Photoswitchable Phosphonate-Fullerene Hybrids with Cholinesterase Activity

Photochem Photobiol. 2023 May-Jun;99(3):929-935. doi: 10.1111/php.13720. Epub 2022 Sep 30.

Abstract

Modern progress in photopharmocology calls for new generation of compounds joining bioactivity, photoswitchable properties and high selectivity of response to light wavelength. Introduced here, phosphonate-fullerene hybrids are the first representatives of such compounds. Phosphonate-fullerene hybrids were synthesized on a base of fullerene C60 and organophosphates with the function of photoswitchable cholinesterase activity-phosphorylated thiazolotriazole and aminomalonate compounds and studied with FTIR, UV-VIS spectroscopy and IPC-micro neurotoxin amperometric analysis. As a result of spectroscopic and bioactivity characterization, it was not only demonstrated butyrylcholinesterase (BuChE) inhibition increase in phosphonate-fullerene hybrids compared with pure phosphonates but also pronounced response of inhibition degree to laser irradiation of hybrids. It was found opposite behavior of hybrids as a result of laser irradiation-BuChE inhibition drop-off for thiazolotriazole-fullerene and pronounced growth for aminomalonate-fullerene. The other remarkable peculiarity of presented phosphonate-fullerene hybrids is high selectivity of inhibition change degree to laser wavelength (266 or 325 nm).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butyrylcholinesterase
  • Fullerenes* / chemistry
  • Light
  • Spectrum Analysis

Substances

  • Fullerenes
  • Butyrylcholinesterase