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. 2018 Jan 17;8:1001. doi: 10.3389/fphar.2017.01001

Table 3.

Pi-Pi bonds (π-π bonds) formed by 4-ferrocenyl aniline (PFA), 1-(4-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DPC1), 1-(3-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DMC1), 1-(2-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DOC1), bis (diphenylacetato) cadmium (II) (DPAA), bis (4-chlorophenylacetato) cadmium (II) (CPAA) and standard drugs against alpha amylase (AA), C-alpha glucosidase (C-AG), N-alpha glucosidase (N-AG), aldose reductase (AR), glucokinase (GK), glycogen phosphorylase (GP), fructose-1,6-bisphosphatase (FBP1), phosphoenolpyruvate carboxykinase (PEPCK), 11β-hydroxysteroid dehydrogenase-1 (11β-HSD1), glycogen synthase kinase-3β (GSK-3β), peroxisome proliferator-activated receptor γ (PPAR-γ), phosphatidylinositol 3 kinase (PI3K), phosphorylated-Akt (p-Akt), dipeptidyl peptidase-IV (DPP IV) and protein tyrosine phosphatase 1B (PTP-1B).

Proteins PDB ID PFA DPC1 DMC1 DOC1 DPAA CPAA Standard drugs
π-π bonds Amino acids π-π bonds Amino acids π-π bonds Amino acids π-π bonds Amino acids π-π bonds Amino acids π-π bonds Amino acids π-π bonds Amino acids
AA 2QMK 1 GLN302 1 PHE348 0 0 1 TRP316 0 0A
C-AG 3TON 0 0 0 0 0 0 0A
N-AG 2QMJ 2 GLY157 0 0 0 0 0 0A
LYS48
AR 1US0 2 ALA299 2 TRP20 2 TRP20 3 TRP20 0 0 0B
TRP111 TRP111 TRP111 TRP111
PHE122
GK IV4S 0 1 SER64 0 0 1 HIS218 0 0B
GP 1L7X 0 0 0 0 0 0 0B
FBP1 2JJK 0 0 0 0 0 0 0B
PEPCK 1KHB 0 0 0 0 0 0 0B
11β-HSD1 2BEL 0 0 0 1 TYR183 1 TYR177 1 TYR177 0C
GSK-3β 1Q4L 0 0 0 0 0 0 0D
PPAR-γ 2PRG 0 0 0 0 0 0 0E
PI3K 1E7U 0 0 0 0 0 1 TYR608 0E
p-Akt 3O96 0 0 0 1 TRP80 0 1 TRP80 1E TRP80
DPP IV 2ONC 0 0 0 0 1 TRP154 0 0F
PTP-1B 2F70 0 0 0 0 0 0 0G

Standard inhibitors or activator of pathways are: (A) miglitol, (B) metformin, (C) carbenoxolone, (D) thiadiazolidinone-8, (E) rosiglitazone, (F) sitagliptin, and (G) ertiprotafib. Amino acids are: ALA, alanine; GLN, glutamine; GLY, glycine; HIS, histidine; LYS, lysine; PHE, phenylalanine; SER, Serine; TRP, tryptophan; TYR, tyrosine.