (36d), which showed a moderate binding affinity, exhibited a great potential to induce the differentiation of NB4 cells (68.88% at 5 μM). Importantly, our work established indene as a promising skeleton for the development of novel RARα agonists.
topic	retinoic acid receptor agonist all-trans-retinoic acid derivative indene structure and activity relationship
url	http://www.mdpi.com/1420-3049/22/1/32
work_keys_str_mv	AT xianghongguan designsynthesisandevaluationofindenederivativesasretinoicacidreceptoraagonists AT peihualuo designsynthesisandevaluationofindenederivativesasretinoicacidreceptoraagonists AT qiaojunhe designsynthesisandevaluationofindenederivativesasretinoicacidreceptoraagonists AT yongzhouhu designsynthesisandevaluationofindenederivativesasretinoicacidreceptoraagonists AT huazhouying designsynthesisandevaluationofindenederivativesasretinoicacidreceptoraagonists
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Design, Synthesis and Evaluation of Indene Derivatives as Retinoic Acid Receptor α Agonists

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