Table 3.

Activity at TRPM8 of β-lactams derived from phenylalaninol conjugates.

Compd	Isomers	Isomers ratio	% Blockade 50 µM	% Blockade 5 µM	IC50 (μM)
β-Lactams
12ab	4S,2′S/4R,2′S	83:17	100.0 ± 3.1	92.3 ± 6.2	1.5 ± 1.2
14ab	4S,2′R/4R,2′R	88:12	103 ± 2.7	91.0 ± 4.3	1.2 ± 1.0
24a	3S,4S,2′S	−	110.7 ± 11.7	65.4 ± 6.4	2.4 ± 1.2
25ab	3R,4R,2′S/3S,4R,2′S	85:15	89.2 ± 9.2	68.2 ± 5.6	3.9 ± 1.9
29a	3S,4S,2′R	−	100.0 ± 5.0	97.2 ± 4.8	0.4 ± 1.5
31ab	3R,4R,2′R/3S,4R,2′R	77:23	105.0 ± 5.5	91.0 ± 4.3	1.6 ± 1.3
39a	3S,4S,2′R	−	100.4 ± 3.5	46.6 ± 11.1	6.2 ± 1.1
2-Ketopiperazines
13ab	5S,1′S/5S,1′R	80:20	102.1 ± 7.7	48.9 ± 6.2	17,9 ± 1.3
15ab	5R,1′S/5R,1′R	81:19	106 ± 5.06	101.4 ± 6.1	1.8 ± 1.9
20ab	5S,1′S/5S,1′R	4:96	61.0 ± 5.6	22.3 ± 5.5	18.8 ± 1.7
21ab	5S,1′S/5S,1′R	10:90	92.5 ± 4.3	70.0 ± 6.8	2.0 ± 1.5
26ab	3S,5S,1′S/3S,5S,1′R	81:19	102.4 ± 1.5	93.5 ± 3.4	2,4 ± 1,3
30ab	3R,5R,1′S/3R,5R,1′R	82:18	101.2 ± 11.4	101.7 ± 5.3	0.16 ± 1.6
32ab	3S,5R,1′S/3S,5R,1′R	96:4	115.1 ± 4.5	47.4 ± 6.8	17.4 ± 1.6
38ab	5R,1′S/5R,1′R	86:14	105.5 ± 3.2	66.0 ± 3.3	2.5 ± 1.3
40ab	3R,5R,1′S/3R,5R,1′R	58:42	107.9 ± 2.5	79.1 ± 3.3	0.8 ± 1.2
AMTB					7.3 ± 1.5