Kawaii S, Tomono Y, Katase E, Ogawa K, Yano M
National Institute of Fruit Tree Science, Shizuoka, Japan.
Anticancer Res. 1999 Mar-Apr;19(2A):1261-9.
Twenty-seven Citrus flavonoids were examined for their activity of induction of terminal differentiation of human promyelocytic leukemia cells (HL-60) by nitro blue tetrazolium (NBT) reducing, nonspecific esterase, specific esterase, and phagocytic activities. 10 flavonoids were judged to be active (percentage of NBT reducing cells was more than 40% at a concentration of 40 microM), and the rank order of potency was natsudaidain, luteolin, tangeretin, quercetin, apigenin, 3, 3, '4, '5, 6, 7, 8-heptamethoxyflavone, nobiletin, acacetin, eriodictyol, and taxifolin. These flavonoids exerted their activity in a dose-dependent manner. HL-60 cells treated with these flavonoids differentiated into mature monocyte/macrophage. The structure-activity relationship established from comparison between flavones and flavanones revealed that ortho-catechol moiety in ring B and C2-C3 double bond had an important role for induction of differentiation of HL-60. In polymethoxylated flavones, hydroxyl group at C3 and methoxyl group at C8 enhanced the differentiation-inducing activity.
通过硝基蓝四唑（NBT）还原、非特异性酯酶、特异性酯酶和吞噬活性，检测了27种柑橘类黄酮诱导人早幼粒细胞白血病细胞（HL-60）终末分化的活性。10种黄酮类化合物被判定具有活性（在40μM浓度下，NBT还原细胞的百分比超过40%），其活性强度顺序为橙皮苷元、木犀草素、橘红素、槲皮素、芹菜素、3,3',4',5,6,7,8-七甲氧基黄酮、川陈皮素、刺槐素、圣草酚和紫杉叶素。这些黄酮类化合物以剂量依赖的方式发挥其活性。用这些黄酮类化合物处理的HL-60细胞分化为成熟的单核细胞/巨噬细胞。通过黄酮类化合物和黄烷酮类化合物之间的比较建立的构效关系表明，B环中的邻苯二酚部分和C2-C3双键对HL-60细胞的分化诱导具有重要作用。在多甲氧基黄酮中，C3位的羟基和C8位的甲氧基增强了分化诱导活性。
