2-去氧-2,3-去氢-N-三氟乙酰基神经氨酸8,9-二硫酸酯衍生物的合成

目的：合成2-去氧-2,3-去氢-N-三氟乙酰基神经氨酸(Neu5FA2en) 8,9-二硫酸酯衍生物。从中筛选有唾液酸酶抑制活性化合物。方法：以氢氧化钡脱除2-去氧-2,3-去氢-N-乙酰基神经氨酸(Neu5Ac2en)的N-乙酰基后，以三氟乙酸乙酯为三氟乙酰化试剂；以三氧化硫三甲胺复合物为硫酸酯化剂，合成目标化合物。结果：得到Neu5FA2en衍生物7个，均为新化合物。 结论：初步生物活性试验表明，所得化合物均具有一定的酶抑制活性，其中（10）的酶抑制活性较强。Neu5FA2en分子中三氟乙酰氨基与硫酸酯基具有协同作用，可增强对酶的抑制活性。

SYNTHESIS OF DERIVATIVES OF 2-DEOXY-2,3-DEHYDRO-N-TRIFLUOROACETYL-8,9-DISULFONEURAMINIC ACID

AIM: To synthesize derivatives of 2 deoxy 2,3 dehydro N trifluoroacetyl 8,9 disulfoneuraminic acid(Neu5FA2en 8,9 disulfates) and investigste their inhibitory activities towards sialidase. METHODS: Using 2 deoxy 2,3 dehydro N acetylneuraminic acid methyl ester(Neu5Ac2en methyl ester) as starting material, barium hydroxide as deacetylation agent, ethyl trifluoroacetate as trifluoroacetylation agent, sulfur trioxide triethylamine complex as sulfation agent, the title compounds were synthesized. RESULTS: Seven derivatives of Neu5Ac2en with N trifluoroacetyl group and/or N trifluoroacetyl 8,9 disulfate groups were synthesized, all of them are new compounds. Primary inhibitory test indicated that all compounds showed sialidase inhibitory activities, among them compound (10) showed strongest activity. CONCLUSION: Route of synthetic of introducing N trifluoroacetyl group and 8,9 disulfate groups to Neu5Ac2en was displayed, and both the groups of trifluoroacetylamino and sulfate in the molecule might enhance the sialidase inhibitory activity.