Microwave-assisted solid-phase synthesis of side-chain to side-chain lactam-bridge cyclic peptides

Srinivasa R. Tala, Sathya M. Schnell, Carrie Haskell-Luevano

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Side-chain to side-chain lactam-bridged cyclic peptides have been utilized as therapeutic agents and biochemical tools. Previous synthetic methods of these peptides need special reaction conditions, form side products and take longer reaction times. Herein, an efficient microwave-assisted synthesis of side-chain to side-chain lactam-bridge cyclic peptides SHU9119 and MTII is reported. The synthesis time and efforts are significantly reduced in the present method, without side product formation. The analytical and pharmacological data of the synthesized cyclic peptides are in accordance with the commercially obtained compounds. This new method could be used to synthesize other side-chain to side-chain lactam-bridge peptides and amenable to automation and extensive SAR compound derivatization.

Original languageEnglish (US)
Pages (from-to)5708-5711
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number24
DOIs
StatePublished - Dec 15 2015

Keywords

  • Cyclic peptides
  • Lactam-bridge cyclic peptides
  • MTII
  • Microwave assisted synthesis
  • SHU9119

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