2,2-dihydroxy-3,3-dimethoxy-5,5-dimethyl-6,6-dibromo-1,1-biphenyl: preparation, resolution, structure and biological activity. (Articolo in rivista)

Type
Label
  • 2,2-dihydroxy-3,3-dimethoxy-5,5-dimethyl-6,6-dibromo-1,1-biphenyl: preparation, resolution, structure and biological activity. (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetasy.2007.01.017 (literal)
Alternative label
  • Fabbri D.; Dettori M. A.; Delogu G.; Forni A.; Casalone G.; Palmieri G.; Pisano M.; Rozzo C. (2007)
    2,2-dihydroxy-3,3-dimethoxy-5,5-dimethyl-6,6-dibromo-1,1-biphenyl: preparation, resolution, structure and biological activity.
    in Tetrahedron: asymmetry (Print); Pergamon-Elsevier Science Ltd., Oxford (Regno Unito)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Fabbri D.; Dettori M. A.; Delogu G.; Forni A.; Casalone G.; Palmieri G.; Pisano M.; Rozzo C. (literal)
Pagina inizio
  • 414 (literal)
Pagina fine
  • 423 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://scienceserver.cilea.it/pdflinks/12032616514601556.pdf (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 18 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 10 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 3 (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Istituto CNR di Chimica Biomolecolare, Traversa la Crucca 3, I-07040 Sassari, Italy; Istituto CNR di Scienze e Tecnologie Molecolari, Via Golgi 19, I-20133 Milan, Italy (literal)
Titolo
  • 2,2-dihydroxy-3,3-dimethoxy-5,5-dimethyl-6,6-dibromo-1,1-biphenyl: preparation, resolution, structure and biological activity. (literal)
Abstract
  • Preparation and resolution of the titled conformationally stable biphenyl 1 has been performed in high chemical yield starting from creosol 2. Enantiopure biphenyl (aR)-(+)-1 and (aS)-(-)-1 were achieved respectively by the corresponding menthylcarbonate diastereomer and successive reduction. Absolute configuration and optical rotation were correlated by X-ray analysis of the crystal structure of diastereopure menthylcarbonate (aS,1R,1’R,2S,2’S,5R,5’R)-(-)-16. Preliminary biological evaluation of both racemic and enantiomers 1 has been carried out on melanoma cell lines and significant and selective anticancer activity has been observed for enantiomer (aS)-(-)-1 . (literal)
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