1-아릴옥시메틸-2,4,5-트리플루오로벤젠 유도체의 합성 및 CCL2 발현의 억제 활성

Synthesis of 1-Aryloxymethyl-2,4,5-trifluorobenzene Analogs and Their Inhibitory Activity of CCL2 Expression

CCL2 overexpression is associated with macrophage recruitment during immune response and poor patient prognosis in various cancers, such as prostate, breast, pancreatic, and liver cancer. For developing CCL2 inhibitors, 1-aryloxymethyl-2,4,5-trifluorobenzene analogs were designed and synthesized by concise synthetic route including SN2 reaction, reduction, and oxime formation reaction. Furthermore, it was confirmed that they inhibited CCL2 production induced by 27-hydroxycholesterol through reverse transcription PCR in the human acute monocytic leukemia cell line (THP-1). Among them, N-((2-(2,4,5-trifluorobenzyloxy)naphthalene-1-yl)methyl)hydroxylamine (4) exhibited the highest CCL2 transcription inhibition activity.