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The anti-Zika virus and anti-tumoral activity of the citrus flavanone lipophilic naringenin-based compounds.
Albuquerque de Oliveira Mendes, Larissa; Ponciano, Carolina Sousa; Depieri Cataneo, Allan Henrique; Wowk, Pryscilla Fanini; Bordignon, Juliano; Silva, Heveline; Vieira de Almeida, Mauro; Ávila, Eloah Pereira.
Afiliação
  • Albuquerque de Oliveira Mendes L; Departamento de Química, Universidade Federal de Juiz de Fora, Juiz de Fora, Minas Gerais, 36036-900, Brazil.
  • Ponciano CS; Departamento de Química, Universidade Federal de Juiz de Fora, Juiz de Fora, Minas Gerais, 36036-900, Brazil.
  • Depieri Cataneo AH; Laboratório de Virologia Molecular, Instituto Carlos Chagas / Fiocruz-PR, Curitiba, Paraná, 81350-010, Brazil.
  • Wowk PF; Laboratório de Virologia Molecular, Instituto Carlos Chagas / Fiocruz-PR, Curitiba, Paraná, 81350-010, Brazil.
  • Bordignon J; Laboratório de Virologia Molecular, Instituto Carlos Chagas / Fiocruz-PR, Curitiba, Paraná, 81350-010, Brazil.
  • Silva H; Departamento de Química, Universidade Federal de Minas Gerais, Belo Horizonte, Minas Gerais, 31270-901, Brazil.
  • Vieira de Almeida M; Departamento de Química, Universidade Federal de Juiz de Fora, Juiz de Fora, Minas Gerais, 36036-900, Brazil.
  • Ávila EP; Departamento de Química, Universidade Federal de Juiz de Fora, Juiz de Fora, Minas Gerais, 36036-900, Brazil. Electronic address: elo.avila@yahoo.com.br.
Chem Biol Interact ; 331: 109218, 2020 Nov 01.
Article em En | MEDLINE | ID: mdl-32916141
Flavonoids are natural products widely recognized for their plurality of applications such as antiviral, antiproliferative, antitumor activities and, antioxidant properties. The flavanone naringenin is presented in citrus fruits and has been studied to combat recurrent diseases that still lack effective treatment. Research groups have been investing efforts to the development of new, safe and active candidates to combat these agents or conditions and despite good results recently reported against the Zika virus (ZIKV) and tumor cells, the use of citrus naringenin is limited due to its low bioavailability. Structural exchanges through functionalization, for example, attaching lipophilic groups instead of hydroxyl groups, can further enhance biological properties. Here, the synthesis and characterization of regioselective naringenin mono-7-O-ethers and both mono and di-fatty acid esters, structurally lipophilic ones were demonstrated. Finally, in vitro studies of anti-ZIKV action and antiproliferative activities against melanoma (B16-F10) and breast carcinoma (4T1) cells showed the ether derivatives were actives, with IC50 ranging from 6.76, 18.5 and 22.6 µM to 28.53, 45.1 and 32.3 µM referring to ZIKV, B16-F10 and 4T1 cell lines, respectively. The lipophilic ethers present the ability to inhibit selectively ZIKV-replication in human cells and inhibitions. This class of modifications in flavonoid molecules could be further explore in the future development of specific anti-ZIKV compounds.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antivirais / Citrus / Flavanonas / Zika virus / Antineoplásicos Fitogênicos Limite: Animals / Humans Idioma: En Revista: Chem Biol Interact Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Irlanda
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antivirais / Citrus / Flavanonas / Zika virus / Antineoplásicos Fitogênicos Limite: Animals / Humans Idioma: En Revista: Chem Biol Interact Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Irlanda