Evaluation of a Set of C9 N-acyl Neu5Ac2en Mimetics as Viral Sialidase Selective Inhibitors

Table 1

Chemical structures of compounds 5–14 and their inhibitory activities against sialidase of three different strains of influenza A virus (A/PR/8/34 virus [H1N1], A/Memphis/1/71 virus [H3N2], and A/Duck/313/78 virus [H5N3]).

		Viral sialidase inhibition (IC50, μM)^a			Human sialidase inhibition (IC50, μM)^a
	R	H1N1	H3N2	H5N3	NEU1	NEU2	NEU3	NEU4
2	DANA	1	9	11	143	43	61	74
5	Methyl	22	34	97	58	>1000	>1000	580
6	Phenyl	>1000	>1000	>1000	—	—	—	—
7	Cyclopentyl	850	>1000	>1000	—	—	—	—
8	Cyclopropyl	9	16	98	680	>1000	>1000	825
9	Propyl	97	559	>1000	—	—	—	—
10	2-Methylpropyl	59	>1000	>1000	—	—	—	—
11	Isopropyl	54	680	>1000	—	—	—	—
12	n-Butyl	34	159	>1000	—	—	—	—
13	tert-Butyl	78	770	>1000	—	—	—	—
14	2-Ethylpropyl	698	>1000	>1000	—	—	—	—

^aIC₅₀ values of human sialidases are citied from [39].