Bioactivity evaluation of synthesized flavone analogs
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Food Science and Technology (Campinas) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0101-20612022000101360 |
Resumo: | Abstract Flavonoids are natural phenolic compounds found in dietary sources such as plants, fruits, and vegetables. They have a wide range of biological activities including cytostatic and anti-inflammatory effects. In this research, we synthesized flavone derivatives via the introduction of various aryl functional groups. Furthermore, we combined flavones with gallic acid derivatives. The synthesized compounds were tested against cervical (HeLa) and colon cancer cells (CaCo-2). Moreover, the synthesized compounds were evaluated for their antioxidant and anti-inflammatory activities using DPPH and COX inhibition tests, respectively. The success of the synthesis of our target compounds was confirmed using IR and NMR. Compound 3 potently inhibited the proliferation of CaCo-2 cells (IC50 = 2.42 µg/mL). Meanwhile, compound 4 exhibited antioxidant activity (IC50 = 3.53 ± 0.1 µg/mL). Moreover, compound 4 selectively inhibited COX-2 with an IC50 = 6.02 ± 0.33 µg/mL; it was approximately 6-fold more selective for COX-2 than for COX-1 enzymes. In conclusion, the results strongly indicate that the chemical modification of flavones enhances their bioactivity. Further investigation of in vivo anti-inflammatory and anticancer evaluation of active compounds is required to prove both safety and efficacy. |
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Food Science and Technology (Campinas) |
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Bioactivity evaluation of synthesized flavone analogsflavonebioactivityanticancerAbstract Flavonoids are natural phenolic compounds found in dietary sources such as plants, fruits, and vegetables. They have a wide range of biological activities including cytostatic and anti-inflammatory effects. In this research, we synthesized flavone derivatives via the introduction of various aryl functional groups. Furthermore, we combined flavones with gallic acid derivatives. The synthesized compounds were tested against cervical (HeLa) and colon cancer cells (CaCo-2). Moreover, the synthesized compounds were evaluated for their antioxidant and anti-inflammatory activities using DPPH and COX inhibition tests, respectively. The success of the synthesis of our target compounds was confirmed using IR and NMR. Compound 3 potently inhibited the proliferation of CaCo-2 cells (IC50 = 2.42 µg/mL). Meanwhile, compound 4 exhibited antioxidant activity (IC50 = 3.53 ± 0.1 µg/mL). Moreover, compound 4 selectively inhibited COX-2 with an IC50 = 6.02 ± 0.33 µg/mL; it was approximately 6-fold more selective for COX-2 than for COX-1 enzymes. In conclusion, the results strongly indicate that the chemical modification of flavones enhances their bioactivity. Further investigation of in vivo anti-inflammatory and anticancer evaluation of active compounds is required to prove both safety and efficacy.Sociedade Brasileira de Ciência e Tecnologia de Alimentos2022-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0101-20612022000101360Food Science and Technology v.42 2022reponame:Food Science and Technology (Campinas)instname:Sociedade Brasileira de Ciência e Tecnologia de Alimentos (SBCTA)instacron:SBCTA10.1590/fst.57122info:eu-repo/semantics/openAccessABUALHASAN,MuradJARADAT,NidalAL-RIMAWI,FuadSHAHWAN,MalakMANSOUR,DanaALHEND,ZainALSOROGHLI,YaraMOUSA,Ahmedeng2022-10-11T00:00:00Zoai:scielo:S0101-20612022000101360Revistahttp://www.scielo.br/ctaONGhttps://old.scielo.br/oai/scielo-oai.php||revista@sbcta.org.br1678-457X0101-2061opendoar:2022-10-11T00:00Food Science and Technology (Campinas) - Sociedade Brasileira de Ciência e Tecnologia de Alimentos (SBCTA)false |
dc.title.none.fl_str_mv |
Bioactivity evaluation of synthesized flavone analogs |
title |
Bioactivity evaluation of synthesized flavone analogs |
spellingShingle |
Bioactivity evaluation of synthesized flavone analogs ABUALHASAN,Murad flavone bioactivity anticancer |
title_short |
Bioactivity evaluation of synthesized flavone analogs |
title_full |
Bioactivity evaluation of synthesized flavone analogs |
title_fullStr |
Bioactivity evaluation of synthesized flavone analogs |
title_full_unstemmed |
Bioactivity evaluation of synthesized flavone analogs |
title_sort |
Bioactivity evaluation of synthesized flavone analogs |
author |
ABUALHASAN,Murad |
author_facet |
ABUALHASAN,Murad JARADAT,Nidal AL-RIMAWI,Fuad SHAHWAN,Malak MANSOUR,Dana ALHEND,Zain ALSOROGHLI,Yara MOUSA,Ahmed |
author_role |
author |
author2 |
JARADAT,Nidal AL-RIMAWI,Fuad SHAHWAN,Malak MANSOUR,Dana ALHEND,Zain ALSOROGHLI,Yara MOUSA,Ahmed |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
ABUALHASAN,Murad JARADAT,Nidal AL-RIMAWI,Fuad SHAHWAN,Malak MANSOUR,Dana ALHEND,Zain ALSOROGHLI,Yara MOUSA,Ahmed |
dc.subject.por.fl_str_mv |
flavone bioactivity anticancer |
topic |
flavone bioactivity anticancer |
description |
Abstract Flavonoids are natural phenolic compounds found in dietary sources such as plants, fruits, and vegetables. They have a wide range of biological activities including cytostatic and anti-inflammatory effects. In this research, we synthesized flavone derivatives via the introduction of various aryl functional groups. Furthermore, we combined flavones with gallic acid derivatives. The synthesized compounds were tested against cervical (HeLa) and colon cancer cells (CaCo-2). Moreover, the synthesized compounds were evaluated for their antioxidant and anti-inflammatory activities using DPPH and COX inhibition tests, respectively. The success of the synthesis of our target compounds was confirmed using IR and NMR. Compound 3 potently inhibited the proliferation of CaCo-2 cells (IC50 = 2.42 µg/mL). Meanwhile, compound 4 exhibited antioxidant activity (IC50 = 3.53 ± 0.1 µg/mL). Moreover, compound 4 selectively inhibited COX-2 with an IC50 = 6.02 ± 0.33 µg/mL; it was approximately 6-fold more selective for COX-2 than for COX-1 enzymes. In conclusion, the results strongly indicate that the chemical modification of flavones enhances their bioactivity. Further investigation of in vivo anti-inflammatory and anticancer evaluation of active compounds is required to prove both safety and efficacy. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0101-20612022000101360 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0101-20612022000101360 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/fst.57122 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Ciência e Tecnologia de Alimentos |
publisher.none.fl_str_mv |
Sociedade Brasileira de Ciência e Tecnologia de Alimentos |
dc.source.none.fl_str_mv |
Food Science and Technology v.42 2022 reponame:Food Science and Technology (Campinas) instname:Sociedade Brasileira de Ciência e Tecnologia de Alimentos (SBCTA) instacron:SBCTA |
instname_str |
Sociedade Brasileira de Ciência e Tecnologia de Alimentos (SBCTA) |
instacron_str |
SBCTA |
institution |
SBCTA |
reponame_str |
Food Science and Technology (Campinas) |
collection |
Food Science and Technology (Campinas) |
repository.name.fl_str_mv |
Food Science and Technology (Campinas) - Sociedade Brasileira de Ciência e Tecnologia de Alimentos (SBCTA) |
repository.mail.fl_str_mv |
||revista@sbcta.org.br |
_version_ |
1752126335465029632 |