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Updated: Apr 25, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Total synthesis of aurachins C, D, and L, and a structurally simplified analog of aurachin C
Masaru Enomoto1, Wataru Kitagawa, Yoshiaki Yasutake
1a Biomaterial Engineering Research Group , Bioproduction Research Institute, National Institute of Advanced Industrial Science and Technology (AIST) , Toyohira-ku, Sapporo , Japan.
Abstract:
The quinoline antibiotics aurachins C, D, and L, and a structurally simplified analog of aurachin C were synthesized from 1-(2-nitrophenyl)butane-1,3-dione via reductive cyclizations of δ-nitro ketone intermediates, with zinc or iron as key steps. The results of antimicrobial tests indicate that the N-hydroxyquinolone nucleus mimics the electron carrier in the respiratory chain more strongly than the quinoline N-oxide nucleus.
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