301346-36-1Relevant academic research and scientific papers
Chemistry and biology of khafrefungin. Large-scale synthesis, design, and structure-activity relationship of khafrefungin, an antifungal agent
Nakamura, Masayuki,Mori, Yuichiro,Okuyama, Kennichi,Tanikawa, Kunihiro,Yasuda, Satoshi,Kanada, Kentaro,Kobayashi, Shu
, p. 3362 - 3376 (2007/10/03)
Large-scale synthesis, design, and structure-activity relationships of khafrefungin are reported. Khafrefungin is an antifungal agent that inhibits inositol phosphorylceramide (IPC) synthase, a enzyme involved in fungal sphingolipid biosynthesis. Unlike o
First total synthesis of Aspinolide B, a new pentaketide produced by Aspergillus ochraceus
Pilli, Ronaldo A.,Victor, Mauricio M.,De Meijere, Armin
, p. 5910 - 5916 (2007/10/03)
The first asymmetric total synthesis of Aspinolide B (1), a new 10-membered lactone discovered by chemical screening methods in the cultures of Aspergillus ochraceus, has been accomplished. The key steps included a selective Felkin-type addition of TMS-acetylene to aldehyde 3a and a Nozaki-Hiyama-Kishi coupling reaction to build the required 10-membered ring. This synthesis confirmed the absolute stereochemistry of aspinolide B, established through Helmchen's method and corrected its previously reported specific optical rotation.
