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Total syntheses of (2S)-antafumicins A and B
Y Fujimoto1, T Ukita, H Miyagawa
1Analytical Chemistry Research Laboratory, Tanabe Seiyaku Co. Ltd., Osaka, Japan.
Bioscience, Biotechnology, and Biochemistry
|September 1, 1994
Abstract:
To clarify the absolute configurations of antafumicins A and B, which are antifungal substances from Aspergillus niger NH-401, the total synthesis of (2S)-antafumicins was accomplished by starting from (S)-malic acid in 12 steps. Based upon the physicochemical data of the synthetic samples, the absolute configurations of naturally occurring antafumicins A and B were determined as (2R,4S)- and (2R,4R)-4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxy-4-butanolide, respectively.