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ORIGINAL RESEARCH

Docking Study, Synthesis, and Anti-Inflammatory Potential of Some New Pyridopyrimidine-Derived Compounds

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Pages 451-463 | Published online: 20 Jan 2022

Figures & data

Figure 1 Representative examples of previously identified anti-inflammatory pyridines (1–3), pyrimidines (4, 5), azo containing derivatives (6,7), tricyclic pyridopyrimidine (8), and target compounds IIIa–i.

Figure 1 Representative examples of previously identified anti-inflammatory pyridines (1–3), pyrimidines (4, 5), azo containing derivatives (6,7), tricyclic pyridopyrimidine (8), and target compounds IIIa–i.

Scheme 1 The synthetic pathway of molecules IIIa–i. Reagents and conditions: a) NaOC2H5, C2H5OH, reflux, 6h, 99%; b) NaNO2, HCl, 0 oC, 2 h; c) Aromatic aldehyde, NaOH, stirring, 0 oC, 12 h; d) conc. HCl, methanol, rt, 7h, 66–93%.

Scheme 1 The synthetic pathway of molecules IIIa–i. Reagents and conditions: a) NaOC2H5, C2H5OH, reflux, 6h, 99%; b) NaNO2, HCl, 0 oC, 2 h; c) Aromatic aldehyde, NaOH, stirring, 0 oC, 12 h; d) conc. HCl, methanol, rt, 7h, 66–93%.

Scheme 2 The reasonable mechanism for compound III formation.

Scheme 2 The reasonable mechanism for compound III formation.

Table 1 NMR Data of the Novel Compounds IIIa-I

Table 2 In vitro COXs Inhibitory Action of Molecules IIIai

Table 3 In vivo Anti-Inflammatory Activities of Compounds IIIai

Table 4 Gastric Ulcerogenic Effect of Compounds IIIfh

Table 5 The Virtual Docking Data of Compounds IIId, IIIf, IIIg, IIIi and SC-558

Figure 2 The 2D (right panel) and 3D (left panel) putative binding mode of SC-558.

Figure 2 The 2D (right panel) and 3D (left panel) putative binding mode of SC-558.

Figure 3 The 2D (right panel) and 3D (left panel) putative binding mode of compounds IIIf and IIIg.

Figure 3 The 2D (right panel) and 3D (left panel) putative binding mode of compounds IIIf and IIIg.