Thiophenethieno[2,3-b]pyridine-chitosan nanorods; synthesis, characterization, BSA-Binding and kinetic interactions with BSA, antibacterial and in-vitro release studies

Abstract

The current work aimed to developed and investigate the potential of thiophenethieno[2,3−b]pyridine-chitosan nanorods (CS−TTP) for the drug delivery system, BSA-binding and antibacterial activity for biomedical applications. Thiophenethieno[2,3−b]pyridine (TTP), a new member of thieno[2,3−b]pyridine containing thiophene moiety, has been synthesized and loaded on chitosan nanoparticle to give CS−TTP nanorods. Interestingly, CS−TTP showed a rod-like structure with a thickness of 5 nm and a length of 40 nm with uniform size over their entire length. The in vitro TTP release from CS−TTP was investigated in different pH media and the basic medium was found to be the optimal release condition. In-vitro BSA−binding to TPT, TTP, and CS−TTP were investigated because the potential of these compounds to act as pharmaceutical agents depends on their binding ability. The stopped-flow technique was used to obtain the kinetic parameters and also to suggest a mechanism. The results showed that the formation of CS−TTP nanorods enhances the binding rate and kinetic stability through coordination affinity compared to TPT and TTP and also change the pathway mechanism. Additionally, the antibacterial assessments on four bacteria strain correlated very well with the kinetic stability as BSA−CS−TTP is the kinetically most stable and also showed better antibacterial activity compared to BSA−TPT and BSA−TTP.