Structure–activity relationship and molecular docking analysis of cysteine‐containing dipeptides as antioxidant and ACE inhibitory

Abstract

SummaryComparative molecular field analysis (CoMFA), comparative similarity index analysis (CoMSIA) and hologram QSAR (HQSAR) were used to identify the relationship between the structure of cysteine‐containing dipeptide with antioxidant and ACE inhibitory activity; then, molecular docking, ADME prediction and thermostability assay were applied to illustrate the performance in docking with ACE, metabolic information and thermostability of the strongest activity dipeptide. According to pIC50 of 2, 2‐diphenyl‐1‐picrylhydrazyl (DPPH) and 2, 2′‐azinobis‐(3‐ethyl‐benzothiazoline‐6‐sulphonate) (ABTS), constructed CoMFA, CoMSIA and HQSAR models predicted the structural properties of carboxyl of C‐terminus impacted on the antioxidant activity. The properties of side chain of C‐terminus influenced on the ACE inhibitory activity based on CoMFA, CoMSIA and HQSAR models. As the strongest multifunctional cysteine‐containing dipeptide, CW interacted with ACE by S1 pocket, S2 pocket, Zn2+. It was promising for CW to utilise in the functional foods due to less interference in normal life activities, high oral bioavailability and stability under 70 °C.