Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
Bioorg Med Chem Lett. 2012 Mar 1;22(5):1995-9. doi: 10.1016/j.bmcl.2012.01.033. Epub 2012 Jan 21.
A novel octahydrochromeno[4,3-a]xanthen-1(2H)-one derivatives has been prepared using 10mol% dl-proline in ethanol via a domino Knoevenagel hetero-Diels-Alder reaction of alkene-tethered chromene-3-carboxaldehyde with cyclic 1,3-diketones. This is not only the first example on the preparation of highly diastereoselective pentacyclic chromene derivatives from alkene appended chromene-3-carboxaldehyde in one-pot process at ambient temperature but also preliminary evaluation of the cytotoxic activity of these chromene derivatives. Some of these compounds are found to exhibit potent cytotoxicity against two carcinoma cell lines A549 and B-16.
一种新型的八氢色满并[4,3-a]呫吨-1(2H)-酮衍生物,通过 dl-脯氨酸在乙醇中的一锅法 Knoevenagel 杂 Diels-Alder 反应,由烯丙基连接的色满-3-甲醛与环状 1,3-二酮制备得到。这不仅是第一个在环境温度下一锅法从烯丙基连接的色满-3-甲醛制备高度非对映选择性的五元色满衍生物的实例,也是对这些色满衍生物细胞毒性活性的初步评价。这些化合物中的一些对两种癌细胞系 A549 和 B-16 表现出很强的细胞毒性。