Antioxidant Properties of Lapachol and Its Derivatives and Their Ability to Chelate Iron (II) Cation: DFT and QTAIM Studies

Table 1

Values (kJ/mol) of metal ion affinity (MIA), metal binding enthalpy, and metal binding free energy in various media at B3LYP/6-311++G(d,p).

	Gas			Acetonitrile			Benzene
Complexes	MIA			MIA			MIA
aLa1	—	—	—	—	—	—	−448.997	−451.478	−411.684
aLa2	−1876.9	−1879.4	−1841.2	−135.203	−137.681	−97.466	—	—	—
aLa3	−976.6	−979.1	−935.9	—	—	—	—	—	—
aLa4	−956.6	−959.1	−922.2		−164.834		−412.429	−414.910	−369.907
aLa5	−961.8	−964.2	−928.2	−162.356	−1741.940	−116.344	−524.769	−527.248	−479.892
aLa6	−2558.1	−2560.6	−2524.5	−1739.462	−1739.462	−1701.550	−2038.123	−2040.602	−1998.901
aLa7	−2594.9	−1879.4	−2561.2	—	—	—	—	—	—
aLa52
aLa53	1178.75	1181.2	−1131.1	−207.6	−210.100	−159.3
bLa1	−2018.37	−201840.2	−201797.9	−146.868	−149.346	−99.155	—	—	—
bLa2	−941.0	−943.5	−1841.2	−51.541	−540.017	−8.210	—	—	—
bLa3	−1105.1	−989.7	−2254.5	—	—	—	—	—	—
bLa6	−2612.5	2208.5	−2574.6	—	—	—	—	—	—
bLa7	−10595.28	−1153.7	−105911.0	—	—	—	—	—	—
cLa1	−1152.3	−115478.7	−1106.8	−190.365	−192.843	−141.272	−564.464	−566.945	−512.030
cLa2	−1101.3	−1103.7	−1058.3	−169.374	−171.852	−126.575	−521.939		−443.670
cLa3	−1118.3	1120.8	−1073.1	—	—	—	—	—	—
cLa6	−1198.5	−1201.0	−1161.7	—	—	—	−618.392	−620.870	−577.61
cLa7	−105980.9	−105983.4	−105938.6	−104253.8	−104256.3	−104210.4	−105363.7	−105366.1	−105316.6