目的:研究紫罗兰酮酰胺衍生物的合成与抗肿瘤转移活性。方法:以α-紫罗兰酮为原料,经卤仿反应、烯丙位氧化反应和酰胺化反应得到目标化合物2a-f和4a-f,所有衍生物均评价其抗肿瘤转移活性。结果:合成得到两个系列共12个紫罗兰酮酰胺衍生物,所有化合物都经过1H NMR、13C NMR和ESI-MS表征了化学结构。与阳性对照化合物LY204002相比,化合物4f具有较强的抗肿瘤转移的活性。结论:紫罗兰酮酰胺衍生物中叔胺基团和3位羰基很可能是发挥抗肿瘤转移作用的必需基团。
Objective: To study the ionone amide derivatives synthesis and anti-metastatic activities. Methods: Target compounds 2a-f and 4a-f were prepared by haloform reaction, allylic oxidation, amidation reaction from α-ionone as starting material. Results: Twelve ionone amide derivatives were synthesized by organic chemistry reactions. All of the compounds were identified by1H-NMR,13C-NMR and ESI-MS. Compared to the positive control compound LY294002, these results showed that compound 4f had significant anti-metastasis effect. Conclusion: The tertiary amine group and carbonyl group at C-3 position of ionone amide derivatives may be the essential in the anti-tumor metastasis.