Total synthesis of leopolic acid A, a natural 2,3-pyrrolidinedione with antimicrobial activity

نویسندگان

  • Atul A Dhavan
  • Rahul D Kaduskar
  • Loana Musso
  • Leonardo Scaglioni
  • Piera Anna Martino
  • Sabrina Dallavalle
چکیده

The first total synthesis of leopolic acid A, a fungal metabolite with a rare 2,3-pyrrolidinedione nucleus linked to an ureido dipeptide, was designed and carried out. Crucial steps for the strategy include a Dieckmann cyclization to obtain the 2,3-pyrrolidinedione ring and a Wittig olefination to install the polymethylene chain. An oxazolidinone-containing leopolic acid A analogue was also synthesized. The antibacterial activity showed by both compounds suggests that they could be considered as promising candidates for future developments.

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عنوان ژورنال:

دوره 12  شماره 

صفحات  -

تاریخ انتشار 2016