This study focuses on synthesis, identification, distribution and interaction of water-soluble chlorophyll pigments with bacteria and fungi as new potential photosensitizers for antimicrobial photodynamic therapy. Pheophorbide 17(3)-methyl ester was functionalized by covalent attachment of one, two or three charged –N(CH₃)₃⁺ groups to reach sufficient solubility in an aqueous medium and enhance the PS antibacterial activity towards different bacterial strains. The pigments have been identified via UV-VIS, emission, IR-, NMR- and MS-spectra. All species are found to be well-soluble in water and stable both in a solution and a solid state. They are able to generate singlet oxygen with a sufficient quantum yield and reveal affinity to lipid cell membranes. The latter effect, however, strongly depends on the intrinsic charge of a pigment molecule. Microbiological studies do indicate that even highly diluted pigment solutions efficiently kill Gram-positive bacteria and fungi but not Gram-negative bacterial cells. The increase of photosensitizer concentration and addition of certain agents enhancing the permeability of the outer membrane of Gram-negative bacteria provide total inactivation of opportunistic microflora. These results reveal a great potential of charged chlorophyll pigments to treat wound infections and bacterial biofilms that often reveal significant resistance to standard antibiotic therapy.

这项研究的重点是水溶性叶绿素色素与细菌和真菌的合成，鉴定，分布和相互作用，作为抗菌光动力疗法的新型潜在光敏剂。通过共价连接一个，两个或三个带电的-N（CH ₃）₃ ⁺基团来官能化Phophphorbide 17（3）-甲酯，使其在水性介质中具有足够的溶解度，并增强PS对不同细菌菌株的抗菌活性。颜料已通过UV-VIS，发射，IR，NMR和MS光谱。发现所有种类都很好地溶于水，并且在溶液和固态中均稳定。它们能够以足够的量子产率产生单线态氧，并显示出对脂质细胞膜的亲和力。但是，后者的效果在很大程度上取决于颜料分子的固有电荷。微生物学研究确实表明，即使高度稀释的色素溶液也能有效杀死革兰氏阳性细菌和真菌，但不能杀死革兰氏阴性细菌细胞。光敏剂浓度的增加和某些试剂的添加增强了革兰氏阴性细菌外膜的通透性，从而使机会微生物区系完全失活。