Abstract

Erysolin and its two metabolites which were found in blood, ERY-GSH and ERY-NAC, were synthesized by alkylation, amination, isothiocyanation and oxidation reactions from 1-bromo-4-chlorobutane and sodium methyl mercaptide. The reaction temperature, time, feed ratios and purification method were also optimized. The synthesis method was simple, green, safe and low-cost. Erysolin, ERY-GSH and ERY-NAC showed good antitumor activities against MCF-7, HeLa, HepG2, A549 and SW480 cells, which suggested that the antitumor mechanism of erysolin can also be clarified from its metabolites in addition to itself.

摘要

Erysolin 及其在血液中发现的两种代谢产物 ERY-GSH 和 ERY-NAC 是由 1-溴-4-氯丁烷和甲硫醇钠通过烷基化、胺化、异硫氰酸化和氧化反应合成的。还优化了反应温度、时间、进料比和纯化方法。该合成方法简单、绿色、安全、成本低。Erysolin、ERY-GSH 和 ERY-NAC 对 MCF-7、HeLa、HepG2、A549 和 SW480 细胞均表现出良好的抗肿瘤活性，这表明除自身外，还可以从其代谢物中阐明 erysolin 的抗肿瘤机制。