Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities

Seventeen new flavone derivatives substituted at the 4′-OH position were designed, synthesized and evaluated for their anticancer and antibacterial activities. Among them, compounds 3, 4, 6f, 6e, 6b, 6c and 6k demonstrated the most potent antiproliferative activities against a human erythroleukemia...

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Autores principales: Zhang, Ni, Yang, Jin, Li, Ke, Luo, Jun, Yang, Su, Song, Jun-Rong, Chen, Chao, Pan, Wei-Dong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6695693/
https://www.ncbi.nlm.nih.gov/pubmed/31357486
http://dx.doi.org/10.3390/molecules24152723
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author Zhang, Ni
Yang, Jin
Li, Ke
Luo, Jun
Yang, Su
Song, Jun-Rong
Chen, Chao
Pan, Wei-Dong
author_facet Zhang, Ni
Yang, Jin
Li, Ke
Luo, Jun
Yang, Su
Song, Jun-Rong
Chen, Chao
Pan, Wei-Dong
author_sort Zhang, Ni
collection PubMed
description Seventeen new flavone derivatives substituted at the 4′-OH position were designed, synthesized and evaluated for their anticancer and antibacterial activities. Among them, compounds 3, 4, 6f, 6e, 6b, 6c and 6k demonstrated the most potent antiproliferative activities against a human erythroleukemia cell line (HEL) and a prostate cancer cell line (PC3). The results also showed that the IC(50) value of compounds 3, 4, 6f, 6e, 6b, 6c and 6k were close to that of the anticancer drug cisplatin (DDP) and lower than that of apigenin. All of the derivatives did not present antibacterial activities. The structure–activity relationships evaluation showed that the configuration of methyl amino acid might affect their biological activities.
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spelling pubmed-66956932019-09-05 Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities Zhang, Ni Yang, Jin Li, Ke Luo, Jun Yang, Su Song, Jun-Rong Chen, Chao Pan, Wei-Dong Molecules Article Seventeen new flavone derivatives substituted at the 4′-OH position were designed, synthesized and evaluated for their anticancer and antibacterial activities. Among them, compounds 3, 4, 6f, 6e, 6b, 6c and 6k demonstrated the most potent antiproliferative activities against a human erythroleukemia cell line (HEL) and a prostate cancer cell line (PC3). The results also showed that the IC(50) value of compounds 3, 4, 6f, 6e, 6b, 6c and 6k were close to that of the anticancer drug cisplatin (DDP) and lower than that of apigenin. All of the derivatives did not present antibacterial activities. The structure–activity relationships evaluation showed that the configuration of methyl amino acid might affect their biological activities. MDPI 2019-07-26 /pmc/articles/PMC6695693/ /pubmed/31357486 http://dx.doi.org/10.3390/molecules24152723 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Ni
Yang, Jin
Li, Ke
Luo, Jun
Yang, Su
Song, Jun-Rong
Chen, Chao
Pan, Wei-Dong
Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title_full Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title_fullStr Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title_full_unstemmed Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title_short Synthesis of Flavone Derivatives via N-Amination and Evaluation of Their Anticancer Activities
title_sort synthesis of flavone derivatives via n-amination and evaluation of their anticancer activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6695693/
https://www.ncbi.nlm.nih.gov/pubmed/31357486
http://dx.doi.org/10.3390/molecules24152723
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