Efficient Synthesis of 2,3′-Spirobi (Indolin)-2′-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells

作者：Li, Huajie; Yu, Zhenjie; Sun, Haoyi; Liu, Bo; Wang, Xin; Shao, Zhe; Wang, Meiling; Xie, Weilin; Yao, Xingang; Yao, Qingqiang^*; Zhi, Ying^*

来源：Frontiers in Pharmacology, 2022, 12: 821518.

DOI：10.3389/fphar.2021.821518

• spirooxindole
• aza-ortho-quinone methides
• mitochondria
• morphology
• annulation

A novel formal (4 + 1) annulation between N-(o-chloromethyl)aryl amides and 3-chlorooxindoles through in situ generated aza-ortho-QMs with 3-chlorooxindoles is reported for the synthesis of a series of 2,3 '-spirobi (indolin)-2 '-ones in high yields. Under structured illumination microscopy, compound 3a is found to change the mitochondrial morphology and induce mitophagy pathway, which might then trigger mitophagy in cancer cells.

• 单位
  山东省医学科学院; y; 南方医科大学