Research Article

In Silico Inhibition Studies of Jun-Fos-DNA Complex Formation by Curcumin Derivatives

Table 2

Free energy of binding ( ) and predicted inhibition constant (KI) estimated with AutoDock 4.2.1 and interaction of inhibitors with Jun-Fos complex.

Compounds (kcal/mol)KIPutative polar interactionsHydrophobic residues in 5 Å region

T5224ψ−9.9649.64 nMArg158, Asn271, Ser278, Arg279, Lys282Ala274, Ala275, Leu283
CHC011*−9.59−93.25 nMArg272, Lys282Ile273, Ala275, Leu283
CHC009*−9.52104.26 nMArg158Leu283
CHC007*−9.15196.96 nMArg155, Arg158, Lys282Leu283
BJC004*−9.12207.86 nMLys153Ala150, Ala151
BJC005*−8.94277.86 nMArg155, Arg158, Lys280, Lys282Ala275, Leu283, Ile286
Curcumin sulphate−8.20976.64 nMArg158, Lys280, Lys282Leu283
CHC010*−6.7311.59 μMSer278, Arg279Ala274, Ala275
CHC008*−5.8650.65 μMArg155, Arg158, Ser-276, Lys282Leu283
Cyclocurcumin−5.7561.42 μMArg155, Arg158Ala151, Leu283
CHC003*−5.7362.98 μMArg158, Arg279, Lys280, Lys282Ala275, Leu283
Demethoxycurcumin−5.7263.86 μMArg155, Arg158, Ser276, Arg279Ala275, Leu283
BJC003*−5.6967.22 μMArg158, Arg279Leu283
CHC004*−5.6671.36 μMArg158, Lys280, Lys282Leu283
CHC006*−5.45101.79 μMArg158, Arg279Leu283
CHC002*−5.32125.57 μMArg155, Arg158, Arg279, Lys280, Lys282Ala275, Leu283
Bisdemethoxycurcumin−5.30130.44 μMArg158, Ser276, Arg279Leu283
Curcumin (keto)−5.27136.46 μMArg158, Asn271, Arg279, Lys282Ala274, Ala275, Leu283
Curcumin (enol)−5.25141.66 μMArg158, Ser276, Lys282Ala275, Leu283
CHC005*−5.24144.93 μMArg158Leu283
CHC001*−5.19156.49 μMArg158, Lys282Ala275, Leu283, Ile286
α-Turmerone−5.13172.61 μMLys282Ala150, Ala151, Leu283
β-Turmerone−5.05197.55 μMLys282Ala275, Leu283
Tetrahydrocurcumin−5.05199.62 μMArg155, Arg158, Ser276, Arg279Leu283
Curcumin glucuronide−4.61418.23 μMArg155, Arg158, Arg279, Lys282Ala151, Leu283, Ile286
Dihydroguaiaretic acidψ−4.43569.58 μMSer278, Arg279Ala151, Ala275, Leu283
Resveratrolψ−4.20829.30 μMSer154, Lys282Ala151, Leu283
Hexahydrocurcuminol−4.081.02 mMArg155, Arg158, Ser276, Lys280, Lys282Ala275, Leu283
Hexahydrocurcumin−4.071.04 mMArg158, Ser276, Arg279Ala275, Leu283, Ile286

*Synthetic curcumin-based inhibitors of Jun-Fos-DNA complex formation.
ψKnown inhibitors of Jun-Fos-DNA complex formation.