抗肿瘤中药活性成分千金子素L1的单酰化修饰研究

Monoacylation modification of Euphorbia factor L1, an Anticancer Component of Caper Euphorbia Seed

为了考察千金子素L1(1)中的3-苯乙酰基、5-乙酰基及15-乙酰基对抗肿瘤活性的影响,本文以碳酸钾为碱,甲醇为溶剂,将1的3、5、15位酯键水解得脱酰基中间体2,对2的羟基进行选择性乙酰化、丙酰化、苯甲酰化、琥珀单酰化修饰,预期得5-酰基-3,15-二羟基千金子素L1衍生物(3)。经TLC、HPLC、MS检测,结果显示单酰化产物不稳定,化合物3可通过分子内酯交换生成相应的化合物4。

In order to investigate the effects of 3-phenylacetyl, 5-acetyl and 15-acetyl groups in Euphorbia factor L1(1) on anticancer activity, it was designed to synthesize a series of derivatives(3) of compound 1 possessing 5-acyl and 3,15-dihydroxyl. Exposed to potassium carbonate in methanol, compound 1 could be transformed to 3,5,15-trihydroxyl intermediate 2, which was used to synthesize compounds 3 through selective acetylation, propionylation, benzoylation and succinylation of the 5-hydroxyl group of 2. However, the obtained compounds 3 were indicated being instable and could convert into corresponding compounds 4 through intramolecular ester exchange.