Tetrahedron p. 12745 - 12774 (1998)
Update date:2022-08-03
Topics: Retrosynthetic analysis Purification and characterization Scale-up and optimization Structure-Activity Relationship (SAR) Studies Stereochemical Control Synthesis of Key Intermediates Analog Synthesis
Shimano, Masanao
Kamei, Noriyuki
Shibata, Tetsuo
Inoguchi, Kiyoshi
Itoh, Nobuko
Ikari, Takashi
Senda, Hisato
The synthesis of the antifungal dilactones, UK-2A and UK-3A, is described. In addition to providing a workable synthetic route to these potent antifungal antibiotics, this has allowed us to determine the assignment of the relative and absolute configurations in the nine-membered ring. Furthermore, UK-2A analogs were also synthesized and evaluated their antifungal activities and cytotoxic activities along with UK-2A, (2R, 3R, 4S, 7R)-UK-2A, UK-3A, (2R, 3R, 4S, 7R)-UK-3A, and antimycin A. The structural requirements for the selective cytotoxicity against yeasts and filamentous fungi will also be suggested.
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