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. Author manuscript; available in PMC: 2013 Nov 1.
Published in final edited form as: Bioorg Med Chem Lett. 2012 Sep 7;22(21):6656–6660. doi: 10.1016/j.bmcl.2012.08.105

Table 2. SAR analysis of APJ antagonists: Kojic acid scaffold—left region R3.

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Entry R1 APJ AT1 SI
28 H >79 >79 ND
29 3-NO2-4-Cl 1.75 ± 0.14 >79 >45
30 3-NO2-4-Me 4.70 ± 0.91 (3) >79 >17
31 3-NO2 59.20 ±4.77 (2) >79 ND
32 4-Cl >79 >79 ND
33 4-NO2 3.11 ± 0.68 >79 >25
4.32 ± 1.29 >79 >23
34 4-CN 8.51 ± 1.22 >79 >9
11.50 ± 1.35 >79 >7
35 4-CF3 20.6 (1) >79 ND
36 4-Me >79 >79 ND
37 4-OMe >79 >79 ND
38 4-F >79 >79 ND
39 4-SO2N(CH2) 4 39.90 ± 8.65 >79 ND
40 2-NO2 -5-Cl 58.80 ± 6.30 (2) >79 ND
41 2-Cl-5-NO2 74.10 (1) >79 ND
42 2-Cl >59 >79 ND
43 3-OMe >79 >79 ND
44 3-Me >79 >79 ND
45 3-Cl >79 >79 ND
46 2-Me >79 >79 ND
47 4-OCF3 >79 >79 ND
48 3-CN >79 >79 ND

Potency IC50 (μM), Ave. ± SEM (stdv/sqrt (n)) (n = 4) if number of replicates is different than the default it is noted in parentheses. SI = selectivity index: (IC50 AT1)/(IC50 APJ).