Literature DB >> 21739964

Total synthesis of the antifungal depsipeptide petriellin A.

Marianne M Sleebs1, Denis Scanlon, John Karas, Rani Maharani, Andrew B Hughes.   

Abstract

We report the solid-phase total synthesis of the antifungal highly modified cyclic depsipeptide petriellin A. The synthesis confirms earlier reports on the absolute configuration of the natural product. The solid-phase approach resulted in a protected linear precursor, which was cleaved from the solid support prior to cyclization and final deprotection. Use of advanced coupling agents for several hindered amides was a feature of the synthesis. The natural product was prepared in overall 5% yield.

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Year:  2011        PMID: 21739964     DOI: 10.1021/jo201017w

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  A decade review of triphosgene and its applications in organic reactions.

Authors:  Moshood O Ganiu; Binod Nepal; Joshua P Van Houten; Rendy Kartika
Journal:  Tetrahedron       Date:  2020-09-06       Impact factor: 2.457

Review 2.  Marine Cyclic Peptides: Antimicrobial Activity and Synthetic Strategies.

Authors:  Ricardo Ribeiro; Eugénia Pinto; Carla Fernandes; Emília Sousa
Journal:  Mar Drugs       Date:  2022-06-15       Impact factor: 6.085

3.  Synthesis and biological evaluation of the [d-MeAla(11)]-epimer of coibamide A.

Authors:  Ryota Nabika; Takashi L Suyama; Andrew M Hau; Ryosuke Misu; Hiroaki Ohno; Jane E Ishmael; Kerry L McPhail; Shinya Oishi; Nobutaka Fujii
Journal:  Bioorg Med Chem Lett       Date:  2014-11-22       Impact factor: 2.823

4.  Split-and-pool synthesis and characterization of peptide tertiary amide library.

Authors:  Yu Gao; Thomas Kodadek
Journal:  J Vis Exp       Date:  2014-06-20       Impact factor: 1.355

Review 5.  Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status.

Authors:  Wan-Yin Fang; Rajiv Dahiya; Hua-Li Qin; Rita Mourya; Sandeep Maharaj
Journal:  Mar Drugs       Date:  2016-10-26       Impact factor: 5.118

  5 in total

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