Excited-State Dynamics of Proflavine after Intercalation into DNA Duplex

Molecules. 2022 Nov 23;27(23):8157. doi: 10.3390/molecules27238157.

Abstract

Proflavine is an acridine derivative which was discovered as one of the earliest antibacterial agents, and it has been proven to have potential application to fields such as chemotherapy, photobiology and solar-energy conversion. In particular, it is well known that proflavine can bind to DNA with different modes, and this may open addition photochemical-reaction channels in DNA. Herein, the excited-state dynamics of proflavine after intercalation into DNA duplex is studied using femtosecond time-resolved spectroscopy, and compared with that in solution. It is demonstrated that both fluorescence and the triplet excited-state generation of proflavine were quenched after intercalation into DNA, due to ultrafast non-radiative channels. A static-quenching mechanism was identified for the proflavine-DNA complex, in line with the spectroscopy data, and the excited-state deactivation mechanism was proposed.

Keywords: DNA duplex; excited-state dynamics; femtosecond transient-absorption; fluorescence-quenching; proflavine.

MeSH terms

  • Acridines
  • DNA / chemistry
  • Intercalating Agents*
  • Proflavine* / chemistry

Substances

  • Proflavine
  • Intercalating Agents
  • DNA
  • Acridines