Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides

Seventeen novel 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylate and -carboxamide derivatives were synthesized and evaluated for their growth inhibition in seven human solid tumor and a human leukemia HL-60 cell lines. Compound IVa showed more activity than the other compound...

Descripción completa

Detalles Bibliográficos
Autores principales: Liu, Dan, Yang, Jian-Guo, Cheng, Jie, Zhao, Lin-Xiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259238/
https://www.ncbi.nlm.nih.gov/pubmed/21173727
http://dx.doi.org/10.3390/molecules15129427
_version_ 1783374640580657152
author Liu, Dan
Yang, Jian-Guo
Cheng, Jie
Zhao, Lin-Xiang
author_facet Liu, Dan
Yang, Jian-Guo
Cheng, Jie
Zhao, Lin-Xiang
author_sort Liu, Dan
collection PubMed
description Seventeen novel 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylate and -carboxamide derivatives were synthesized and evaluated for their growth inhibition in seven human solid tumor and a human leukemia HL-60 cell lines. Compound IVa showed more activity than the other compounds and the positive control temozolomide. In the presence of 40 μg/mL of IVa, the survival rate of all tested tumor cells was less than 10%. Esters displayed more potent antitumour activity than amides and temozolomide against HL-60 cells. These compounds also exhibited considerably enhanced water-solubility.
format Online
Article
Text
id pubmed-6259238
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62592382018-12-06 Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides Liu, Dan Yang, Jian-Guo Cheng, Jie Zhao, Lin-Xiang Molecules Article Seventeen novel 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylate and -carboxamide derivatives were synthesized and evaluated for their growth inhibition in seven human solid tumor and a human leukemia HL-60 cell lines. Compound IVa showed more activity than the other compounds and the positive control temozolomide. In the presence of 40 μg/mL of IVa, the survival rate of all tested tumor cells was less than 10%. Esters displayed more potent antitumour activity than amides and temozolomide against HL-60 cells. These compounds also exhibited considerably enhanced water-solubility. MDPI 2010-12-20 /pmc/articles/PMC6259238/ /pubmed/21173727 http://dx.doi.org/10.3390/molecules15129427 Text en © 2010 by the authors; http://creativecommons.org/licenses/by/3.0/ licensee MDPI, 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
Liu, Dan
Yang, Jian-Guo
Cheng, Jie
Zhao, Lin-Xiang
Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title_full Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title_fullStr Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title_full_unstemmed Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title_short Synthesis and Antitumor Activity of 3-Methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
title_sort synthesis and antitumor activity of 3-methyl-4-oxo-3,4-dihydroimidazo [5,1-d][1,2,3,5]tetrazine-8-carboxylates and -carboxamides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259238/
https://www.ncbi.nlm.nih.gov/pubmed/21173727
http://dx.doi.org/10.3390/molecules15129427
work_keys_str_mv AT liudan synthesisandantitumoractivityof3methyl4oxo34dihydroimidazo51d1235tetrazine8carboxylatesandcarboxamides
AT yangjianguo synthesisandantitumoractivityof3methyl4oxo34dihydroimidazo51d1235tetrazine8carboxylatesandcarboxamides
AT chengjie synthesisandantitumoractivityof3methyl4oxo34dihydroimidazo51d1235tetrazine8carboxylatesandcarboxamides
AT zhaolinxiang synthesisandantitumoractivityof3methyl4oxo34dihydroimidazo51d1235tetrazine8carboxylatesandcarboxamides

Ejemplares similares