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

doi:10.1016/j.bmc.2013.10.026

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

Istituto San Raffaele Pisana

Research output: Contribution to journal › Article › peer-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 language	English
Pages (from-to)	7699-7708
Number of pages	10
Journal	Bioorganic and Medicinal Chemistry
Volume	21
Issue number	24
DOIs	https://doi.org/10.1016/j.bmc.2013.10.026
Publication status	Published - 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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Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity. / Bozzini, Tiziana; Botta, Giorgia; Delfino, Michela; Onofri, Silvano; Saladino, Raffaele; Amatore, Donatella; Sgarbanti, Rossella; Nencioni, Lucia; Palamara, Anna Teresa.

In: Bioorganic and Medicinal Chemistry, Vol. 21, No. 24, 15.12.2013, p. 7699-7708.

Research output: Contribution to journal › Article › peer-review

Bozzini, Tiziana ; Botta, Giorgia ; Delfino, Michela ; Onofri, Silvano ; Saladino, Raffaele ; Amatore, Donatella ; Sgarbanti, Rossella ; Nencioni, Lucia ; Palamara, Anna Teresa. / Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity. In: Bioorganic and Medicinal Chemistry. 2013 ; Vol. 21, No. 24. pp. 7699-7708.

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AU - Onofri, Silvano

AU - Saladino, Raffaele

AU - Amatore, Donatella

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