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Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines

A series of novel substituted 1,2,3-benzotriazines based on the structures of vatalanib succinate (PTK787) and vandetanib (ZD6474) were designed and synthesized. The antiproliferative effects of these compounds were tested on microvascular endothelial cells (MVECs) using the MTT assay. Introduction...

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Detalles Bibliográficos
Autores principales: Lv, Jin-Ling, Wang, Rui, Liu, Dan, Guo, Gang, Jing, Yong-Kui, Zhao, Lin-Xiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245182/
https://www.ncbi.nlm.nih.gov/pubmed/18596667
http://dx.doi.org/10.3390/molecules13061427
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author Lv, Jin-Ling
Wang, Rui
Liu, Dan
Guo, Gang
Jing, Yong-Kui
Zhao, Lin-Xiang
author_facet Lv, Jin-Ling
Wang, Rui
Liu, Dan
Guo, Gang
Jing, Yong-Kui
Zhao, Lin-Xiang
author_sort Lv, Jin-Ling
collection PubMed
description A series of novel substituted 1,2,3-benzotriazines based on the structures of vatalanib succinate (PTK787) and vandetanib (ZD6474) were designed and synthesized. The antiproliferative effects of these compounds were tested on microvascular endothelial cells (MVECs) using the MTT assay. Introduction of a methoxy and a 3-chloropropoxy group into the 1,2,3-benzotriazines increased the antiproliferative effects. 4-(3-Chloro-4-fluoroanilino)-7-(3-chloropropoxy)-6-methoxy-1,2,3-benzotriazine (8m) was the most effective compound. It was 4-10 fold more potent than PTK787 in inhibiting the growth of T47D breast cancer cells, DU145 and PC-3 prostate cancer cells, LL/2 murine Lewis lung cancer cells and B16F0 melanoma cells.
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spelling pubmed-62451822018-11-26 Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines Lv, Jin-Ling Wang, Rui Liu, Dan Guo, Gang Jing, Yong-Kui Zhao, Lin-Xiang Molecules Article A series of novel substituted 1,2,3-benzotriazines based on the structures of vatalanib succinate (PTK787) and vandetanib (ZD6474) were designed and synthesized. The antiproliferative effects of these compounds were tested on microvascular endothelial cells (MVECs) using the MTT assay. Introduction of a methoxy and a 3-chloropropoxy group into the 1,2,3-benzotriazines increased the antiproliferative effects. 4-(3-Chloro-4-fluoroanilino)-7-(3-chloropropoxy)-6-methoxy-1,2,3-benzotriazine (8m) was the most effective compound. It was 4-10 fold more potent than PTK787 in inhibiting the growth of T47D breast cancer cells, DU145 and PC-3 prostate cancer cells, LL/2 murine Lewis lung cancer cells and B16F0 melanoma cells. MDPI 2008-06-24 /pmc/articles/PMC6245182/ /pubmed/18596667 http://dx.doi.org/10.3390/molecules13061427 Text en © 2008 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
Lv, Jin-Ling
Wang, Rui
Liu, Dan
Guo, Gang
Jing, Yong-Kui
Zhao, Lin-Xiang
Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title_full Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title_fullStr Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title_full_unstemmed Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title_short Design, Synthesis, and Antitumor Activities of Some Novel Substituted 1,2,3-Benzotriazines
title_sort design, synthesis, and antitumor activities of some novel substituted 1,2,3-benzotriazines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245182/
https://www.ncbi.nlm.nih.gov/pubmed/18596667
http://dx.doi.org/10.3390/molecules13061427
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