Carbon nanotubes supported tyrosinase in the synthesis of lipophilic hydroxytyrosol and dihydrocaffeoyl catechols with antiviral activity against DNA and RNA viruses

Giorgia Botta, Bruno Mattia Bizzarri, Adriana Garozzo, Rossella Timpanaro, Benedetta Bisignano, Donatella Amatore, Anna Teresa Palamara, Lucia Nencioni, Raffaele Saladino

Research output: Contribution to journalArticlepeer-review

Abstract

Hydroxytyrosol and dihydrocaffeoyl catechols with lipophilic properties have been synthesized in high yield using tyrosinase immobilized on multi-walled carbon nanotubes by the Layer-by-Layer technique. All synthesized catechols were evaluated against a large panel of DNA and RNA viruses, including Poliovirus type 1, Echovirus type 9, Herpes simplex virus type 1 (HSV-1), Herpes simplex virus type 2 (HSV-2), Coxsackievirus type B3 (Cox B3), Adenovirus type 2 and type 5 and Cytomegalovirus (CMV). A significant antiviral activity was observed in the inhibition of HSV-1, HSV-2, Cox B3 and CMV. The mechanism of action of the most active dihydrocaffeoyl derivative was investigated against a model of HSV-1 infection.

Original languageEnglish
Pages (from-to)5345-5351
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume23
Issue number17
DOIs
Publication statusPublished - Sep 1 2015

Keywords

  • Antiviral activity
  • Catechols
  • Dihydrocaffeoyl derivatives
  • DNA and RNA viruses
  • Hydroxytyrosol derivatives

ASJC Scopus subject areas

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

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