Synthesis and biochemical characterisation of fluorinated analogues of pepstatin A and grassystatin A. Issue 12 (22nd March 2018)
- Record Type:
- Journal Article
- Title:
- Synthesis and biochemical characterisation of fluorinated analogues of pepstatin A and grassystatin A. Issue 12 (22nd March 2018)
- Main Title:
- Synthesis and biochemical characterisation of fluorinated analogues of pepstatin A and grassystatin A
- Authors:
- Lawer, Aggie
Nesvaderani, John
Marcolin, Gabriella M.
Hunter, Luke - Abstract:
- Abstract: Pepstatin A and grassystatin A are natural, statine-containing peptides that act as inhibitors of aspartic protease enzymes. In this work, stereoselective fluorination is investigated as a strategy for enhancing the pharmacodynamic and pharmacokinetic properties of these lead compounds. Fluorination is found to modestly affect the protease inhibitory potency, leading to the identification of two highly active new inhibitors of the cancer-associated protease, cathepsin D. However, no dramatic changes are observed in terms of target selectivity, lipophilicity, membrane permeability or metabolic stability. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 74:Issue 12(2018)
- Journal:
- Tetrahedron
- Issue:
- Volume 74:Issue 12(2018)
- Issue Display:
- Volume 74, Issue 12 (2018)
- Year:
- 2018
- Volume:
- 74
- Issue:
- 12
- Issue Sort Value:
- 2018-0074-0012-0000
- Page Start:
- 1278
- Page End:
- 1287
- Publication Date:
- 2018-03-22
- Subjects:
- Statine -- Aspartic protease -- Cathepsin -- Fluorination
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2017.12.033 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 11430.xml