Journal of Antibiotics p. 1031 - 1035 (1996)
Update date:2022-08-03
Topics:
Tsuda, Makoto
Muraoka, Yasuhiko
Takeuchi, Tomio
Sekizawa, Ryuichi
Umezawa, Kazuo
(2S,3R)-3-Amino-2-hydroxyoctanoic acid was synthesized by Curtius rearrangement of an azide derivative of (S)-malic acid. Total syntheses of valinoctin A and its analogues were achieved by a coupling of (2S,3R)-3-amino-2-hydroxyoctanoic acid moiety with L-valine or several other amino acids moieties. 2S configuration of 3-amino-2-hydroxyoctanoic acid moiety was found to be important for the inhibitory activity and the L-valine moiety of valinoctin A was exchangeable with other L-amino acids.
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