Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators

高等学校化学研究 ›› 2011, Vol. 27 ›› Issue (1): 54-59.

Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators

WANG Shi-hui¹, WANG Yan¹, ZHU Yu-ying¹, LIU Si-jie¹, HAN Jian¹, ZHOU Yi-fan¹, LI Da-wei², KOIRALA Diwa² and HU Chun^1*

1. Key Laboratory of Structure-based Drug Design & Discovery, Ministry of Education, Department of Organic Chemistry, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, P. R. China;
2. School of Pharmacy, Shanghai Jiaotong University, Shanghai 200193, P. R. China

收稿日期:2010-04-12 修回日期:2010-06-08 出版日期:2011-01-25 发布日期:2011-01-04
通讯作者: HU Chun E-mail:chunhu@syphu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.20474053).

Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators

WANG Shi-hui¹, WANG Yan¹, ZHU Yu-ying¹, LIU Si-jie¹, HAN Jian¹, ZHOU Yi-fan¹, LI Da-wei², KOIRALA Diwa² and HU Chun^1*

1. Key Laboratory of Structure-based Drug Design & Discovery, Ministry of Education, Department of Organic Chemistry, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, P. R. China;
2. School of Pharmacy, Shanghai Jiaotong University, Shanghai 200193, P. R. China

Received:2010-04-12 Revised:2010-06-08 Online:2011-01-25 Published:2011-01-04
Contact: HU Chun E-mail:chunhu@syphu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.20474053).

摘要/Abstract

摘要： Based on the principles of the bioisosterism, combination of the active substructures of selective estrogen receptor modulators which are currently therapeutic agents available for the prevention and treatment of various estrogen dependent diseases, and structural optimization, a novel series of 2-aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]-chromen derivatives was designed as potent selective estrogen receptor modulators via molecular docking. The target compounds have been synthesized, and characterized by IR, proton NMR, ESI-MS, elemental analysis and evaluated for their antitumor activity against human osteosarcoma U2OS-EGFP-4F12G cell line. Some target compounds showed good inhibition effects on U2OS-EGFP-4F12G cell line and the preliminary structure-activity relationships were discussed.

关键词: Selective estrogen receptor modulator, Docking, Biological activity, Heterocycle, Furo[3,2-g]chromen

Abstract: Based on the principles of the bioisosterism, combination of the active substructures of selective estrogen receptor modulators which are currently therapeutic agents available for the prevention and treatment of various estrogen dependent diseases, and structural optimization, a novel series of 2-aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]-chromen derivatives was designed as potent selective estrogen receptor modulators via molecular docking. The target compounds have been synthesized, and characterized by IR, proton NMR, ESI-MS, elemental analysis and evaluated for their antitumor activity against human osteosarcoma U2OS-EGFP-4F12G cell line. Some target compounds showed good inhibition effects on U2OS-EGFP-4F12G cell line and the preliminary structure-activity relationships were discussed.

Key words: Selective estrogen receptor modulator, Docking, Biological activity, Heterocycle, Furo[3,2-g]chromen

WANG Shi-hui, WANG Yan, ZHU Yu-ying, LIU Si-jie, HAN Jian, ZHOU Yi-fan, LI. Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators[J]. 高等学校化学研究, 2011, 27(1): 54-59.

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Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators

Design, Synthesis and Biological Evaluation of 2-Aroyl-3-aryl-6,7-dihydro-5H-furo[3,2-g]chromen Derivatives as a Novel Series of Estrogen Receptor Modulators

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