Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents

A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-β-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the...

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Autores principales: Shen, Ya-Ching, Chang, Yao-To, Lin, Chun-Ling, Liaw, Chia-Ching, Kuo, Yao Haur, Tu, Lan-Chun, Yeh, Sheau Farn, Chern, Ji-Wang
Formato: Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3093256/
https://www.ncbi.nlm.nih.gov/pubmed/21566798
http://dx.doi.org/10.3390/md9020256
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author Shen, Ya-Ching
Chang, Yao-To
Lin, Chun-Ling
Liaw, Chia-Ching
Kuo, Yao Haur
Tu, Lan-Chun
Yeh, Sheau Farn
Chern, Ji-Wang
author_facet Shen, Ya-Ching
Chang, Yao-To
Lin, Chun-Ling
Liaw, Chia-Ching
Kuo, Yao Haur
Tu, Lan-Chun
Yeh, Sheau Farn
Chern, Ji-Wang
author_sort Shen, Ya-Ching
collection PubMed
description A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-β-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most potent and selective activity against the tested tumor cells. As for inhibition of topoisomerase II, compounds 1–14 and 18 showed better activity than etoposide. Among them, compounds 3, 4, 7, 9, and 10 exhibited potent activity. The structure and activity relationship (SAR) study revealed correlation between carbon numbers of the side chain and biological activities. The molecular complex with DNA for compound 2 was proposed.
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spelling pubmed-30932562011-05-12 Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents Shen, Ya-Ching Chang, Yao-To Lin, Chun-Ling Liaw, Chia-Ching Kuo, Yao Haur Tu, Lan-Chun Yeh, Sheau Farn Chern, Ji-Wang Mar Drugs Article A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-β-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most potent and selective activity against the tested tumor cells. As for inhibition of topoisomerase II, compounds 1–14 and 18 showed better activity than etoposide. Among them, compounds 3, 4, 7, 9, and 10 exhibited potent activity. The structure and activity relationship (SAR) study revealed correlation between carbon numbers of the side chain and biological activities. The molecular complex with DNA for compound 2 was proposed. MDPI 2011-02-10 /pmc/articles/PMC3093256/ /pubmed/21566798 http://dx.doi.org/10.3390/md9020256 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland http://creativecommons.org/licenses/by/3.0/ 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
Shen, Ya-Ching
Chang, Yao-To
Lin, Chun-Ling
Liaw, Chia-Ching
Kuo, Yao Haur
Tu, Lan-Chun
Yeh, Sheau Farn
Chern, Ji-Wang
Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title_full Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title_fullStr Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title_full_unstemmed Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title_short Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
title_sort synthesis of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-β-carboline analogs as potential antitumor agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3093256/
https://www.ncbi.nlm.nih.gov/pubmed/21566798
http://dx.doi.org/10.3390/md9020256
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