Effect of Constituent Units, Type of Interflavan Bond, and Conformation on the Antioxidant Properties of Procyanidin Dimers: A Computational Outlook

Table 1

Molecular properties and stability () of the procyanidin dimers optimized in aqueous medium (SMD model) using the M05-2X/6- DFT method.

Procyanidin dimer	Dihedral angle (degrees)	Molecular surface area; (Å^2)	Relative energy ( kcal/mol)
PB3 Com	114.20 (C3–C4–C8–C9)	745.9	3.49
PB3 Ext	−35.39 (C3–C4–C8–C9)	678.5	6.49
PB4 Com	102.08 (C3–C4–C8–C9)	744.4	0
PB4 Ext	−65.12 (C3–C4–C8–C9)	677.3	0.23
PB5	101.72 (C3–C4–C6–C7)	748.9	5.05
PB6	−59.32 (C3–C4–C6–C7)	751.4	3.12
PB7	101.37 (C3–C4–C6–C7)	745.3	4.63
PB8	−59.49 (C3–C4–C6–C7)	749.8	4.55

PB3 (C4α–C8, catechin); PB4 (C4α–C8, catechin-epicatechin); PB5 (C4β–C6, epicatechin); PB6 (C4α–C6, catechin); PB7 (C4β–C6, epicatechin-catechin); PB8 (C4α–C6, catechin-epicatechin).
was calculated as the difference in free energy between the lowest-energy dimer and the remaining dimers.