福建霉素A和B的合成与抗肿瘤活性研究

Total Syntheses and Antitumor Activity of the Fujianmycins A and B

目的:研究福建霉素A(化合物1)和B(化合物2)的全合成及其抗肿瘤活性。方法:以1,5-二羟基萘和(2R,5R)-(+)-二氢香芹酮为起始原料,经过乙酰化、氧化并溴代、狄尔斯-阿尔德/芳构化、脱乙酰基、光照氧化、甲醚化和脱甲基等反应制得目标分子。各中间体和目标分子都经核磁共振氢碳谱、红外光谱、高分辨质谱和比旋光度确证结构。然后,在体外测定化合物2对5种肿瘤细胞的抑制活性。结果:化合物2在体外只对肝癌SMMC-7721有一定程度的抑制活性。结论:该方法可以为该类化合物的合成及其生物活性研究提供参考。

Objective：To study the total syntheses and antitumor activity of fujianmycins A（compound 1） and B（compound 2）.Methods：The starting materials of Naphthalene-1,5-diol and（2R,5R）-（＋）-dihydrocarvone through these reactions of acetylation,oxidation with bromination,Diels-Alder cyclization/aromatization,deacetylation,photooxidation,methylation and demethylation to obtain the target molecules,The structures of all the intermediates and target molecules were confirmed by ~1H NMR,^（13）C NMR,IR,HRMS spectra and specific rotation.Afterwards,the inhibitory activity of compound 2 on five tumor cells was determined in vitro.Results：Compound 2 showed a certain degree of inhibitory activity against hepatoma SMMC-7721 in vitro.Conclusion：The method can provide a reference for the study of syntheses and biological activity of the compounds.