Literature DB >> 18993078

Structure-activity relationships of natural and non-natural amino acid-based amide and 2-oxoamide inhibitors of human phospholipase A(2) enzymes.

Georgia Antonopoulou1, Efrosini Barbayianni, Victoria Magrioti, Naomi Cotton, Daren Stephens, Violetta Constantinou-Kokotou, Edward A Dennis, George Kokotos.   

Abstract

A variety of 2-oxoamides and related n class="Chemical">amides based on natural and non-natural amino acids were synthesized. Their activity on two human intracellular phospholipases (GIVA cPLA(2) and GVIA iPLA(2)) and one human secretory phospholipase (GV sPLA(2)) was evaluated. We show that an amide based on (R)-gamma-norleucine is a highly selective inhibitor of GV sPLA(2).

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Year:  2008        PMID： 18993078      PMCID： PMC2796434          DOI： 10.1016/j.bmc.2008.10.046

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  46 in total

Review 1.  Group V sPLA2: classical and novel functions.

Authors:  Barbara Balestrieri; Jonathan P Arm
Journal:  Biochim Biophys Acta       Date:  2006-07-28

2.  Structure-activity relationship of 2-oxoamide inhibition of group IVA cytosolic phospholipase A2 and group V secreted phospholipase A2.

Authors:  David A Six; Efrosini Barbayianni; Vassilios Loukas; Violetta Constantinou-Kokotou; Dimitra Hadjipavlou-Litina; Daren Stephens; Alan C Wong; Victoria Magrioti; Panagiota Moutevelis-Minakakis; Sharon F Baker; Edward A Dennis; George Kokotos
Journal:  J Med Chem       Date:  2007-08-02       Impact factor: 7.446

3.  Design and synthesis of 1-indol-1-yl-propan-2-ones as inhibitors of human cytosolic phospholipase A2alpha.

Authors:  Joachim Ludwig; Stefanie Bovens; Carsten Brauch; Alwine Schulze Elfringhoff; Matthias Lehr
Journal:  J Med Chem       Date:  2006-04-20       Impact factor: 7.446

Review 4.  Inhibitors of secretory phospholipase A2 group IIA.

Authors:  Robert C Reid
Journal:  Curr Med Chem       Date:  2005       Impact factor: 4.530

5.  Bis-2-oxo amide triacylglycerol analogues: a novel class of potent human gastric lipase inhibitors.

Authors:  S Kotsovolou; A Chiou; R Verger; G Kokotos
Journal:  J Org Chem       Date:  2001-02-09       Impact factor: 4.354

6.  Discovery of new non-phospholipid inhibitors of the secretory phospholipases A2.

Authors:  H G Beaton; C Bennion; S Connolly; A R Cook; N P Gensmantel; C Hallam; K Hardy; B Hitchin; C G Jackson; D H Robinson
Journal:  J Med Chem       Date:  1994-03-04       Impact factor: 7.446

7.  Cytosolic phospholipase A2 plays a key role in the pathogenesis of multiple sclerosis-like disease.

Authors:  Athena Kalyvas; Samuel David
Journal:  Neuron       Date:  2004-02-05       Impact factor: 17.173

8.  Role of group V phospholipase A2 in zymosan-induced eicosanoid generation and vascular permeability revealed by targeted gene disruption.

Authors:  Yoshiyuki Satake; Bruno L Diaz; Barbara Balestrieri; Bing K Lam; Yoshihide Kanaoka; Michael J Grusby; Jonathan P Arm
Journal:  J Biol Chem       Date:  2004-02-04       Impact factor: 5.157

Review 9.  Regulation of the specific release of arachidonic acid by cytosolic phospholipase A2.

Authors:  Christina C Leslie
Journal:  Prostaglandins Leukot Essent Fatty Acids       Date:  2004-04       Impact factor: 4.006

10.  Cytosolic phospholipase A2 alpha-deficient mice are resistant to experimental autoimmune encephalomyelitis.

Authors:  Suzana Marusic; Michael W Leach; Jeffrey W Pelker; Mihai L Azoitei; Naonori Uozumi; Junqing Cui; Marina W H Shen; Charlene M DeClercq; Joy S Miyashiro; Brenda A Carito; Paresh Thakker; David L Simmons; John P Leonard; Takao Shimizu; James D Clark
Journal:  J Exp Med       Date:  2005-09-19       Impact factor: 14.307
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  10 in total

Review 1.  Phospholipase A2 enzymes: physical structure, biological function, disease implication, chemical inhibition, and therapeutic intervention.

Authors:  Edward A Dennis; Jian Cao; Yuan-Hao Hsu; Victoria Magrioti; George Kokotos
Journal:  Chem Rev       Date:  2011-09-12       Impact factor: 60.622

2.  Development of Potent and Selective Inhibitors for Group VIA Calcium-Independent Phospholipase A2 Guided by Molecular Dynamics and Structure-Activity Relationships.

Authors:  Varnavas D Mouchlis; Dimitris Limnios; Maroula G Kokotou; Efrosini Barbayianni; George Kokotos; J Andrew McCammon; Edward A Dennis
Journal:  J Med Chem       Date:  2016-04-28       Impact factor: 7.446

3.  Potent and selective fluoroketone inhibitors of group VIA calcium-independent phospholipase A2.

Authors:  George Kokotos; Yuan-Hao Hsu; John E Burke; Constantinos Baskakis; Christoforos G Kokotos; Victoria Magrioti; Edward A Dennis
Journal:  J Med Chem       Date:  2010-05-13       Impact factor: 7.446

4.  Phospholipase A2 superfamily members play divergent roles after spinal cord injury.

Authors:  Rubèn López-Vales; Nader Ghasemlou; Adriana Redensek; Bradley J Kerr; Efrosini Barbayianni; Georgia Antonopoulou; Constantinos Baskakis; Khizr I Rathore; Violetta Constantinou-Kokotou; Daren Stephens; Takao Shimizu; Edward A Dennis; George Kokotos; Samuel David
Journal:  FASEB J       Date:  2011-08-25       Impact factor: 5.191

5.  Inhibition of secreted phospholipases A₂ by 2-oxoamides based on α-amino acids: Synthesis, in vitro evaluation and molecular docking calculations.

Authors:  Varnavas D Mouchlis; Victoria Magrioti; Efrosini Barbayianni; Nathan Cermak; Rob C Oslund; Thomas M Mavromoustakos; Michael H Gelb; George Kokotos
Journal:  Bioorg Med Chem       Date:  2010-12-16       Impact factor: 3.641

6.  2-Oxoamide inhibitors of phospholipase A2 activity and cellular arachidonate release based on dipeptides and pseudodipeptides.

Authors:  Efrosini Barbayianni; Daren Stephens; Andrej Grkovich; Victoria Magrioti; Yuan-Hao Hsu; Panagiotis Dolatzas; Dimitrios Kalogiannidis; Edward A Dennis; George Kokotos
Journal:  Bioorg Med Chem       Date:  2009-05-03       Impact factor: 3.641

7.  Development of a potent 2-oxoamide inhibitor of secreted phospholipase A2 guided by molecular docking calculations and molecular dynamics simulations.

Authors:  Sofia Vasilakaki; Efrosini Barbayianni; Georgios Leonis; Manthos G Papadopoulos; Thomas Mavromoustakos; Michael H Gelb; George Kokotos
Journal:  Bioorg Med Chem       Date:  2016-03-02       Impact factor: 3.641

8.  Interactions of selected indole derivatives with phospholipase A₂: in silico and in vitro analysis.

Authors:  Kalarickal Vijayan Dileep; Chandran Remya; Ignatius Tintu; Madathilkovilakathu Haridas; Chittalakkottu Sadasivan
Journal:  J Mol Model       Date:  2013-01-13       Impact factor: 1.810

9.  Cytosolic phospholipase A2 modulates TLR2 signaling in synoviocytes.

Authors:  Randi M Sommerfelt; Astrid J Feuerherm; Trine Skuland; Berit Johansen
Journal:  PLoS One       Date:  2015-04-20       Impact factor: 3.240

10.  Small Peptides Able to Suppress Prostaglandin E₂ Generation in Renal Mesangial Cells.

Authors:  Sofia Vasilakaki; Oleksandr Pastukhov; Thomas Mavromoustakos; Andrea Huwiler; George Kokotos
Journal:  Molecules       Date:  2018-01-13       Impact factor: 4.411
  10 in total

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