. Author manuscript; available in PMC: 2012 May 17.

Published in final edited form as: J Am Chem Soc. 2011 Jul 21;133(32):12834–12841. doi: 10.1021/ja204969m

Table 1. Effect of extending the length of the 6,6-spirane core on potency against WT A/M2 and A/M2-V27A.



Compound	R	IC₅₀ WT A/M2 (μM)	IC₅₀A/M2-V27A (μM)
2		0.9 ± 0.1	> 200
3		12.6 ± 1.1	84.9 ± 13.6
4		8.9 ± 0.6	31.1 ± 2.6
5		16.0 ± 1.8	25.2 ± 1.8

Amantadine		15.7 ± 1.2	> 500

IC₅₀ values were measured versus A/M2 from the Udorn strain of the virus, or the V27A mutant expressed in Xenopus laevis oocytes. All compounds are tested in hydrochloride form. The proton currents and extent of inhibition in the presence of various concentrations of drug were measured as described in methods.