Research Article

Hydrogen Bond Acceptors and Additional Cationic Charges in Methylene Blue Derivatives: Photophysics and Antimicrobial Efficiency

Table 1

Characteristic values of methylene blue and its derivatives MB-1 to MB-6, where describes the maximum of the absorption; the dimerisation was detected in a concentration range between 10–200 μM; the photostability is described with the ratio of the height of the absorption maximum after irradiation to height of the maximum before irradiation with 180000 laser pulses; and are the rise and decay time of the time resolved singlet oxygen luminescence, respectively; is the quantum yield of singlet oxygen generation relatively to the quantum yield of methylene blue, which is found in literature to be 0.52 [43]; 1.00 is the quantum yield of MB set to 1.00, to simplify the comparison. For the values of the quantum yield an error of 10% in regard to the measurement procedure had to be estimated. “overlap” describes the uptake of the lamp emission spectrum by the different photosensitizers at a concentration of 10 μM. “Eff.Tox.” describes therefore the predicted effective toxicity that was calculated by multiplication of 1.00 (ref. MB) with the value of the overlap.

PS
dimeriz.
photostab.
1.00 (ref. MB) 1.00 (ref. MB)Overlap Eff.Tox.

MB664Yes95%3.511.64 0.52*1.0054.454
MB-1653.5No82%3.471.930.45 ± 0.050.8743.137
MB-2650.5No81%3.571.760.38 ± 0.040.7338.728
MB-3643.5No95%3.441.920.47 ± 0.050.9038.435
MB-4663.5Yes97%3.511.780.51 ± 0.050.9844.544
MB-5662Yes96%3.461.700.41 ± 0.040.7945.436
MB-6649No95%3.471.760.35 ± 0.040.6729.620