Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity

Tiziana Bozzini, Giorgia Botta, Michela Delfino, Silvano Onofri, Raffaele Saladino, Donatella Amatore, Rossella Sgarbanti, Lucia Nencioni, Anna Teresa Palamara

Research output: Contribution to journalArticlepeer-review

Abstract

Catechol derivatives with lipophilic properties have been selectively synthesized by tyrosinase in high yield avoiding long and tedious protection/deprotection steps usually required in traditional procedures. The synthesis was effective also with immobilized tyrosinase able to perform for more runs. The novel catechols were evaluated against influenza A virus, that continue to represent a severe threat worldwide. A significant antiviral activity was observed in derivatives characterized by antioxidant activity and long carbon alkyl side-chains, suggesting the possibility of a new inhibition mechanism based on both redox and lipophilic properties.

Original languageEnglish
Pages (from-to)7699-7708
Number of pages10
JournalBioorganic and Medicinal Chemistry
Volume21
Issue number24
DOIs
Publication statusPublished - Dec 15 2013

Keywords

  • Antiviral
  • Biocatalysis
  • Catechols
  • Immobilized tyrosinase
  • Influenza A virus

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

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