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Optical Control of Antimicrobial Activity in Quinolone Derivatives
Author(s) -
ContrerasGarcía Elena,
MartínezLópez David,
Alonso Carla Andrea,
Lozano Carmen,
Torres Carmen,
Rodríguez Miguel A.,
Campos Pedro J.,
Sampedro Diego
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700809
Subject(s) - chemistry , nalidixic acid , antimicrobial , combinatorial chemistry , rationalization (economics) , ciprofloxacin , quinolone , quantum yield , antibiotics , solubility , nanotechnology , organic chemistry , fluorescence , biochemistry , philosophy , physics , materials science , epistemology , quantum mechanics
A series of photoswitchable compounds based on the antibiotics nalidixic acid and ciprofloxacin has been designed and prepared. Different photoactive moieties have been used as templates in order to allow for the photocontrol of the antimicrobial properties while providing the adequate photophysical features and solubility required for practical applications. The designed compounds feature strong absorptions up to the visible region, are water‐soluble and photoisomerize with high quantum yield. In the best case, a clear difference in the antimicrobial activity expressed as the minimal inhibitory concentration between the initial and the irradiated species was found. The complementary computational study allowed for the rationalization of the results found.