Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity.
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.
Department of Ecology and Biology, University of Tuscia, Via S. Camillo de Lellis, 01100 Viterbo, Italy.
Tiziana
T
Bozzini
Giorgia
G
Botta
Michela
M
Delfino
Silvano
S
Onofri
Raffaele
R
Saladino
Donatella
D
Amatore
Rossella
R
Sgarbanti
Lucia
L
Nencioni
Anna Teresa
AT
Palamara
D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D000998:Antiviral Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D002396:Catechols / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D002645:Chickens; D004285:Dogs; D004305:Dose-Response Relationship, Drug; D004847:Epithelial Cells / Q000187:drug effects / Q000821:virology; D004912:Erythrocytes / Q000187:drug effects / Q000821:virology; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D009980:Influenza A virus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D014442:Monophenol Monooxygenase / Q000378:metabolism*; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship
D000975:Antioxidants; D000998:Antiviral Agents; D002396:Catechols; D014442:Monophenol Monooxygenase; C034221:catechol
Antiviral; Biocatalysis; Catechols; Immobilized tyrosinase; Influenza A virus