Preparation of regioprotected morins by lipase catalysed transesterification (Articolo in rivista)

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  • Preparation of regioprotected morins by lipase catalysed transesterification (Articolo in rivista) (literal)
Anno
  • 2008-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.molcatb.2007.10.007 (literal)
Alternative label
  • D'Antona N.; Lambusta D.; Nicolosi G.; Bovicelli P. (2008)
    Preparation of regioprotected morins by lipase catalysed transesterification
    in Journal of molecular catalysis. B, Enzymatic (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • D'Antona N.; Lambusta D.; Nicolosi G.; Bovicelli P. (literal)
Pagina inizio
  • 78 (literal)
Pagina fine
  • 81 (literal)
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  • Selected and revised paper Conference: 8th International Symposium on Biocatalysis and Biotransformations Location: Oviedo Univ, Bioorganic Grp, Oviedo, SPAIN Date: JUL 08, 2007. (literal)
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  • 52-51 (literal)
Rivista
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  • in press (literal)
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  • 4 (literal)
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
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  • CNR Istituto Chimica Biomolecolare, Via del Santuario 110, 95028 Valverde, CT, Italy CNR Istituto Chimica Biomolecolare, Dipartimento di Chimica, Piazzale A. Moro 1, 00185 Roma, Italy (literal)
Titolo
  • Preparation of regioprotected morins by lipase catalysed transesterification (literal)
Abstract
  • Different morin acetates have been prepared by alcoholysis of peracetate (6) in tetrahydrofuran with butanol, using Candida antarctica B or Rhizomucor miehei lipase as catalysts. The first enzyme recognised preferentially the acetate group located at position C-4? on B ring, giving 3,5,7,2?-tetraacetylmorin (7). The second one, less selective, hydrolysed with comparable rates ester groups at position C-7 on A ring and C-4? on B ring, furnishing 7 and 3,5,2?,4?-tetraacetylmorin (8) respectively. Prolonging alcoholysis time, both lipases gave a morin ester having free OH groups at C-7 and C-4?, 3,5,2?-triacetylmorin (9). In any case lipases did not affect ester groups located at position C-3, C-5 and C-2?. Morin derivative having free function OH in C-5, 3,2?-diacetylmorin (11) was prepared in high yield using as substrate for alcoholysis the partial ester 3,7,2?,4?-tetraacetylmorin (10) easily prepared by chemical conventional method. (literal)
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