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Cyclooctatetraene: A Bioactive Cubane Paradigm Complement.
Xing, Hui; Houston, Sevan D; Chen, Xuejie; Ghassabian, Sussan; Fahrenhorst-Jones, Tyler; Kuo, Andy; Murray, Cody-Ellen P; Conn, Kyna-Anne; Jaeschke, Kara N; Jin, Da-Yun; Pasay, Cielo; Bernhardt, Paul V; Burns, Jed M; Tsanaktsidis, John; Savage, G Paul; Boyle, Glen M; De Voss, James J; McCarthy, James; Walter, Gimme H; Burne, Thomas H J; Smith, Maree T; Tie, Jian-Ke; Williams, Craig M.
Afiliación
  • Xing H; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • Houston SD; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • Chen X; Department of Biology, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599, USA.
  • Ghassabian S; Centre for Integrated Preclinical Drug Development, University of Queensland (UQ), Australia.
  • Fahrenhorst-Jones T; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • Kuo A; Centre for Integrated Preclinical Drug Development, University of Queensland (UQ), Australia.
  • Murray CP; School of Biological Sciences, University of Queensland (UQ), Australia.
  • Conn KA; Queensland Brain Institute, University of Queensland (UQ), Australia.
  • Jaeschke KN; Queensland Brain Institute, University of Queensland (UQ), Australia.
  • Jin DY; Department of Biology, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599, USA.
  • Pasay C; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, QLD, Australia.
  • Bernhardt PV; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • Burns JM; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • Tsanaktsidis J; CISRO Manufacturing, Ian Wark Laboratory, Melbourne, 3168, Victoria (VIC, Australia.
  • Savage GP; CISRO Manufacturing, Ian Wark Laboratory, Melbourne, 3168, Victoria (VIC, Australia.
  • Boyle GM; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, QLD, Australia.
  • De Voss JJ; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
  • McCarthy J; QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, Brisbane, 4029, QLD, Australia.
  • Walter GH; School of Biological Sciences, University of Queensland (UQ), Australia.
  • Burne THJ; Queensland Brain Institute, University of Queensland (UQ), Australia.
  • Smith MT; Centre for Integrated Preclinical Drug Development, University of Queensland (UQ), Australia.
  • Tie JK; Department of Biology, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599, USA.
  • Williams CM; School of Chemistry and Molecular Biosciences, University of Queensland (UQ), Brisbane, 4072, Queensland (QLD, Australia.
Chemistry ; 25(11): 2729-2734, 2019 Feb 21.
Article en En | MEDLINE | ID: mdl-30681236
ABSTRACT
Cubane was recently validated as a phenyl ring (bio)isostere, but highly strained caged carbocyclic systems lack π character, which is often critical for mediating key biological interactions. This electronic property restriction associated with cubane has been addressed herein with cyclooctatetraene (COT), using known pharmaceutical and agrochemical compounds as templates. COT either outperformed or matched cubane in multiple cases suggesting that versatile complementarity exists between the two systems for enhanced bioactive molecule discovery.
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Texto completo: 1 Bases de datos: MEDLINE País/Región como asunto: Cuba Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Australia

Texto completo: 1 Bases de datos: MEDLINE País/Región como asunto: Cuba Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2019 Tipo del documento: Article País de afiliación: Australia