Institute of Life Sciences, University of Hyderabad Campus, Hyderabad 500 046, India.
Bioorg Med Chem. 2012 Jan 15;20(2):759-68. doi: 10.1016/j.bmc.2011.12.001. Epub 2011 Dec 8.
A facile and catalyst free synthesis of 6H-1-benzopyrano[4,3-b]quinolin-6-ones has been accomplished via the reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehyde with various aromatic amines in the presence of ultrasound. Some of these compounds were converted to the corresponding 2-(3-(hydroxymethyl)quinolin-2-yl)phenols and further structure elaboration of a representative quinoline derivative is presented. Molecular structure of two representative compounds was confirmed by single crystal X-ray diffraction study. Many of these compounds were evaluated for their anti-proliferative properties in vitro against four cancer cell lines and several compounds were found to be active. Further in vitro studies indicated that inhibition of sirtuins could be the possible mechanism of action of these molecules.
通过在超声条件下，4-氯-2-氧代-2H-色烯-3-甲醛与各种芳胺反应，简便、无需催化剂地合成了 6H-1-苯并吡喃[4,3-b]喹啉-6-酮。部分化合物转化为相应的 2-(3-(羟甲基)喹啉-2-基)苯酚，并进一步展示了一个代表性的喹啉衍生物的结构。通过单晶 X 射线衍射研究确定了两个代表性化合物的分子结构。对许多这些化合物进行了体外抗增殖活性评价，针对四种癌细胞系，发现一些化合物具有活性。进一步的体外研究表明，抑制沉默调节蛋白可能是这些分子的作用机制。
