Cargando…

Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives

Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin deriv...

Descripción completa

Detalles Bibliográficos
Autores principales: Bao, Xin-Ran, Liao, Han, Qu, Jiao, Sun, Yong, Guo, Xin, Wang, En-Xia, Zhen, Yu-Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5149019/
https://www.ncbi.nlm.nih.gov/pubmed/27980567
_version_ 1782473931571068928
author Bao, Xin-Ran
Liao, Han
Qu, Jiao
Sun, Yong
Guo, Xin
Wang, En-Xia
Zhen, Yu-Hong
author_facet Bao, Xin-Ran
Liao, Han
Qu, Jiao
Sun, Yong
Guo, Xin
Wang, En-Xia
Zhen, Yu-Hong
author_sort Bao, Xin-Ran
collection PubMed
description Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxicity of the high-soluble derivatives against MCF-7 cells and caco-2 cells was determined using MTT assay. Among these seven products, 7-O-butylquercetin had the highest solubility in DMEM medium and 7-O-geranylquercetin had the most potent cytotoxicity. Further study on cytotoxicity of 7-O-geranylquercetin on NCI-H446, A549, MGC-803 and SGC-7901 cell lines revealed potential antiproliferative effects. The 7-O-geranylquercetin is a broad spectrum cytotoxic agent and it may be a promising leading drug for cancer chemotherapy.
format Online
Article
Text
id pubmed-5149019
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Shaheed Beheshti University of Medical Sciences
record_format MEDLINE/PubMed
spelling pubmed-51490192016-12-15 Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives Bao, Xin-Ran Liao, Han Qu, Jiao Sun, Yong Guo, Xin Wang, En-Xia Zhen, Yu-Hong Iran J Pharm Res Original Article Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxicity of the high-soluble derivatives against MCF-7 cells and caco-2 cells was determined using MTT assay. Among these seven products, 7-O-butylquercetin had the highest solubility in DMEM medium and 7-O-geranylquercetin had the most potent cytotoxicity. Further study on cytotoxicity of 7-O-geranylquercetin on NCI-H446, A549, MGC-803 and SGC-7901 cell lines revealed potential antiproliferative effects. The 7-O-geranylquercetin is a broad spectrum cytotoxic agent and it may be a promising leading drug for cancer chemotherapy. Shaheed Beheshti University of Medical Sciences 2016 /pmc/articles/PMC5149019/ /pubmed/27980567 Text en © 2016 by School of Pharmacy , Shaheed Beheshti University of Medical Sciences and Health Services This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Bao, Xin-Ran
Liao, Han
Qu, Jiao
Sun, Yong
Guo, Xin
Wang, En-Xia
Zhen, Yu-Hong
Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title_full Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title_fullStr Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title_full_unstemmed Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title_short Synthesis, Characterization and Cytotoxicity of Alkylated Quercetin Derivatives
title_sort synthesis, characterization and cytotoxicity of alkylated quercetin derivatives
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5149019/
https://www.ncbi.nlm.nih.gov/pubmed/27980567
work_keys_str_mv AT baoxinran synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT liaohan synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT qujiao synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT sunyong synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT guoxin synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT wangenxia synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives
AT zhenyuhong synthesischaracterizationandcytotoxicityofalkylatedquercetinderivatives