以芝麻酚和取代吲哚醌(2a~2i)为原料,二氯甲烷为溶剂,在1,4-二氮杂二环[2,2,2]辛烷催化下经缩合反应合成了9个新型的芝麻酚与3-羟基氧化吲哚的拼接衍生物(3a~3i),其结构经1H NMR,13C NMR和HR-ESI-MS表征.采用MTT法和SRB法研究了3a ~3i体外对人白血病细胞(K562)和人肺癌细胞(K549)的抑制活性.结果表明:5-氟-3-羟基-3-{6-羟基苯并[1,3]二氧亚甲基-5-基}-1-甲基氧化吲哚(3c)和5-氟-3-羟基-3-{6-羟基苯并[1,3]二氧亚甲基-5-基}-氧化吲哚(3g)具有较好的抗K562和K549活性.
Nine novel sesamol ring-fused 3-hydroxyoxindoles(3a ~ 3i) were synthesized by condensation reaction of sesamol with substituted isatins(2a ~ 2i) using DABCO as the catalyst and CH2Cl2 as the solvent.The structures were characterized by 1H NMR,13C NMR and HR-ESI-MS.The in vitro anti-tumor activites of 3a ~ 3i against K562 and K549 were investigated by MTT method and SRB method.The results showed that 5-fluoro-3-hydroxy-3-{ 6-hydroxybenzo [d] [1,3] dioxol-5-yl }-1-methylindolin-2-one (3c) and 5-fluoro-3-hydroxy-3-{ 6-hydroxybenzo [d] [1,3] dioxol-5-yl } indolin-2-one(3g) exhibited better antitumor activities.