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Planta Med 2017; 83(07): 615-623
DOI: 10.1055/s-0042-119449
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Chlorogenic Compounds from Coffee Beans Exert Activity against Respiratory Viruses

Valentina Sinisi   *
1   Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Trieste, Italy
,
Annelies Stevaert   *
2   Rega Institute for Medical Research, KU Leuven – University of Leuven, Leuven, Belgium
,
Federico Berti
1   Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Trieste, Italy
,
Cristina Forzato
1   Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Trieste, Italy
,
Fabio Benedetti
1   Dipartimento di Scienze Chimiche e Farmaceutiche, Università degli Studi di Trieste, Trieste, Italy
,
Luciano Navarini
3   illycaffè S. p. A., Trieste, Italy
,
Anita Camps
2   Rega Institute for Medical Research, KU Leuven – University of Leuven, Leuven, Belgium
,
Leentje Persoons
2   Rega Institute for Medical Research, KU Leuven – University of Leuven, Leuven, Belgium
,
Kurt Vermeire
2   Rega Institute for Medical Research, KU Leuven – University of Leuven, Leuven, Belgium
› Author Affiliations
Further Information

Publication History

received 12 August 2016
revised 11 October 2016

accepted 17 October 2016

Publication Date:
02 November 2016 (online)

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Abstract

Chlorogenic acids are secondary metabolites in diverse plants. Some chlorogenic acids extracted from traditional medicinal plants are known for their healing properties, e.g., against viral infections. Also, green coffee beans are a rich source of chlorogenic acids, with 5-O-caffeoylquinic acid being the most abundant chlorogenic acid in coffee. We previously reported the synthesis of the regioisomers of lactones, bearing different substituents on the quinidic core. Here, 3,4-O-dicaffeoyl-1,5-γ-quinide and three dimethoxycinnamoyl-γ-quinides were investigated for in vitro antiviral activities against a panel of 14 human viruses. Whereas the dimethoxycinnamoyl-γ-quinides did not show any antiviral potency in cytopathogenic effect reduction assays, 3,4-O-dicaffeoyl-1,5-γ-quinide exerted mild antiviral activity against herpes simplex viruses, adenovirus, and influenza virus. Interestingly, when the compounds were evaluated against respiratory syncytial virus, a potent antiviral effect of 3,4-O-dicaffeoyl-1,5-γ-quinide was observed against both subtypes of respiratory syncytial virus, with EC50 values in the submicromolar range. Time-of-addition experiments revealed that this compound acts on an intracellular post-entry replication step. Our data show that 3,4-O-dicaffeoyl-1,5-γ-quinide is a relevant candidate for lead optimization and further mechanistic studies, and warrants clinical development as a potential anti-respiratory syncytial virus drug.

Key words

chlorogenic acids - quinides - coffee - antiviral activity - influenza virus - respiratory syncytial virus

* These authors contributed equally to this work.


 

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