Optical Control of Antimicrobial Activity in Quinolone Derivatives

  1. Contreras-García, E. 1
  2. Martínez-López, D. 1
  3. Alonso, C.A. 1
  4. Lozano, C. 12
  5. Torres, C. 12
  6. Rodríguez, M.A. 1
  7. Campos, P.J. 1
  8. Sampedro, D. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 Centro de Investigación Biomédica de La Rioja
    info

    Centro de Investigación Biomédica de La Rioja

    Logroño, España

    ROR https://ror.org/03vfjzd38

Journal:
European Journal of Organic Chemistry

ISSN: 1434-193X

Year of publication: 2017

Volume: 2017

Issue: 32

Pages: 4719-4725

Type: Article

DOI: 10.1002/EJOC.201700809 SCOPUS: 2-s2.0-85028598539 WoS: WOS:000408853700008 GOOGLE SCHOLAR

More publications in: European Journal of Organic Chemistry

Institutional repository: lock_openOpen access Postprint

Abstract

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. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim