Abstract:

In order to find α-eleostearic acid derivatives with potential biological activity, a series of α-eleostearic amides derived from α-eleostearic acid was synthesized: α-eleostearic-3-methylbenz-amide(3a), α-eleostearic-4-methoxybenz-amide(3b), α-eleostearic-4-trifluoromethbenz-amide(3c), α-eleostearic-4-fluorobenz-amide(3d), α-eleostearic-3-chlorobenz-amide(3e), α-eleostearic-2, 3-dichlorobenz-amide(3f), α-eleostearic-3-methylcyclohexan-amide(3g). The products were confirmed by FT-IR, ¹H NMR, ¹³C NMR and HPLC-MS. The results of biological activity experiments showed that compound 3c had good inhibitory effect on hepatocarcinoma cells HepG2, rectal carcinoma cells DLD-1 and breast cancer cells MCF-7. The 50% inhibition concentration of compound 3f on HepG2 was 55.58 μmol/L, which was similar to the 50% inhibition concentration of 5-fluorouracil. All compounds had inhibitory activity against Staphyloccocus aureus and Escherichia coli. Moreover, compound 3f had preferable antibacterial activity against Staphyloccocus aureus, the 50% inhibition concentration was 0.022 μmol/L, which was similar to ampicillin sodium and had the potential to replace antibiotics in animal feed.

Key words: α-eleostearic acid, amides, biological activity