目的 合成苯并咪唑类衍生物并研究其对X连锁凋亡抑制蛋白的抑制活性。方法 以1-Boc-2-氨基甲酰吡咯烷为起始原料，依次通过硫代、烷基化、环合、还原、氧化、环合、脱保护、缩合、脱保护等11步反应合成苯并咪唑类衍生物，采用荧光偏振法对目标化合物进行了体外XIAP抑制活性测试。结果 合成得到4个目标产物，其结构经¹H-NMR和ESI-MS确证。活性测试结果显示，所设计化合物均具有一定的XIAP抑制活性，其中，10a~10c的IC₅₀为1.2~2.7 μmol/L。结论 苯并咪唑芳环上电子效应及NH基团为重要活性位点，值得进一步研究。

Objective To synthesize benzimidazole derivatives and study the inhibitory activities of benzimidazole against X inhibitor of apoptosis proteins (XIAP). Methods 1-Boc-L-prolinamide was used as the starting materials to synthesize benzimidazole derivatives by a eleven-step route reaction of sulpho-reaction, alkylation, cyclized, reduction, oxidation, cyclized, de-protection, condensation, and de-protection, etc. The XIAP inhibitor activities were tested with fluorescence polarization method in vitro. Results Four novel compounds were synthesized and their structures were confirmed by ¹H-NMR and ESI-MS. The activity experiments showed that the target compounds exhibited potent IAP inhibitor activities. Among them, IC₅₀ of compounds 10a-10c were 1.2-2.7 μmol/L. Conclusion The electronic effect and NH group of benzimidazole ring is the important active site, which merits further study.