新型5＇-席夫碱取代的补骨脂素衍生物的合成及其抗肿瘤细胞增殖活性研究(英文)

Synthesis and antiproliferative activities of novel 5'-Schiff-base group substituted psoralen derivatives

补骨脂素衍生物与乙酸酐在四氯化碳溶液中可顺利发生Friedel-Crafts酰基化反应,以73%产率得到5'-乙酰基取代的补骨脂素。然后在三氟化硼乙醚作用下,5'-乙酰基补骨脂素与芳香胺或脂肪胺均可顺利反应,以72%～92%产率得到5'-席夫碱取代的补骨脂素衍生物。该合成法具有原料价廉易得、制备条件简单、反应条件温和、收率良好及Friedel-Crafts酰基化反应选择性高等特点。MTT法细胞活性测试表明,所合成的部分补骨脂素衍生物6具有抗增殖活性。

It was found that psoralen derivative could perform a Friedel-Crafts acylation smoothly with acetic anhydride to give 5＇-acetylpsoralen in a 73% yield.In the presence of boron trifluoride etherate,5＇-acetylpsoralen reacted with both aromatic amines and aliphatic amine smoothly to afford 5＇-Schiff-base group substituted psoralen derivatives in 72%-92% yields.The novel synthetic method has the advantages of cheap materials,mild reaction conditions,good yields and high regioselectivity in the Friedel-Crafts acylation.Cell viability assay by MTT demonstrates that some of the psoralen derivatives 6 have antiproliferative activities.