Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents

Herein, fifteen new compounds containing coumarin, 1,2,3-triazole and benzoyl- substituted arylamine moieties were designed, synthesized and tested in vitro for their anticancer activity. The results showed that all tested compounds had moderate antiproliferative activity against MDA-MB-231, a human...

Full description

Bibliographic Details
Main Authors:	Ran An, Zhuang Hou, Jian-Teng Li, Hao-Nan Yu, Yan-Hua Mou, Chun Guo
Format:	Article
Language:	English
Published:	MDPI AG 2018-09-01
Series:	Molecules
Subjects:	anticancer coumarin hypoxia 1,2,3-triazole
Online Access:	http://www.mdpi.com/1420-3049/23/9/2281

id	doaj-0df69106af154bdd96d7889c07ce9fa9
record_format	Article
spelling	doaj-0df69106af154bdd96d7889c07ce9fa92020-11-25T02:29:16ZengMDPI AGMolecules1420-30492018-09-01239228110.3390/molecules23092281molecules23092281Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor AgentsRan An0Zhuang Hou1Jian-Teng Li2Hao-Nan Yu3Yan-Hua Mou4Chun Guo5School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, ChinaSchool of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, ChinaSchool of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, ChinaSchool of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, ChinaDepartment of Pharmacology, Shenyang Pharmaceutical University, Shenyang 110016, ChinaSchool of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, ChinaHerein, fifteen new compounds containing coumarin, 1,2,3-triazole and benzoyl- substituted arylamine moieties were designed, synthesized and tested in vitro for their anticancer activity. The results showed that all tested compounds had moderate antiproliferative activity against MDA-MB-231, a human breast cancer cell line, under both normoxic and hypoxic conditions. Furthermore, the 4-substituted coumarin linked with benzoyl 3,4-dimethoxyaniline through 1,2,3-triazole (compound 5e) displayed the most prominent antiproliferative activities with an IC50 value of 0.03 μM, about 5000 times stronger than 4-hydroxycoumarin (IC50 > 100 μM) and 20 times stronger than doxorubicin (IC50 = 0.60 μM). Meanwhile, almost all compounds revealed general enhancement of proliferation-inhibiting activity under hypoxia, contrasted with normoxia. A docking analysis showed that compound 5e had potential to inhibit carbonic anhydrase IX (CA IX).http://www.mdpi.com/1420-3049/23/9/2281anticancercoumarinhypoxia1,2,3-triazole
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ran An Zhuang Hou Jian-Teng Li Hao-Nan Yu Yan-Hua Mou Chun Guo
spellingShingle	Ran An Zhuang Hou Jian-Teng Li Hao-Nan Yu Yan-Hua Mou Chun Guo Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents Molecules anticancer coumarin hypoxia 1,2,3-triazole
author_facet	Ran An Zhuang Hou Jian-Teng Li Hao-Nan Yu Yan-Hua Mou Chun Guo
author_sort	Ran An
title	Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents
title_short	Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents
title_full	Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents
title_fullStr	Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents
title_full_unstemmed	Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents
title_sort	design, synthesis and biological evaluation of novel 4-substituted coumarin derivatives as antitumor agents
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2018-09-01
description	Herein, fifteen new compounds containing coumarin, 1,2,3-triazole and benzoyl- substituted arylamine moieties were designed, synthesized and tested in vitro for their anticancer activity. The results showed that all tested compounds had moderate antiproliferative activity against MDA-MB-231, a human breast cancer cell line, under both normoxic and hypoxic conditions. Furthermore, the 4-substituted coumarin linked with benzoyl 3,4-dimethoxyaniline through 1,2,3-triazole (compound 5e) displayed the most prominent antiproliferative activities with an IC50 value of 0.03 μM, about 5000 times stronger than 4-hydroxycoumarin (IC50 > 100 μM) and 20 times stronger than doxorubicin (IC50 = 0.60 μM). Meanwhile, almost all compounds revealed general enhancement of proliferation-inhibiting activity under hypoxia, contrasted with normoxia. A docking analysis showed that compound 5e had potential to inhibit carbonic anhydrase IX (CA IX).
topic	anticancer coumarin hypoxia 1,2,3-triazole
url	http://www.mdpi.com/1420-3049/23/9/2281
work_keys_str_mv	AT ranan designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents AT zhuanghou designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents AT jiantengli designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents AT haonanyu designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents AT yanhuamou designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents AT chunguo designsynthesisandbiologicalevaluationofnovel4substitutedcoumarinderivativesasantitumoragents
_version_	1724834234094321664

Design, Synthesis and Biological Evaluation of Novel 4-Substituted Coumarin Derivatives as Antitumor Agents

Similar Items