Abstract
The preparation of novel metal-free phthalocyanines and metallophthalocyanine complexes 6 and 7 (MPcs, M = Co, Zn, Cu and Mn), with four peripheral 6-hydroxy-4-methylcoumarin and 6-hydroxycoumarin substituents, were prepared by cyclotetramerization of compounds 4 and 5 with the corresponding metal salts (Zn(OAc)(2)center dot 2H(2)O, Co(OAc)(2)center dot 4H(2)O, CuCl, Mn(OAc)(2)center dot 4H(2)O) as a template for macrocycle formation in 2-(N,N-dimethylamino)ethanol whereby a mixture of four different structural isomers is obtained; two of these isomers, with C2 ''- and Cs-symmetry are isolated by HPLC and characterized by FT-IR, UV-vis, elemental analyses, H-1 NMR and C-13 NMR spectroscopies. The electronic spectra exhibit a band of coumarin identity together with characteristic bands of the phthalocyanine core. The new compounds were screened for antibacterial activity. Most of them are more active against E. coli and S. aureus.