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

  • Bioorg Med Chem. 2015 Sep 1;23(17):5345-51. doi: 10.1016/j.bmc.2015.07.061.
Giorgia Botta  1 ,  Bruno Mattia Bizzarri  1 ,  Adriana Garozzo  2 ,  Rossella Timpanaro  2 ,  Benedetta Bisignano  2 ,  Donatella Amatore  3 ,  Anna Teresa Palamara  3 ,  Lucia Nencioni  4 ,  Raffaele Saladino  5
Affiliations
  • 1. Department of Ecology and Biology, University of Tuscia, Largo dell'Università, 01100 Viterbo (VT), Italy.
  • 2. Department of Biomedical and Biotechnological Sciences, Microbiological Section, University of Catania (CT), Via Androne, 81 95124 Catania, Italy.
  • 3. Department of Public Health and Infectious Diseases, 'Sapienza' University, 00185 Rome, Italy; IRCCS San Raffaele Pisana, Telematic University, 00166 Rome, Italy.
  • 4. Department of Public Health and Infectious Diseases, 'Sapienza' University, 00185 Rome, Italy.
  • 5. Department of Ecology and Biology, University of Tuscia, Largo dell'Università, 01100 Viterbo (VT), Italy. Electronic address: [email protected].
PMID: 26260341 DOI: 10.1016/j.bmc.2015.07.061
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.

Keywords
Antiviral activity; Catechols; DNA and RNA viruses; Dihydrocaffeoyl derivatives; Hydroxytyrosol derivatives.
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