Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones

被引：20

作者：

Arenas, Paola ^{[1
]}

Pena, Andres ^{[1
]}

Rios, David ^{[1
,2
]}

Benites, Julio ^{[1
,2
]}

Muccioli, Giulio G. ^{[3
]}

Buc Calderon, Pedro ^{[1
,2
,4
]}

Valderrama, Jaime A. ^{[1
,2
,5
]}

机构：

[1] Univ Arturo Prat, Fac Ciencias Salud, Iquique 1100000, Chile

[2] Univ Arturo Prat, Inst EtnoFarmacol IDE, Iquique 1100000, Chile

[3] Catholic Univ Louvain, Bioanal & Pharmacol Bioact Lipids Lab, Louvain Drug Res Inst, B-1200 Brussels, Belgium

[4] Catholic Univ Louvain, Toxicol & Canc Biol Res Grp, Louvain Drug Res Inst, B-1200 Brussels, Belgium

[5] Pontificia Univ Catolica Chile, Fac Quim, Santiago 6094411, Chile

来源：

MOLECULES | 2013年 / 18卷 / 08期

关键词：

photo-Friedel Crafts acylation; diaryl ketones; green chemistry; antiproliferative activity; FRIEDEL-CRAFTS ACYLATION; BIOLOGICAL EVALUATION; ANTINEOPLASTIC AGENTS; ANTITUMOR EVALUATION; EFFICIENT SYNTHESIS; QUINONES; DERIVATIVES; ANALOGS; ACCESS; PROLIFERATION;

D O I：

10.3390/molecules18089818

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC50 values of 1.2 and 5.9 mu M, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).

引用

页码：9818 / 9832

页数：15

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