维 A 酸-查耳酮类化合物的合成及其抑制结肠癌细胞生长的生物评价。
Synthesis and biological evaluation of retinoid-chalcones as inhibitors of colon cancer cell growth.
机构信息
US Department of Agriculture, Agricultural Research Service, Natural Products Utilization Research Unit, University, MS 38677, USA.
出版信息
Bioorg Med Chem Lett. 2010 Dec 15;20(24):7385-7. doi: 10.1016/j.bmcl.2010.10.038. Epub 2010 Oct 14.
Abstract
Based on the observed anticancer activity of chalcones and retinoids, a novel class of retinoid-chalcone hybrids was designed and synthesized. As part of our ongoing studies to discover natural product based anticancer compounds, the retinoid-chalcone hybrids were tested against the colon cancer cell line HT-29. Retinoid like moiety was introduced through Friedel-Crafts alkylation of toluene. Among the synthesized compounds, the cyano derivative (E)-3-(3-oxo-3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-enyl)benzonitrile 8 showed submicromolar inhibitory activity with an IC(50) of 0.66 μM.
摘要
基于查耳酮和类视黄醇的抗肿瘤活性观察，设计并合成了一类新型的类视黄醇-查耳酮杂合体。作为我们正在进行的发现基于天然产物的抗肿瘤化合物的研究的一部分，对类视黄醇-查耳酮杂合体进行了结肠癌 HT-29 细胞系的抑制活性测试。通过甲苯的傅-克烷基化反应引入类视黄醇部分。在所合成的化合物中，氰基衍生物（E）-3-（3-氧代-3-（3,5,5,8,8-五甲基-5,6,7,8-四氢萘-2-基）-1-丙烯基）苯甲腈 8 表现出亚微摩尔抑制活性，IC50 为 0.66 μM。
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