TOTAL SYNTHESES OF (2S)-ANTAFUMICIN-A AND (2S)-ANTAFUMICIN-B

Authors
FUJIMOTO Y UKITA T MIYAGAWA H TSURUSHIMA T IRIE H NISHIMURA K UENO T
Citation
Y. Fujimoto et al., TOTAL SYNTHESES OF (2S)-ANTAFUMICIN-A AND (2S)-ANTAFUMICIN-B, Bioscience, biotechnology, and biochemistry, 58(9), 1994, pp. 1627-1631
Citations number
8
Categorie Soggetti
Biology,Agriculture,"Biothechnology & Applied Migrobiology","Food Science & Tenology
Journal title
Bioscience, biotechnology, and biochemistry → ACNP
ISSN journal
09168451
Volume
58
Issue
9
Year of publication
1994
Pages
1627 - 1631
Database
ISI
SICI code
0916-8451(1994)58:9<1627:TSO(A(>2.0.ZU;2-E
Abstract
To clarify the absolute configurations of antafumicins A and B, which are antifungal substances from Aspergillus niger NH-401, the total syn thesis of (2S)-antafumicins was accomplished by starting from (S)-mali c acid in 12 steps. Based upon the physicochemical data of the synthet ic samples, the absolute configurations of naturally occurring antafum icins A and B were determined as (2R,4S)- and cetyl-2,6-dihydroxypheny l)-2-methoxy-4-butanolide, respectively.