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We explored the potential for creating photoswitchable antibiotic hybrids by attaching pharmacophores norfloxacin\/ciprofloxacin and azoisoxazole (photoswitch). All compounds exhibited a moderate to a high degree of bidirectional photoisomerization, long thermal <jats:italic>cis<\/jats:italic> half\u2010lives, and impressive photoresistance. Gram\u2010negative pathogens were found to be insensitive to these hybrids, while against Gram\u2010positive pathogens, all hybrids in their <jats:italic>trans<\/jats:italic> states exhibited antibacterial activity that is comparable to that of the parent drugs. Notably, the toxicity of the irradiated hybrid <jats:bold>6<\/jats:bold> was found to be 2\u2010fold lower than the nonirradiated <jats:italic>trans<\/jats:italic> isomer, indicating that the pre\u2010inactivated <jats:italic>cis<\/jats:italic>\u2010enriched drug can be employed for the site\u2010specific treatment of bacterial infection using light, which could potentially eliminate the unwanted exposure of toxic antibiotics to both beneficial and untargeted harmful microbes in our body. Molecular docking revealed different binding affinity of the <jats:italic>cis<\/jats:italic> and <jats:italic>trans<\/jats:italic> isomers with the topoisomerase IV enzyme, due to their different shapes.<\/jats:p>","DOI":"10.1002\/cbic.202300851","type":"journal-article","created":{"date-parts":[[2024,2,26]],"date-time":"2024-02-26T23:35:26Z","timestamp":1708990526000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Photoisomerization and Light\u2010Controlled Antibacterial Activity of Fluoroquinolone\u2010Azoisoxazole Hybrids"],"prefix":"10.1002","volume":"25","author":[{"given":"Anirban","family":"Dolai","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Calcutta  92\u2005A.P.C. 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