Total synthesis of leopolic acid A, a natural 2,3-pyrrolidinedione with antimicrobial activity
Articolo
Data di Pubblicazione:
2016
Citazione:
Total synthesis of leopolic acid A, a natural 2,3-pyrrolidinedione with antimicrobial activity / A.A. Dhavan, R.D. Kaduskar, L. Musso, L. Scaglioni, P.A. Martino, S. Dallavalle. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 12(2016 Jul 29), pp. 1624-1628.
Abstract:
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.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
antimicrobial; heterocyclic compounds; natural products; pyrrolidinedione; total synthesis
Elenco autori:
A.A. Dhavan, R.D. Kaduskar, L. Musso, L. Scaglioni, P.A. Martino, S. Dallavalle
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