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. Author manuscript; available in PMC: 2019 May 1.
Published in final edited form as: Bioorg Med Chem. 2018 Feb 10;26(8):1547–1559. doi: 10.1016/j.bmc.2018.01.032

Figure 4.

Figure 4

Effects of thioamidiation and aromatic nitration in strucurally related adamantyl phthalimidines on levels of secreted TNF-α. The compounds listed in each bar pair differ only at the site of indicated subsitution. Data extrapolated from Table 1 and presented graphically as the mean % change of TNF-α activity relative to the control. (a) Comparison of thioamide (C=S) and amide (C=O) congeners on levels of secreted TNF-α. Thioamides are shown as the left bar of each pair; their corresponding amides appear on the right. (b) Comparison of 4-nitro (-NO2) and 4-hydro (-H) substituted congeners on levels of secreted TNF-α. Phthalimidines with 4-nitro-substituted isoindolinone cores are depicted as the left bar of each pair; their corresponding unsubstituted 4-hydro version appears on the right.