(2S)-安他富霉素A和B的全合成。
Total syntheses of (2S)-antafumicins A and B.
作者信息
Fujimoto Y, Ukita T, Miyagawa H, Tsurushima T, Irie H, Nishimura K, Ueno T
机构信息
Analytical Chemistry Research Laboratory, Tanabe Seiyaku Co. Ltd., Osaka, Japan.
出版信息
Biosci Biotechnol Biochem. 1994 Sep;58(9):1627-31. doi: 10.1271/bbb.58.1627.
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.
为阐明从黑曲霉NH - 401中分离得到的抗真菌物质安塔富霉素A和B的绝对构型，以(S)-苹果酸为起始原料，经12步反应完成了(2S)-安塔富霉素的全合成。根据合成样品的物理化学数据，确定天然存在的安塔富霉素A和B的绝对构型分别为(2R,4S)-和(2R,4R)-4-(3-乙酰基-2,6-二羟基苯基)-2-甲氧基-4-丁内酯。
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