Protease inhibitors from a Slovenian Lake Bled toxic waterbloom of the cyanobacterium Planktothrix rubescens

Olga Grach-Pogrebinsky, Bojan Sedmak, Shmuel Carmeli

Research output: Contribution to journalArticlepeer-review

Abstract

Three new protease inhibitors, planktopeptin BL1125, planktopeptin BL843 and planktopeptin BL1061 were isolated, along with three known compounds, anabaenopeptin A, anabaenopeptin B and anabaenopeptin F from the hydrophilic extract of Planktothrix rubescens. The planar structure of the new compounds was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC and by comparison of the acid hydrolysate with authentic samples on a chiral HPLC column. The new peptides were found to be elastase and chymotrypsin inhibitors.

Original languageEnglish
Pages (from-to)8329-8336
Number of pages8
JournalTetrahedron
Volume59
Issue number42
DOIs
StatePublished - 13 Sep 2003

Keywords

  • Cyanobacteria
  • Natural products
  • Planktothrix
  • Protease inhibitors

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