Synthesis, characterization and in vitro photodynamic antimicrobial activity of basic amino acid–porphyrin conjugates

New aminoporphyrins bearing urea derivative substituents: synthesis, characterization, antibacterial and antifungal activity

“…Among different porphyrin complexes, CoP 1 showed the highest antibacterial and antifungal activity. The literature survey revealed that antibacterial and antifungal activity of these 5,10,15-tris(4-aminophenyl)-20-(N,N-dialkyl/ diaryl-N-phenylurea) porphyrins (P 1 -P 4 ) and their Mn and Co complexes (MnP and CoP) were comparable and in some cases, even superior to previously synthesized porphyrins and metalloporphyrins in terms of the growth inhibitory effects (Li et al 1997;Beirão et al 2014;Prasanth et al 2014;Meng et al 2015;Zoltan et al 2015).…”

“…In the recent years, porphyrins have been studied as flexible model compounds. It is possible to obtain useful biologically active materials by changing the peripheral functional groups in porphyrin skeleton and central metal atom in porphyrin core (Li et al 1997;Beirão et al 2014;Prasanth et al 2014;Meng et al 2015;Zoltan et al 2015). Their properties can be tuned for specific application by metalation and/or by introducing substituents selectively at their β or meso-position (Goodrich et al 2013;Nowak-Król and Gryko 2013).…”

Synthesis and Photophysical Properties of Low Symmetrical Porphyrin-Amino Acid Conjugates and Their Zn Complexes

“…We find out, that precooling of the reaction mixture at 0 o C before addition of the porphyrin 3 and stirring at the same temperature for maximum 1 h and further stirring at room temperature overnight give the porphyrin 4a with 75 % yield. As described in literature [5,11] ethyl chloroformate is more effective as activating agent for carboxylic group coupling reaction especially to form porphyrin-amino acid tetraconjugates. The activation of Boc-glycine with ethyl chloroformate in DCM in presence of TEA at 0 o C before addition of the porphyrin 3 and further stirring of the reaction mixture at the same temperature overnight gives desired porphyrin 4a in almost quantitative yield.…”

“…[4] Some porphyrins coupled with amino acids have been also reported to have interesting characteristic for PDT. [5][6][7][8][9][10][11] The porphyrin-amino acid conjugates were synthesized via coupling reaction of the mesophenylporphyrins containing from one to four aminophenyl fragments with protected (Boc or Fmoc) amino acids or by coupling meso-carboxyphenylporphyrins with amino acids. Only one example of the second approach was found.…”

Influence of N atom number and form on the photodynamic activities of zinc phthalocyanines

“…The photodecomposition of ADMA was monitored by measuring the absorbance at about 378 nm in 60 s intervals of irradiation. Plotting the absorbance change of ADMA against the irradiation time affords a line, the ADMA decay rate was indicated the relative 1 O 2 yield of the ZnPcs [20]. The absorbance decline of ADMA at 378 nm for three groups of phthalocyanine under irradiation by 665 nm LED in 5 min was showed in Fig.…”