Synthesis and Activity of Pyrimidinylpropenamide Antibiotics: The Alkyl Analogues of Sparsomycin

Noriyuki NAKAJIMA; Takeshi ENOMOTO; Takehiro WATANABE; Nobuyasu MATSUURA; Makoto UBUKATA

doi:10.1271/bbb.67.2556

Organic Chemistry Regular Papers

Synthesis and Activity of Pyrimidinylpropenamide Antibiotics: The Alkyl Analogues of Sparsomycin

Noriyuki NAKAJIMA, Takeshi ENOMOTO, Takehiro WATANABE, Nobuyasu MATSUURA, Makoto UBUKATA

Author information

Keywords: total synthesis, src^ts-NRK cell, sparoxomycin A1, pyridinylpropenamide antibiotic, structure-activation relationship

JOURNAL FREE ACCESS

2003 Volume 67 Issue 12 Pages 2556-2566

DOI https://doi.org/10.1271/bbb.67.2556

Details

Abstract

Facile syntheses of sparsomycin (3) and its four analogues (4-7) based on diastereoselective oxidation of sulfide, sulfenylation, and coupling of 6-methyluracylacryllic acid with monooxodithioacetal amine, are described. Studies on the biological activity of morphological reversion on src^ts-NRK cells were also carried out.

Corresponding author

Register with J-STAGE for free!