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

被引：0

作者：

Wang Shi-hui ^{[1
]}

Wang Yan ^{[1
]}

Zhu Yu-ying ^{[1
]}

Liu Si-jie ^{[1
]}

Han Jian ^{[1
]}

Zhou Yi-fan ^{[1
]}

Li Da-wei ^{[2
]}

Koirala, Diwa ^{[2
]}

Hu Chun ^{[1
]}

机构：

[1] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Dept Organ Chem,Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang 110016, Peoples R China

[2] Shanghai Jiao Tong Univ, Sch Pharm, Shanghai 200193, Peoples R China

来源：

CHEMICAL RESEARCH IN CHINESE UNIVERSITIES | 2011年 / 27卷 / 01期

基金：

中国国家自然科学基金;

关键词：

Selective estrogen receptor modulator; Docking; Biological activity; Heterocycle; Furo[3,2-g]chromen; BREAST-CANCER; ANTAGONISM; TAMOXIFEN;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

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.

引用

页码：54 / 59

页数：6

共 18 条

[1] A new synthetic access to furo[3,2-f]chromene analogues of an antimycobacterial [J].

Alvey, Luke ;

Prado, Soizic ;

Huteau, Valerie ;

Saint-Joanis, Brigitte ;

Michel, Sylvie ;

Koch, Michel ;

Cole, Stewart T. ;

Tillequin, Francois ;

Janin, Yves L. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (17) :8264-8272

[2] Molecular basis of agonism and antagonism in the oestrogen receptor [J].

Brzozowski, AM ;

Pike, ACW ;

Dauter, Z ;

Hubbard, RE ;

Bonn, T ;

Engstrom, O ;

Ohman, L ;

Greene, GL ;

Gustafsson, JA ;

Carlquist, M .

NATURE, 1997, 389 (6652) :753-758

[3] Tamoxifen for prevention of breast cancer: Report of the National Surgical Adjuvant Breast and Bowel Project P-1 study [J].

Fisher, B ;

Costantino, JP ;

Wickerham, DL ;

Redmond, CK ;

Kavanah, M ;

Cronin, WM ;

Vogel, V ;

Robidoux, A ;

Dimitrov, N ;

Atkins, J ;

Daly, M ;

Wieand, S ;

Tan-Chiu, E ;

Ford, L ;

Wolmark, N .

JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1998, 90 (18) :1371-1388

[4] On homologues of coumaranone and their derivatives. [J].

Fries, K ;

Finck, G .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1908, 41 :4271-4284

[5] Synthesis and antitumor activity of some new xanthotoxin derivatives [J].

Hafez, Omaima M. Abdel ;

Amin, Kamellia M. ;

Abdel-Latif, Nehad A. ;

Mohamed, Tahia K. ;

Ahmed, Eman Y. ;

Maher, Timothy .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (07) :2967-2974

[6] Benzothieno[3,2-b]indole derivatives as potent selective estrogen receptor modulators [J].

Ji, QG ;

Gao, H ;

Wang, J ;

Yang, CC ;

Hui, X ;

Yan, XM ;

Wu, XH ;

Xie, YY ;

Wang, MW .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (11) :2891-2893

[7]

MARTIN R, 1974, B SOC CHIM FR I-PHYS, P983

[8]

Muchmore D B, 2000, Oncologist, V5, P388, DOI 10.1634/theoncologist.5-5-388

[9] 7-HYDROXYCHROMAN AND ITS 6-ACETYL COMPOUND [J].

NAYLOR, P ;

RAMAGE, GR ;

SCHOFIELD, F .

JOURNAL OF THE CHEMICAL SOCIETY, 1958, (MAR) :1190-1193

[10] Inhibition of intestinal carcinogenesis by a new flavone derivative, chafuroside, in oolong tea [J].

Niho, N ;

Mutoh, M ;

Sakano, K ;

Takahashi, M ;

Hirano, S ;

Nukaya, H ;

Sugimura, T ;

Wakabayashi, K .

CANCER SCIENCE, 2006, 97 (04) :248-251

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