Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil

A series of amino acid ester derivatives containing 5-fluorouracil were synthesized using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) and N-hydroxybenzotriazole (HOBt) as a coupling agent. The structures of the products were assigned by NMR, MS, IR etc. The in vitro antitum...

Descripción completa

Detalles Bibliográficos
Autores principales: Xiong, Jing, Zhu, Hai-Feng, Zhao, Ya-Juan, Lan, Yun-Jun, Jiang, Ji-Wang, Yang, Jing-Jing, Zhang, Shu-Feng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254981/
https://www.ncbi.nlm.nih.gov/pubmed/19783913
http://dx.doi.org/10.3390/molecules14093142
_version_ 1783373851490516992
author Xiong, Jing
Zhu, Hai-Feng
Zhao, Ya-Juan
Lan, Yun-Jun
Jiang, Ji-Wang
Yang, Jing-Jing
Zhang, Shu-Feng
author_facet Xiong, Jing
Zhu, Hai-Feng
Zhao, Ya-Juan
Lan, Yun-Jun
Jiang, Ji-Wang
Yang, Jing-Jing
Zhang, Shu-Feng
author_sort Xiong, Jing
collection PubMed
description A series of amino acid ester derivatives containing 5-fluorouracil were synthesized using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) and N-hydroxybenzotriazole (HOBt) as a coupling agent. The structures of the products were assigned by NMR, MS, IR etc. The in vitro antitumor activity tests against leukaemia HL-60 and liver cancer BEL-7402 indicated that (R)-ethyl 2-(2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-3-(4-hydroxyphenyl) propanoate showed more inhibitory effect against BEL-7402 than 5-FU.
format Online
Article
Text
id pubmed-6254981
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher Molecular Diversity Preservation International
record_format MEDLINE/PubMed
spelling pubmed-62549812018-11-30 Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil Xiong, Jing Zhu, Hai-Feng Zhao, Ya-Juan Lan, Yun-Jun Jiang, Ji-Wang Yang, Jing-Jing Zhang, Shu-Feng Molecules Article A series of amino acid ester derivatives containing 5-fluorouracil were synthesized using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) and N-hydroxybenzotriazole (HOBt) as a coupling agent. The structures of the products were assigned by NMR, MS, IR etc. The in vitro antitumor activity tests against leukaemia HL-60 and liver cancer BEL-7402 indicated that (R)-ethyl 2-(2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-3-(4-hydroxyphenyl) propanoate showed more inhibitory effect against BEL-7402 than 5-FU. Molecular Diversity Preservation International 2009-08-25 /pmc/articles/PMC6254981/ /pubmed/19783913 http://dx.doi.org/10.3390/molecules14093142 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Xiong, Jing
Zhu, Hai-Feng
Zhao, Ya-Juan
Lan, Yun-Jun
Jiang, Ji-Wang
Yang, Jing-Jing
Zhang, Shu-Feng
Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title_full Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title_fullStr Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title_full_unstemmed Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title_short Synthesis and Antitumor Activity of Amino Acid Ester Derivatives Containing 5-Fluorouracil
title_sort synthesis and antitumor activity of amino acid ester derivatives containing 5-fluorouracil
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254981/
https://www.ncbi.nlm.nih.gov/pubmed/19783913
http://dx.doi.org/10.3390/molecules14093142
work_keys_str_mv AT xiongjing synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT zhuhaifeng synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT zhaoyajuan synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT lanyunjun synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT jiangjiwang synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT yangjingjing synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil
AT zhangshufeng synthesisandantitumoractivityofaminoacidesterderivativescontaining5fluorouracil

Ejemplares similares