189246-60-4Relevant articles and documents
Catalytic asymmetric syntheses of antifungal sphingofungins and their biological activity as potent inhibitors of serine palmitoyltransferase (SPT)
Kobayashi, Shu
, p. 908 - 919 (2007/10/03)
Unambiguous synthetic routes to sphingofungins B and F and to their stereoisomers have been developed based on the tin(II)-catalyzed asymmetric aldol reaction (Chiral Lewis Acid-Controlled Synthesis (CLAC Synthesis)). Efficient enantioselective synthesis using a catalytic amount of a chiral source as well as the effectiveness of this strategy for the synthesis of the sphingofungin family have been successfully demonstrated. Using the stereoisomers of sphingofungin B synthesized, the relevance of its stereochemistry to its SPT inhibitory activity has been revealed.
The Asymmetric Synthesis of Sphingofungin F and the Determination of Its Stereochemistry
Kobayashi, Sh?,Matsumura, Masae,Furuta, Takayuki,Hayashi, Takaomi,Iwamoto, Shunsuke
, p. 301 - 303 (2007/10/03)
The asymmetric synthesis of sphingofungin F has been achieved and its stereochemistry has been determined. Its structure, including the absolute configuration of the chiral centers, was found to be similar to that of sphingofungin B or myriocin. The synth