积雪草酸含氮衍生物的合成与表征

Synthesis and Characterization of Nitrogen-Containing Asiatic Acid Derivatives

积雪草酸属于乌苏烷型五环三萜类化合物,主要存在于热带植物积雪草中,具有多种药理活性,如抗炎、抗氧化、降糖、降脂、抗肿瘤等。本文以积雪草酸为先导化合物,将其三个羟基进行乙酰化,C-28位氯代、导入乙醇酸,然后分别与N-Boc乙二胺,N-Boc丁二胺,N-Boc己二胺进行偶联,最后脱除保护基,得到6种新的积雪草酸含氮衍生物,目标化合物的结构经IR、~1H NMR和^(13)C NMR表征得到确证。

Asiatic acid belongs to pentacyclic triterpenoid compounds of the ursane family, and it is mainly in the tropical plant Centella asiatica. It has many pharmacological activities, such as anti-inflammatory, antioxidant, antidiabetic, antihyperlipidemic, anti-tumor and so on. In this paper, asiatic acid was used as the lead compound, protection with acetyl which three oxhydryl groups of asiatic acid, then C-28 carboxyl chlorination, condensation with glycolic acid, coupling with N-Boc-ethylenediamine, N-Boc-butanediamine and N-Boc-hexanediamine, after removing the protecting group, six novel nitrogen-containing asiatic acid derivatives were synthesized. The structure of the target compounds were confirmed by the characterization of IR, 1H NMR and 13C NMR.