Sequential One-Pot Synthesis of 5,6,8-Trihydropyrano[3',4':4,5]thieno[2,3-<i>d</i>]pyrimidin-4(3<i>H</i>)-one

陈莉,; 孙绍发,; 宋功武,

doi:10.6023/cjoc1111172

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2019

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“…Therefore, investigation for the preparation of thieno[2,3-d]pyrimidin-4(3 H )-ones has intrigued researchers to make numerous efforts in synthetic methodology [21,22,23,24,25]. In the course of searching for new cholinesterase inhibitors based on evodiamine, we reported a new one-pot protocol for the straightforward synthesis of rutaecarpine and its analogs from isatoic anhydride and 4,9-dihydro-3 H -pyrido[3,4- b ]indole [26,27].…”

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confidence: 99%

Synthesis of Novel Analogs of Thieno[2,3-d] Pyrimidin-4(3H)-ones as Selective Inhibitors of Cancer Cell Growth

et al. 2019

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New 2,3-disubstituted thieno[2,3-d]pyrimidin-4(3H)-ones were synthesized via a one-pot reaction from 2H-thieno[2,3-d] [1,3]oxazine-2,4(1H)-diones, aromatic aldehydes, and benzylamine or 4-hydroxylbezylamine. The obtained compounds were tested in vitro for cancer cell growth inhibition. Compound 19 can inhibit all four types of tested cancer cells, i.e., MCF-7, A549, PC-9, and PC-3 cells. Most of the compounds inhibited the proliferation of A549 and MCF-7 cells. Compound 15 exhibited the strongest anti-proliferative effect against A549 cell lines with IC50 values of 0.94 μM, and with no toxicity to normal human liver cells. Its potency was further proved by cell clone formation assay, Hoechst 33258 staining, and evaluation on the effects of apoptosis-related proteins.

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