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</b&...

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Main Authors:	Ni Zhang, Jin Yang, Ke Li, Jun Luo, Su Yang, Jun-Rong Song, Chao Chen, Wei-Dong Pan
Format:	Article
Language:	English
Published:	MDPI AG 2019-07-01
Series:	Molecules
Subjects:	flavone amino acid anticancer activity antiproliferation
Online Access:	https://www.mdpi.com/1420-3049/24/15/2723

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spelling	doaj-26e7a32eabc34ab8a09bc34af8b53f942020-11-25T01:21:25ZengMDPI AGMolecules1420-30492019-07-012415272310.3390/molecules24152723molecules24152723Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer ActivitiesNi Zhang0Jin Yang1Ke Li2Jun Luo3Su Yang4Jun-Rong Song5Chao Chen6Wei-Dong Pan7State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, ChinaSeventeen new flavone derivatives substituted at the 4′-OH position were designed, synthesized and evaluated for their anticancer and antibacterial activities. Among them, compounds <b>3</b>, <b>4</b>, <b>6f</b>, <b>6e</b>, <b>6b</b>, <b>6c</b> and <b>6k</b> 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<sub>50</sub> value of compounds <b>3</b>, <b>4</b>, <b>6f</b>, <b>6e</b>, <b>6b</b>, <b>6c</b> and <b>6k</b> 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.https://www.mdpi.com/1420-3049/24/15/2723flavoneamino acidanticancer activityantiproliferation
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ni Zhang Jin Yang Ke Li Jun Luo Su Yang Jun-Rong Song Chao Chen Wei-Dong Pan
spellingShingle	Ni Zhang Jin Yang Ke Li Jun Luo Su Yang Jun-Rong Song Chao Chen Wei-Dong Pan Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities Molecules flavone amino acid anticancer activity antiproliferation
author_facet	Ni Zhang Jin Yang Ke Li Jun Luo Su Yang Jun-Rong Song Chao Chen Wei-Dong Pan
author_sort	Ni Zhang
title	Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities
title_short	Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities
title_full	Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities
title_fullStr	Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities
title_full_unstemmed	Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities
title_sort	synthesis of flavone derivatives via <i>n</i>-amination and evaluation of their anticancer activities
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2019-07-01
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 <b>3</b>, <b>4</b>, <b>6f</b>, <b>6e</b>, <b>6b</b>, <b>6c</b> and <b>6k</b> 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<sub>50</sub> value of compounds <b>3</b>, <b>4</b>, <b>6f</b>, <b>6e</b>, <b>6b</b>, <b>6c</b> and <b>6k</b> 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.
topic	flavone amino acid anticancer activity antiproliferation
url	https://www.mdpi.com/1420-3049/24/15/2723
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Synthesis of Flavone Derivatives via <i>N</i>-Amination and Evaluation of Their Anticancer Activities

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