Synthesis of some quinolinyl chalcone analogues and investigation of their anticancer and synergistic anticancer effect with doxorubicin

被引：6
|
作者：
Aly, Mohamed R. E. [1 ,2 ]
Ibrahim, El-Sayed I. [3 ]
El Shahed, Fakher A. [3 ]
Soliman, Hamdy A. [3 ]
Ibrahim, Zein S. [4 ,5 ]
El-Shazly, Samir A. M. [6 ,7 ]
机构：
[1] Taif Univ, Fac Sci, Dept Chem, Alhawyah Taif 888, Saudi Arabia
[2] Port Said Univ, Fac Sci Appl, Dept Chem, Port Said, Egypt
[3] Suez Canal Univ, Fac Sci, Dept Chem, Ismailia, Egypt
[4] Taif Univ, Fac Med, Dept Physiol, At Taif, Saudi Arabia
[5] KaferelSheikh Univ, Fac Vet Med, Dept Physiol, Giza, Egypt
[6] Taif Univ, Fac Sci, Biotechnol Dept, At Taif, Saudi Arabia
[7] KaferelSheikh Univ, Dept Biochem, Fac Vet Med, Giza, Egypt
来源：
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2012年 / 38卷 / 04期
关键词：
quinoline; chalcones; doxorubicin; antiproliferative effect; synergistic effect; BIOLOGICAL EVALUATION; DERIVATIVES; INHIBITORS; AGENTS; FLAVONOIDS;
D O I：
10.1134/S1068162012030119
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：
Two derivatives of 2-(4-acetylanilino)quinolines (IIIa, b) were synthesized as scaffolds for synthesis of open chalcone analogues (Va-f) through Claisen-Schmidt condensation with a set of aromatic aldehydes (IVa-d). Derivatives (Va, b) were further manipulated into cyclic alpha,beta-unsaturated ketones by Michael-addition of acetylacetone and ethylacetoacetate affording derivatives (VI-VII). Deethoxycarboxylation of derivatives (VIIa, b) afforded cyclohexenons (VIIIa, b) allowing formation of a mini library of alpha,beta-unsaturated ketones for screening their anticancer and synergistic anticancer effect with doxorubicin using colon cancer cell line (Caco-2). Two open enones, (Vb) and (Ve), showed significant anticancer activity with IC50 of 5.0 and 2.5 mu M respectively. Only one cyclic enone, (VIa) showed synergistic anticancer activity with doxorubicin at 10 mu M.
引用
收藏
页码：428 / 434
页数：7
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