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Synthesis, selective cytotoxicities and probable mechanism of action of 7-methoxy-3-arylflavone-8-acetic acids

Thirteen new analogues of flavone-8-acetic acid, that is, compounds – bearing a methoxy group at the 7-position and diverse subsitiuents on the benzene ring at the 2- and 3-positions of flavone nucleus, were synthesized and evaluated for their direct antiproliferative effects on two human tumor cell... Full description

Journal Title: Bioorganic & Medicinal Chemistry 01 March 2014, Vol.22(5), pp.1539-1547
Main Author: Zhou, Zhong-Zhen
Other Authors: Gu, Chun-Ping , Deng, Yan-Hong , Yan, Guang-Hua , Li, Xiao-Fang , Yu, Le , Chen, Wen-Hua , Liu, Shu-Wen
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0968-0896 ; E-ISSN: 1464-3391 ; DOI: 10.1016/j.bmc.2014.01.042
Link: https://www.sciencedirect.com/science/article/pii/S0968089614000704
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recordid: elsevier_sdoi_10_1016_j_bmc_2014_01_042
title: Synthesis, selective cytotoxicities and probable mechanism of action of 7-methoxy-3-arylflavone-8-acetic acids
format: Article
creator:
  • Zhou, Zhong-Zhen
  • Gu, Chun-Ping
  • Deng, Yan-Hong
  • Yan, Guang-Hua
  • Li, Xiao-Fang
  • Yu, Le
  • Chen, Wen-Hua
  • Liu, Shu-Wen
subjects:
  • 3-Arylflavone-8-Acetic Acid
  • Direct Cytotoxicity
  • Indirect Cytotoxicity
  • Tumor Necrosis Factor Α
  • Transwell Co-Culture System
  • Medicine
  • Chemistry
  • Anatomy & Physiology
ispartof: Bioorganic & Medicinal Chemistry, 01 March 2014, Vol.22(5), pp.1539-1547
description: Thirteen new analogues of flavone-8-acetic acid, that is, compounds – bearing a methoxy group at the 7-position and diverse subsitiuents on the benzene ring at the 2- and 3-positions of flavone nucleus, were synthesized and evaluated for their direct antiproliferative effects on two human tumor cell lines and for their indirect antiproliferative activities in the transwell co-culture system. The results indicated that most of compounds – showed moderate direct cytotoxicities. Among them, compound exhibited higher direct cytotoxicity and selectivity for both cell lines over BJ human foreskin fibroblast cells than 5,6-dimethylxanthenone-4-acetic acid (DMXAA). Interestingly, compared with DMXAA, compound showed comparable indirect cytotoxicity and higher selectivity. In addition, compound was found to be able to induce tumor necrosis factor α (TNF-α) production in human peripheral blood mononuclear cells.
language: eng
source:
identifier: ISSN: 0968-0896 ; E-ISSN: 1464-3391 ; DOI: 10.1016/j.bmc.2014.01.042
fulltext: fulltext
issn:
  • 0968-0896
  • 09680896
  • 1464-3391
  • 14643391
url: Link


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titleSynthesis, selective cytotoxicities and probable mechanism of action of 7-methoxy-3-arylflavone-8-acetic acids
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descriptionThirteen new analogues of flavone-8-acetic acid, that is, compounds – bearing a methoxy group at the 7-position and diverse subsitiuents on the benzene ring at the 2- and 3-positions of flavone nucleus, were synthesized and evaluated for their direct antiproliferative effects on two human tumor cell lines and for their indirect antiproliferative activities in the transwell co-culture system. The results indicated that most of compounds – showed moderate direct cytotoxicities. Among them, compound exhibited higher direct cytotoxicity and selectivity for both cell lines over BJ human foreskin fibroblast cells than 5,6-dimethylxanthenone-4-acetic acid (DMXAA). Interestingly, compared with DMXAA, compound showed comparable indirect cytotoxicity and higher selectivity. In addition, compound was found to be able to induce tumor necrosis factor α (TNF-α) production in human peripheral blood mononuclear cells.
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