A series of novel isolongifoleno[7,8‐d]thiazolo[3,2‐a]pyrimidine derivatives (4a–4x) were synthesized from isolongifolanone according fragment‐based design strategy, and their anticancer activity against human aortic smooth muscle cells (HASMC), human breast cancer (MCF‐7) cells, human cervical cancer (HeLa) cells, and human liver cancer (HepG2) cells were investigated. Results of the anticancer activity illustrated that most of the compounds showed potent antitumor activity and compound 4i proved to be the most active derivative with IC50 values of 0.33 ± 0.24 (for MCF‐7 cells), 0.52 ± 0.13 (for HeLa cells), and 3.09 ± 0.11 μM (for HepG2 cells), respectively. Moreover, we assessed the effects of 4i on cell apoptosis, cell cycle distribution, mitochondrial membrane potential, and reactive oxygen species (ROS) generation. The results indicated that compound 4i altered mitochondrial membrane potential and produced ROS leading to cell apoptosis of MCF‐7 cells in a dose‐dependent manner, however, without affecting cell cycle progression. These findings suggested that 4i was an effective compound and provided a promising candidate for anticancer drugs.

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A series of novel camphor-based pyrimidine derivatives were synthesized and characterized. We found the compound 3f exhibited strongest anti-tumor activity via ROS-mediated mitochondrial apoptosis pathway.

类化合物表现出不同的抗氧化活性, 其中(2-(2-(4-(4-氰基苯基)噻唑-2-基)亚肼基)-7,7-二甲基双环[2.2.1]庚-1-基)甲磺酸 (Q19)消除 1,1-二苯基-2-三硝基苯肼(DPPH)自由基的 IC 50 值可达到 176 μmol/L, (2-(2-(4-(4-氟苯基)噻唑-2-基)亚肼 基)-7,7-二甲基双环[2.2.1]庚-1-基)甲磺酸(Q3)消除 2,2-联氮-二(3-乙基-苯并噻唑-6-磺酸)二铵盐(ABTS)自由基的 IC 50 值 可达到 20.6 μmol/L, (E)-(7,7-二甲基-2-(2-(4-(3-甲苯基)噻唑-2-基)亚肼基)双环[2.2.1]庚-1-基)甲磺酸(Q8)对羟基自由基 的消除率可达到 66.2%, (2-(2-(4-(4-联苯基)噻唑-2-基)亚肼基)-7,7-二甲基双环[2.2.1]庚-1-基)甲磺酸(Q20)消除过氧自由 基的 IC 50 值可达到 20.7 μmol/L, 均远超过阳性对照 trolox 的抗氧化活性. (2-(2-(4-(2-羟基苯基)噻唑-2-基)亚肼基)-7,7-二甲基双环[2.2.1]庚-1-基)甲磺酸(Q16)抑制酪氨酸酶的 IC 50 值可达 154.9 μmol/L, 也优于阳性对照曲酸. 对樟脑磺酸基 噻唑腙类化合物的抗氧化机理进行了探索.