CAJ | 학술논문

采用活性基团拼接法将含氟苯甲醛与酮反应,合成了5个含氟单羰基姜黄素类似物,结构经IR,~1H NMR及ESI-MS确认.对所合成的化合物进行了抗肿瘤活性测试(MTT法),结果表明,部分化合物对肿瘤细胞有较强的选择性抑制活性,其中2,6-二(4-氟亚苯基)环己酮(3a)和2,6-二(2-氟亚苯基)环己酮(3b)的抗肿瘤谱广,活性较好,就此对化合物3b作了单晶培养,并就晶体结构进行了X衍射分析.结构表明化合物3b属三斜晶系,空间群P-1.晶胞参数a=0.9222(2)nm,b=0.9732(2)nm,c=1.0127(2)nm,α=88.920(4)°,β=75.672(3)°,γ=62.404(3)°,V=0.7755(3)nm~3,Z=2,D_c=1.329 Mg·m~(-3),μ=0.097 mm~(-1),F(000)=324,最终偏离因子R=0.0590,wR=0.1841.
채용활성기단병접법장함불분갑철여동반응,합성료5개함불단탄기강황소유사물,결구경IR,~1H NMR급ESI-MS학인.대소합성적화합물진행료항종류활성측시(MTT법),결과표명,부분화합물대종류세포유교강적선택성억제활성,기중2,6-이(4-불아분기)배기동(3a)화2,6-이(2-불아분기)배기동(3b)적항종류보엄,활성교호,취차대화합물3b작료단정배양,병취정체결구진행료X연사분석.결구표명화합물3b속삼사정계,공간군P-1.정포삼수a=0.9222(2)nm,b=0.9732(2)nm,c=1.0127(2)nm,α=88.920(4)°,β=75.672(3)°,γ=62.404(3)°,V=0.7755(3)nm~3,Z=2,D_c=1.329 Mg·m~(-3),μ=0.097 mm~(-1),F(000)=324,최종편리인자R=0.0590,wR=0.1841.
Five fluorine-containing eurcumin analogues were synthesized by the aldol condensation of fluorine-containing benzaldehyde with ketones. Their structures were characterized by ~1H NMR, IR and ESI-MS techniques. The anti-tumor activities of the mono-carbonyl analogues were evaluated against seven different tumor cell lines by an MTT assay. The results suggest that the fluorine-containing compounds ex-hibit anti-proliferative activities against selected tumor cells. Among the presented compounds, the cyclo-hexanone-containing analogues exhibited better anti-tumor properties in wider spectrum than acetone and cyclopentanone-containing analogues did. Therefore, one of cyclohexanone-containing compounds 3b was further determined and analyzed using X-ray single-crystal diffraction. The crystal of compound 3b belongs to triclinic, space group P-1, with unit cell dimensions a=0.9222(2) nm, b=0.9732(2) nm, c= 1.0127(2)nm, α= 88.920(4)°,β= 75.672(3)°, γ,= 62.404(3)°, V=0.7755(3) nm~3, Z=2. D_c= 1.329 Mg·m~(-3), μ=0.097 mm~(-1), F(000)=324. The final R=0.0590, wR=0.1841.