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Web Date: November 1, 2011

Alkaloid Acetylaranotin Made After 40-Year Quest

Organic Chemistry: Caltech chemists make fungal natural product with rhodium catalysis, elemental sulfur
Department: Science & Technology
News Channels: JACS In C&EN
Keywords: Total synthesis, natural products, alkaloid, Acetylaranotin

Elemental sulfur has helped bring an end to chemists’ 40-year quest to synthesize (–)-acetylaranotin, an intricately structured alkaloid first isolated from fungi (J. Am. Chem. Soc., DOI: 10.1021/ja209354e). The synthesis could help scientists get more details about how acetylaranotin and its relatives exhibit their anticancer and antiviral activities.

Acetylaranotin is a dimeric epidithiodiketopiperazine natural product. Although chemists have synthesized some natural products in this family, acetylaranotin . . .

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