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Published on: January 31, 2022
Development of a new air-stable structure-simplified nafuredin-γ analog as a potent and selective nematode complex I
Masaki Ohtawa1, Shiho Arima1, Risa Shimizu1
1Graduate School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.
Abstract:
Nafuredin-γ, obtained from natural nafuredin, has demonstrated a potent and selective inhibitory activity against nematode complex I. However, nafuredin-γ is unstable in air since its conjugated dienes are oxygen-labile. The instability in air was naturally solved by the synthesis of structure-simplified nafuredin-γ analogs without conjugated dienes. However, these modified analogs showed lower complex I inhibitory activities. Therefore, new air-stable structure-simplified nafuredin-γ analogs were designed and synthesized herein. Among all analogs synthesized, the one bearing a unique 1-azabicyclo[3.1.0]hexane scaffold showed the highest inhibitory activity (IC50=170 nM) while presenting high selectivity against nematode complex I.
