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Non\u2010charged DPPs showed an intense absorption band centered at about 480\u2009nm and green fluorescence emission (\u03a6<jats:sub>F<\/jats:sub>\u2009~\u20090.7) in acetonitrile. The absorption of <jats:bold>MePyridyl\u2010DPP<\/jats:bold> was bathochromically shifted at 510\u2009nm, with decreased fluorescence emission. <jats:bold>Sulfonamide\u2010DPP<\/jats:bold> and <jats:bold>Dipyridyl\u2010DPP<\/jats:bold> photosensitized the formation of O<jats:sub>2<\/jats:sub>(<jats:sup>1<\/jats:sup>\u0394<jats:sub>g<\/jats:sub>) (\u03a6<jats:sub>\u0394<\/jats:sub>\u2009~\u20090.15\u20130.17), while the production induced by <jats:bold>MePyridyl\u2010DPP<\/jats:bold> was at least 10 times lower. Furthermore, these DPPs produced a photoreduction of NBT similar to that of the control. Photodynamic inactivation induced by DPPs was first investigated at the single\u2010bacterium level of <jats:italic>Staphylococcus aureus<\/jats:italic> attached to a surface. After 30\u2009min irradiation, <jats:bold>MePyridyl\u2010DPP<\/jats:bold> produced a complete eradication of the bacteria. In bacterial cell suspensions, dicationic DPP induced more than 7 log<jats:sub>10<\/jats:sub> decrease in <jats:italic>S. aureus<\/jats:italic> cell survival after 30\u2009min irradiation. Potentiation with iodide anions allowed a complete elimination of bacteria after 15\u2009min therapy. This compound was also effective to eliminate <jats:italic>S. aureus<\/jats:italic> cells on biofilms. The results show that <jats:bold>MePyridyl\u2010DPP<\/jats:bold> bearing two positive groups provides an amphiphilic character to the structure that improves the interaction with the cell envelop. This effect enhances the photocytotoxic activity of <jats:bold>MePyridyl\u2010DPP<\/jats:bold> against bacteria.<\/jats:p>","DOI":"10.1111\/php.13741","type":"journal-article","created":{"date-parts":[[2022,11,7]],"date-time":"2022-11-07T08:55:58Z","timestamp":1667811358000},"page":"1131-1141","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Diketopyrrolopyrrole Derivatives as Photosensitizing Agents against <i>Staphylococcus aureus<\/i>"],"prefix":"10.1111","volume":"99","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2067-8954","authenticated-orcid":false,"given":"Mar\u00eda E.","family":"P\u00e9rez","sequence":"first","affiliation":[{"name":"IDAS\u2010CONICET, Departamento de Qu\u00edmica, Facultad de Ciencias Exactas, F\u00edsico\u2010Qu\u00edmicas y Naturales Universidad Nacional de R\u00edo Cuarto  C\u00f3rdoba Argentina"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6019-4068","authenticated-orcid":false,"given":"Vitor A. 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