New highly soluble phenoxy-substituted phthalocyanine and azaphthalocyanine derivatives: Synthesis, photochemical and photophysical studies and atypical aggregation behavior

Gaining Access to Bacteria through (Reversible) Control of Lipophilicity

“…The obtained PSs were assessed for their singlet oxygen generation in DMF and H 2 O. Their Φ Δ values were measured by the relative method, using 1,3‐diphenylisobenzofuran (DPBF) in DMF and 9,10‐anthracenyl‐bis(methylene)dimalonic acid (ABMDMA) in H 2 O as reactive traps for photogenerated 1 O 2 , and excitation with visible light filtered below 610 nm. The concentration of the scavenger (DPBF) was monitored spectroscopically at 414 nm as a function of the irradiation time of the PS, from which the values of Φ Δ were determined.…”

“…Singlet oxygen is commonly considered to be the main species involved in PDT,a nd thus PSs with higher singlet oxygen quantum yields (F D )a re usually regarded as the most promising ones.T he obtained PSs were assessed for their singlet oxygen generation in DMF and H 2 O. Their F D values were measured by the relative method, [32] using 1,3-diphenylisobenzofuran (DPBF) in DMF and 9,10-anthracenyl-bis(methylene)dimalonic acid (ABMDMA)i nH 2 Oa sr eactive traps for photogenerated 1 O 2 ,a nd excitation with visible light filtered below 610 nm. The concentrationo ft he scavenger (DPBF) was monitored spectroscopically at 414 nm as af unctiono ft he irradiation time of the PS, from which the values of F D were determined.U nsubstitutedZnPc was used as ar eference compound (F D ZnPc = 0.56 in DMF).…”

Tetrapyrazinoporphyrazines and their metal derivatives. Part I: Synthesis and basic structural information

“…Metal free, Zn II , Co II and Ni II complexes bearing eight 2,6-diisopropyl [TPyz65PzM] or 2,6-diphenyl [TPyz69PzM] substituted aryloxy groups (Chart 15) were obtained by direct heating of the corresponding dinitriles in quinoline (metal free, yield 40%) M a n u s c r i p or in quinoline in the presence of the corresponding metal acetates in yields typically close to 55% [145,146]. The procedure was subsequently used for the synthesis of a number of metal complexes of derived TPyzPz bearing bulky substituents in 2,6-positions that efficiently prevent aggregation in organic solvents ([TPyz66PzM] - [TPyz68PzM], Chart 15, Table 7) [150,151,153,160,229]. Interestingly, the hydroxy substituted derivative [TPyz67bPzZn] was not obtained by direct cyclotetramerization of the corresponding precursor, but cleavage of the methoxy groups in [TPyz67aPzZn] by BBr 3 was employed instead [153].…”

“…The procedure was subsequently used for the synthesis of a number of metal complexes of derived TPyzPz bearing bulky substituents in 2,6-positions that efficiently prevent aggregation in organic solvents ([TPyz66PzM] - [TPyz68PzM], Chart 15, Table 7) [150,151,153,160,229]. Interestingly, the hydroxy substituted derivative [TPyz67bPzZn] was not obtained by direct cyclotetramerization of the corresponding precursor, but cleavage of the methoxy groups in [TPyz67aPzZn] by BBr 3 was employed instead [153].…”

Investigation of In vitro PDT Activities and In vivo Biopotential of Zinc Phthalocyanines Using 131I Radioisotope

“…The crude products were purified by column chromatography on silica gel (toluene-THF, 12: 1). ture procedure (17,18). Non-substituted Zn(II)Pc was used as reference compound (Φ D (DMSO) = 0.67) and 1,3diphenylbenzofuran (DPBF) was employed as 1 O 2 scavenger (18,19).…”