Photochromic Indolyl Fulgimides as Chromo-pharmacophores Targeting Sirtuins

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Abstract
Sirtuins are involved in epigenetic regulation, the pathogenesis of cancer and, several metabolic and neurodegenerative dis-eases. Though being a promising drug target, only one small molecule passed class II clinical trials so far. Deriving a better mechanistic understanding is hence crucial to find new modulators. We previously reported on a series of dithienyl maleimides as photochromic tool compounds. However, their photochromic behavior was limited. To improve the interconversion and stability of both photoisomers, we replaced the dithienyl maleimide with a fulgimide as photochromic core to result in biologically active compounds reversibly addressable with purple and orange light. We characterize the obtained compounds regarding their spectroscopic properties, their photostability and binding characteristics towards sirtuins resulting in a fully remote-controllable Sirtuin modulator using visible light as the external stimulant.
Funding Information
  • Deutsche Forschungsgemeinschaft (Ju295/14-1)
  • Studienstiftung des Deutschen Volkes

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