TY - JOUR
T1 - An investigation of the biochemical properties of tetrazines as potential coating additives
AU - Jaiswal, Swarna
AU - Varma, P. C.Rajath
AU - O'Neill, Luke
AU - Duffy, Brendan
AU - McHale, Patrick
N1 - Funding Information:
The authors would like to gratefully acknowledge Mr. Michael Whelan for SEM assistance. The authors also wish to acknowledge the Dublin Institute of Technology (Dublin, Ireland) for funding under the ABBEST scholarship programme, Enterprise Ireland under the ARE Programme and Sol ECoat ( TD-07-346 ) and PRTLI 4 under the INSPIRE Program.
PY - 2013/5/1
Y1 - 2013/5/1
N2 - 1,2,4,5-Tetrazine and its 3,6-disubstituted derivatives are currently used for a range of industrial and medical applications as they exhibit particular coordination chemistries, characterised by electron and charge transfer phenomena. The aim of the present work is to synthesise two tetrazine derivatives, namely 3,6-dihydrazino-1,2,4,5-tetrazine (DHDTZ) and 1,2,4,5-tetrazine dicarboxylic acid (DCTZ), and determine their antibacterial, antioxidant and anticorrosion characteristics as additives in a sol-gel coating on SS316L steel. The structure of the tetrazines was confirmed by NMR and FTIR while the surface morphology of bacterial cells in their presence was observed by AFM. Their ability to inhibit corrosion on 316L stainless steel was electrochemically determined using a potentiodynamic scanning (PDS) technique. The corrosion inhibition results showed that the acidic DCTZ provided the best corrosion protection. The concentration-dependent antioxidant capacity of the tetrazines was confirmed by both DPPH radical scavenging activity and FRAP assays, showing higher activity for DHDTZ than DCTZ. Furthermore, a DHDTZ doped sol-gel solution was prepared and curing parameter (temperature and time) was optimised for coating on microtitre wells and stainless steel panel. The antibacterial activity of the coated surfaces against Pseudomonas aeruginosa ATCC 27853 and the biofilm forming bacteria Staphylococcus epidermidis CSF 41498 was determined. DHDTZ showed significantly higher antibacterial activities with MIC as low as 31 ppm compared to 250 ppm for DCTZ.
AB - 1,2,4,5-Tetrazine and its 3,6-disubstituted derivatives are currently used for a range of industrial and medical applications as they exhibit particular coordination chemistries, characterised by electron and charge transfer phenomena. The aim of the present work is to synthesise two tetrazine derivatives, namely 3,6-dihydrazino-1,2,4,5-tetrazine (DHDTZ) and 1,2,4,5-tetrazine dicarboxylic acid (DCTZ), and determine their antibacterial, antioxidant and anticorrosion characteristics as additives in a sol-gel coating on SS316L steel. The structure of the tetrazines was confirmed by NMR and FTIR while the surface morphology of bacterial cells in their presence was observed by AFM. Their ability to inhibit corrosion on 316L stainless steel was electrochemically determined using a potentiodynamic scanning (PDS) technique. The corrosion inhibition results showed that the acidic DCTZ provided the best corrosion protection. The concentration-dependent antioxidant capacity of the tetrazines was confirmed by both DPPH radical scavenging activity and FRAP assays, showing higher activity for DHDTZ than DCTZ. Furthermore, a DHDTZ doped sol-gel solution was prepared and curing parameter (temperature and time) was optimised for coating on microtitre wells and stainless steel panel. The antibacterial activity of the coated surfaces against Pseudomonas aeruginosa ATCC 27853 and the biofilm forming bacteria Staphylococcus epidermidis CSF 41498 was determined. DHDTZ showed significantly higher antibacterial activities with MIC as low as 31 ppm compared to 250 ppm for DCTZ.
KW - Antibacterial
KW - Anticorrosion
KW - Coating
KW - Sol-gel
KW - Tetrazine
UR - https://www.scopus.com/pages/publications/84875231291
U2 - 10.1016/j.msec.2012.12.094
DO - 10.1016/j.msec.2012.12.094
M3 - Article
C2 - 23498214
AN - SCOPUS:84875231291
SN - 0928-4931
VL - 33
SP - 1925
EP - 1934
JO - Materials Science and Engineering C
JF - Materials Science and Engineering C
IS - 4
ER -