Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects
Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects
复制标题
DOI：
10.1021/np058080d
复制
发表时间：
2006-01-01
影响因子：
5.1
通讯作者：
Nishino, H
中科院分区：
文献类型：
--
作者：
Akihisa, T;Tokuda, H;Nishino, H
从当归茎渗出液中分离得到3个新的查尔酮，分别为黄原angelol 1(1)、黄原angelol J(2)和脱氧二羟基黄原angelol H(3)，并通过波谱方法对其结构进行了确定。9个已知结构的芳香化合物4-12和一个二乙炔13也从同一馏分中分离和鉴定出来。对这些化合物在Raji细胞中12- o - tetradecanoylphorol -13-acetate （TPA）诱导eb - barr病毒早期抗原（EBV-EA）的抑制作用进行了评价，1、2、4和9-12对EBV-EA的诱导具有较强的抑制作用。此外，通过对一氧化氮供体(+/-)-(E)-甲基-2[(E)-羟亚胺]-5-硝基-6-甲氧基-3-己胺（NOR 1）活化的抑制作用的评价，6个化合物，即1、2、4、9、11和12，表现出有效的抑制作用。此外，在以7,12-二甲基苯[a]蒽（DMBA）为引发剂和TPA为启动子的小鼠体内两阶段皮肤癌试验中，异巴伐恰尔酮(4)显示出对皮肤肿瘤促进的抑制作用。
Three new chalcones, xanthoangelol 1 (1), xanthoangelol J (2), and deoxydihydroxamboangelol H (3), were isolated from an ethyl acetate-soluble fraction of exudates of the stems of Angelica keiskei, and their structures were established on the basis of spectroscopic methods. Nine aromatic compounds of known structure, 4-12, and a diacetylene, 13, were also isolated and identified from this same fraction. On evaluation of these compounds for their inhibitory effects on the induction of Epstein-Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, 1, 2, 4, and 9-12 showed potent inhibitory effects on EBV-EA induction. In addition, upon evaluation of the inhibitory effects against activation of (+/-)-(E)-methyl-2[(E)-hydroxyimino]-5-nitro-6-methoxy-3-hexemide (NOR 1), a nitrogen oxide (NO) donor, six compounds, namely, 1, 2, 4, 9, 11, and 12, exhibited potent inhibitory effects. Further, isobavachalcone (4) exhibited inhibitory effects on skin tumor promotion in an in vivo two-stage mouse skin carcinogenesis test using 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter.