Paul A Keller

Summary

Affiliation: University of Wollongong
Country: Australia

Publications

  1. doi request reprint Synthesis and antimicrobial activity of binaphthyl-based, functionalized oxazole and thiazole peptidomimetics
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Org Biomol Chem 13:10813-24. 2015
  2. doi request reprint A twist of nature--the significance of atropisomers in biological systems
    Jamie E Smyth
    School of Chemistry, University of Wollongong, Wollongong, Australia 2522
    Nat Prod Rep 32:1562-83. 2015
  3. doi request reprint Binaphthyl-1,2,3-triazole peptidomimetics with activity against Clostridium difficile and other pathogenic bacteria
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Org Biomol Chem 13:5743-56. 2015
  4. ncbi request reprint The role of the HPA axis in psychiatric disorders and CRF antagonists as potential treatments
    Paul A Keller
    Chemistry School of Environmental and Life Sciences, University of Newcastle, Callaghan, Australia
    Arch Pharm (Weinheim) 339:346-55. 2006
  5. ncbi request reprint The first syntheses of enantiopure 2,2'-biindoline
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, Australia
    Chem Commun (Camb) 46:9226-8. 2010
  6. doi request reprint Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 2
    John B Bremner
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 18:4793-800. 2010
  7. doi request reprint Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives
    Mark Robertson
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Eur J Med Chem 46:4201-11. 2011
  8. doi request reprint Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Ethnopharmacol 143:310-3. 2012
  9. doi request reprint Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid
    Daniel R Coghlan
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 19:3549-57. 2011
  10. doi request reprint Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 1
    John B Bremner
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 18:2611-20. 2010

Collaborators

  • John B Bremner
  • Phurpa Wangchuk
  • R Griffith
  • Katherine A Hammer
  • Adam McCluskey
  • Suresh Mahalingam
  • A Katsifis
  • Thanapat Sastraruji
  • Steven M Wales
  • Stephen G Pyne
  • Stephen J Bailey
  • John Deadman
  • Adel A Rashad
  • Anthony C Willis
  • Kittiya Somphol
  • David I Rhodes
  • Jonathan Coates
  • Thomas V Riley
  • Andrew J Tague
  • Ari S Nugraha
  • Aaron M Gregson
  • Amy M King
  • Dena Lyras
  • Matthew D Kennedy
  • Jamie E Smyth
  • Rachada Haritakun
  • Alireza Shakoori
  • Daniel R Coghlan
  • Mark Robertson
  • Allan B Gamble
  • Timothy P Boyle
  • Adel Garas
  • Rajeswari Thayumanavan
  • James Garner
  • Taryn P Homes
  • Nageshwar R Yepuri
  • Christopher P Gordon
  • Graham E Ball
  • Rachada Haritakul
  • Jody Morgan
  • Nicholas M Butler
  • Adama Hilou
  • Nicholas Vandegraaff
  • Isabell Kemker
  • David C Schröder
  • Zinka Brkic
  • Glenn A Burley
  • Alan D Robertson
  • Dean Baylis
  • Dorothy M David
  • Jonathan A Coates
  • Bill C Hawkins
  • David Rhodes
  • Filomena Mattner
  • Scott P Leach

Detail Information

Publications42

  1. doi request reprint Synthesis and antimicrobial activity of binaphthyl-based, functionalized oxazole and thiazole peptidomimetics
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Org Biomol Chem 13:10813-24. 2015
    ..Significantly, the in vitro results with a fluoromethyl-oxazole derivative collectively represent the best obtained to date for a member of our binaphthyl peptide antimicrobials. ..
  2. doi request reprint A twist of nature--the significance of atropisomers in biological systems
    Jamie E Smyth
    School of Chemistry, University of Wollongong, Wollongong, Australia 2522
    Nat Prod Rep 32:1562-83. 2015
    ..The importance for the development of common practices regarding atropisomer recognition and classification is also emphasized...
  3. doi request reprint Binaphthyl-1,2,3-triazole peptidomimetics with activity against Clostridium difficile and other pathogenic bacteria
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Org Biomol Chem 13:5743-56. 2015
    ..aureus (MICs ≥2 μg mL(-1)), S. pneumoniae (MICs ≥1 μg mL(-1)), E. coli (MICs ≥4 μg mL(-1)), A. baumannii (MICs ≥4 μg mL(-1)) and vancomycin-resistant E. faecalis (MICs ≥4 μg mL(-1)). ..
  4. ncbi request reprint The role of the HPA axis in psychiatric disorders and CRF antagonists as potential treatments
    Paul A Keller
    Chemistry School of Environmental and Life Sciences, University of Newcastle, Callaghan, Australia
    Arch Pharm (Weinheim) 339:346-55. 2006
    ..The association of the corticotrophin releasing factor (CRF) and the HPA axis indicates that CRF antagonists should be beneficial as potential therapeutics...
  5. ncbi request reprint The first syntheses of enantiopure 2,2'-biindoline
    Steven M Wales
    School of Chemistry, University of Wollongong, Wollongong, Australia
    Chem Commun (Camb) 46:9226-8. 2010
    ..The first two syntheses of chiral 2,2'-biindoline are reported either in five steps from 2,2'-bioxirane, or three steps from 2,2'-biaziridine, both with exceptional enantiopurity...
  6. doi request reprint Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 2
    John B Bremner
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 18:4793-800. 2010
    ....
  7. doi request reprint Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives
    Mark Robertson
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Eur J Med Chem 46:4201-11. 2011
    ....
  8. doi request reprint Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Ethnopharmacol 143:310-3. 2012
    ..Corydalis dubia is used in Bhutanese traditional medicine as a febrifuge and for treating infections in the blood, liver and bile which correlate to the signs and symptoms of malarial and microbial infections...
  9. doi request reprint Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid
    Daniel R Coghlan
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 19:3549-57. 2011
    ..This paper presents some structure-activity relationship studies with additional macrocycles based on this lead compound against Staphylococcus aureus together with the antibacterial activity of two related acyclic compounds...
  10. doi request reprint Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 1
    John B Bremner
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Bioorg Med Chem 18:2611-20. 2010
    ..9-3.9microg/mL against Staphylococcus aureus. One peptoid had a MIC value of 6microg/mL against a methicillin-resistant strain of S. aureus (MRSA) and a MIC value of 2microg/mL against vancomycin-resistant strains of enterococci (VRE)...
  11. doi request reprint Rapid cascade synthesis of poly-heterocyclic architectures from indigo
    Alireza Shakoori
    School of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia
    J Org Chem 78:7639-47. 2013
    ....
  12. doi request reprint Synthesis of novel N-protected hydrophobic phenylalanines and their application in potential antibacterials
    Timothy P Boyle
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Eur J Med Chem 44:1001-9. 2009
    ..An efficient synthesis of two new N-acetyl-4'-arylphenylalanines is described together with their incorporation into a number of cationic peptoid antibacterial agents, one of which had an MIC of 7.8 microg/mL against Staphylococcus aureus...
  13. ncbi request reprint Phytochemical and biological activity studies of the Bhutanese medicinal plant Corydalis crispa
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia
    Nat Prod Commun 7:575-80. 2012
    ..This study also identified compound 5 as potential new antimalarial lead compound...
  14. ncbi request reprint GC/GC-MS analysis, isolation and identification of bioactive essential oil components from the Bhutanese medicinal plant, Pleurospermum amabile
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Nat Prod Commun 8:1305-8. 2013
    ..2 (chloroquine and antifolate sensitive) and K1CB1 (multidrug resistant). They exhibited mild antibacterial activity against Bacillus subtilis. None of the test samples showed cytotoxicity...
  15. pmc Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations
    John B Bremner
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Beilstein J Org Chem 8:1265-70. 2012
    ....
  16. doi request reprint Evaluation of an ethnopharmacologically selected Bhutanese medicinal plants for their major classes of phytochemicals and biological activities
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Ethnopharmacol 137:730-42. 2011
    ..We have focused our study only on seven species of these plants...
  17. ncbi request reprint A new methodology for the simulation of flexible protein-ligand interactions
    James Garner
    Department of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Mol Graph Model 26:187-97. 2007
    ..Short simulation times are sufficient to achieve good refinement of docking poses resulting from exchange of structurally dissimilar inhibitors between crystal structures...
  18. ncbi request reprint The synthesis and testing of arenearylpyrimidylmethanes as antimalarial agents
    Nageshwar R Yepuri
    Department of Chemistry, University of Wollongong, Wollongong, 2522, Australia
    ChemMedChem 1:715-7. 2006
  19. doi request reprint Structure based design towards the identification of novel binding sites and inhibitors for the chikungunya virus envelope proteins
    Adel A Rashad
    Centre for Medicinal Chemistry, School of Chemistry, University of Wollongong, Wollongong 2522, Australia
    J Mol Graph Model 44:241-52. 2013
    ..Some small molecules have been identified as good in silico chikungunya virus envelope proteins inhibitors and these could be good templates for drug design targeting this virus. ..
  20. doi request reprint A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain
    Phurpa Wangchuk
    Menjong Sorig Pharmaceuticals, Ministry of Health, Thimphu, Bhutan School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia Electronic address
    J Ethnopharmacol 150:953-9. 2013
    ..This study is to validate the ethnopharmacological uses of this plant and also identify potent antimalarial drug leads through bioassays of its crude extracts and phytochemical constituents...
  21. ncbi request reprint Synthesis, molecular modeling and biological activity of methyl and thiomethyl substituted pyrimidines as corticotropin releasing hormone type 1 antagonists
    Adam McCluskey
    Chemistry, School of Environmental and Life Sciences, The University of Newcastle, Callaghan, NSW 2308, Australia
    Org Biomol Chem 1:3353-61. 2003
    ..Additionally we have utilized these data and that recently reported by others to refine our original CRH1 pharmacophore (J Med. Chem., 1999, 42, 2351-2357)...
  22. doi request reprint Inhibition of TNF-α production in LPS-activated THP-1 monocytic cells by the crude extracts of seven Bhutanese medicinal plants
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Ethnopharmacol 148:1013-7. 2013
    ....
  23. doi request reprint An assessment of the Bhutanese traditional medicine for its ethnopharmacology, ethnobotany and ethnoquality: Textual understanding and the current practices
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, NSW 2500, Australia
    J Ethnopharmacol 148:305-10. 2013
    ..It caters to 20-30% of the daily out-patients within 49 traditional medicine units attached to 20 district modern hospitals and 29 Basic Health Units in the country...
  24. ncbi request reprint Synthesis and in vitro binding of N,N-dialkyl-2-phenylindol-3-yl-glyoxylamides for the peripheral benzodiazepine binding sites
    Taryn P Homes
    Department of Chemistry, University of Wollongong, NSW 2500, Wollongong, Australia
    Bioorg Med Chem 14:3938-46. 2006
    ..This high affinity and selective radioligand may be useful for imaging neurodegeneration, inflammation and tumours using single photon emission computed tomography...
  25. ncbi request reprint Combining structure-based drug design and pharmacophores
    Renate Griffith
    School of Environmental and Life Sciences, University of Newcastle, NSW 2308, Australia
    J Mol Graph Model 23:439-46. 2005
    ..Various types of novel pharmacophores are discussed and compared, using HIV-1 reverse transcriptase (RT) as the target protein, and their application in database searching is presented...
  26. ncbi request reprint New anti-malarial compounds from database searching
    Renate Griffith
    School of Biological and Chemical Sciences, University of Newcastle, 2308, Callaghan, NSW, Australia
    Bioorg Med Chem Lett 12:539-42. 2002
    ....
  27. ncbi request reprint Novel pharmacophore-based methods reveal gossypol as a reverse transcriptase inhibitor
    Paul A Keller
    Department of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Mol Graph Model 21:365-73. 2003
    ..These results suggest that at least a part of its anti-HIV activity is due to gossypol targeting the non-nucleoside inhibitor binding pocket of RT...
  28. doi request reprint Binaphthyl scaffolded peptoids via ring-closing metathesis reactions and their anti-bacterial activities
    Adel Garas
    School of Chemistry, University of Wollongong, Wollongong, NSW, Australia
    Bioorg Med Chem Lett 19:3010-3. 2009
    ..An efficient synthesis of four new acyclic and four new cyclic binaphthyl-based cationic peptoids is described. These compounds had anti-bacterial activities with MIC values of 4-62 microg/mL against Staphylococcus aureus...
  29. doi request reprint Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes
    Aaron M Gregson
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Org Chem 80:9774-80. 2015
    ..The procedure is amenable to (benz)annulation at both the 2,3- and 3,4-positions of the phospholane ring, and a variety of aliphatic, cyclic and aryl P-electrophiles are tolerated in reasonable to excellent yields. ..
  30. ncbi request reprint Mining the Chemical Abstracts database with pharmacophore-based queries
    John B Bremner
    Department of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Mol Graph Model 21:185-94. 2002
    ..Several structurally novel rigid ring skeletons were found with this new database mining technique which are potentially useful as leads in the design of alpha1B selective adrenergic receptor antagonists...
  31. doi request reprint Diterpenoid alkaloids of Aconitum laciniatum and mitigation of inflammation by 14-O-acetylneoline in a murine model of ulcerative colitis
    Phurpa Wangchuk
    1 Centre for Biodiscovery and Molecular Development of Therapeutics, Australian Institute of Tropical Health and Medicine, James Cook University, Cairns, QLD, Australia 2 School of Chemistry, University of Wollongong, Wollongong, NSW, Australia
    Sci Rep 5:12845. 2015
    ..Moreover, colonic IFN-γ mRNA levels were significantly reduced in mice that received 14-O-acetylneoline compared to control mice that received TNBS alone. This alkaloid is now considered a novel anti-colitis drug lead compound. ..
  32. doi request reprint Enantiopure Trans-4,5-Disubstituted 2-Imidazolidinones via Copper(I)-Catalyzed Ring Opening of 1,1'-DiBoc-2,2'-Biaziridine with Grignard Reagents
    Matthew D Kennedy
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    J Org Chem 80:5992-8. 2015
    ..A variety of alkyl, cyclic, and aryl Grignard reagents are tolerated in reasonable to good yields. ..
  33. doi request reprint Bioactive glycosides from the African medicinal plant Boerhavia erecta L
    Ari S Nugraha
    a School of Chemistry, University of Wollongong, Northfields Avenue, Wollongong, New South Wales 2522, Australia
    Nat Prod Res 29:1954-8. 2015
    ..The major isolate 5 and 8 indicated a significant inhibition against HIV integrase (IC50 10 and 22 μg/mL, respectively). The extracts and isolates were also tested for anti-malarial activity, but insignificant activity was observed...
  34. doi request reprint Ring-opening and -expansion of 2,2'-biaziridine: access to diverse enantiopure linear and bicyclic vicinal diamines
    Stephen J Bailey
    School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
    Org Lett 16:4344-7. 2014
    ..Desymmetrization of the biaziridine has also been accomplished via the selective monoaddition of organocuprates. ..
  35. doi request reprint Chikungunya virus: emerging targets and new opportunities for medicinal chemistry
    Adel A Rashad
    Centre for Medicinal Chemistry, School of Chemistry, University of Wollongong, Wollongong, 2522, Australia
    J Med Chem 57:1147-66. 2014
    ..It represents a complete picture of the current medicinal chemistry of chikungunya, supporting the development of chemotherapeutics through drug discovery and design targeting this virus. ..
  36. ncbi request reprint Control of hepatitis C: a medicinal chemistry perspective
    Christopher P Gordon
    Department of Chemistry, University of Wollongong, Wollongong 2522, Australia
    J Med Chem 48:1-20. 2005
  37. doi request reprint A mild and general method for the synthesis of 5-substituted and 5,5-disubstituted fulleroprolines
    Rajeswari Thayumanavan
    School of Chemistry, University of Wollongong, Wollongong, New South Wales, 2522, Australia
    Org Lett 10:1315-7. 2008
    ..The free amine is able to react with a variety of aldehydes and ketones in a Mannich-type process to produce 5-substituted and 5,5-disubstituted fulleroprolines and represents a versatile and general strategy to this class of compounds...
  38. doi request reprint Ethnobotanical authentication and identification of Khrog-sman (Lower Elevation Medicinal Plants) of Bhutan
    Phurpa Wangchuk
    School of Chemistry, University of Wollongong, Northfields Avenue, Wollongong, NSW 2522, Australia
    J Ethnopharmacol 134:813-23. 2011
    ..Our study reports the botanical identification of 'Lower Elevation Medicinal Plants' and their ethnomedical uses...
  39. ncbi request reprint Anilinopyrimidines as novel antituberculosis agents
    Jody Morgan
    Department of Chemistry, University of Wollongong, NSW 2522, Australia
    Bioorg Med Chem Lett 13:1755-7. 2003
    ..A selection of novel anilinopyrimidine analogues have been found to have micromolar activity against Mycobacterium tuberculosis. This could potentially generate new lead compounds in the fight against multi-drug resistant tuberculosis...
  40. ncbi request reprint Bioactive Discovery in the New Millennium--A Joint RACI, JMGM, FACS and MM2003 Conference. 5-9 February 2003, Lorne, Australia
    Paul A Keller
    Department of Chemistry, University of Wollongong, Northfields Avenue, Wollongong, NSW 2522, Australia
    IDrugs 6:315-7. 2003
  41. doi request reprint Synthesis of reaction-ready 6,6'-biindole and 6,6'-biisatin via palladium(II)-catalysed intramolecular C-H functionalisation
    Allan B Gamble
    School of Chemistry, University of Wollongong, 2522, Wollongong, Australia
    Chem Commun (Camb) 46:4076-8. 2010
    ....
  42. ncbi request reprint Synthesis and characterization of mono- and bis-methano[60]fullerenyl amino acid derivatives and their reductive ring-opening retro-bingel reactions
    Glenn A Burley
    Department of Chemistry, University of Wollongong, Wollongong, New South Wales 2522, Australia
    J Org Chem 67:8316-30. 2002
    ..Thus, it was concluded that the tether was not the driving force for the reductive elimination of one of the methano groups...