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Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities
A series of novel quinoline-based tetracyclic ring-systems were synthesized and evaluated in vitro for their antiplasmodial, antiproliferative and antimicrobial activities. The novel hydroiodide salts 10 and 21 showed the most promising antiplasmodial inhibition, with compound 10 displaying higher s...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198049/ https://www.ncbi.nlm.nih.gov/pubmed/34070798 http://dx.doi.org/10.3390/molecules26113268 |
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author | Håheim, Katja S. Lindbäck, Emil Tan, Kah Ni Albrigtsen, Marte Urdal Helgeland, Ida T. Lauga, Clémence Matringe, Théodora Kennedy, Emily K. Andersen, Jeanette H. Avery, Vicky M. Sydnes, Magne O. |
author_facet | Håheim, Katja S. Lindbäck, Emil Tan, Kah Ni Albrigtsen, Marte Urdal Helgeland, Ida T. Lauga, Clémence Matringe, Théodora Kennedy, Emily K. Andersen, Jeanette H. Avery, Vicky M. Sydnes, Magne O. |
author_sort | Håheim, Katja S. |
collection | PubMed |
description | A series of novel quinoline-based tetracyclic ring-systems were synthesized and evaluated in vitro for their antiplasmodial, antiproliferative and antimicrobial activities. The novel hydroiodide salts 10 and 21 showed the most promising antiplasmodial inhibition, with compound 10 displaying higher selectivity than the employed standards. The antiproliferative assay revealed novel pyridophenanthridine 4b to be significantly more active against human prostate cancer (IC(50) = 24 nM) than Puromycin (IC(50) = 270 nM) and Doxorubicin (IC(50) = 830 nM), which are used for clinical treatment. Pyridocarbazoles 9 was also moderately effective against all the employed cancer cell lines and moreover showed excellent biofilm inhibition (9a: MBIC = 100 µM; 9b: MBIC = 100 µM). |
format | Online Article Text |
id | pubmed-8198049 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-81980492021-06-14 Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities Håheim, Katja S. Lindbäck, Emil Tan, Kah Ni Albrigtsen, Marte Urdal Helgeland, Ida T. Lauga, Clémence Matringe, Théodora Kennedy, Emily K. Andersen, Jeanette H. Avery, Vicky M. Sydnes, Magne O. Molecules Article A series of novel quinoline-based tetracyclic ring-systems were synthesized and evaluated in vitro for their antiplasmodial, antiproliferative and antimicrobial activities. The novel hydroiodide salts 10 and 21 showed the most promising antiplasmodial inhibition, with compound 10 displaying higher selectivity than the employed standards. The antiproliferative assay revealed novel pyridophenanthridine 4b to be significantly more active against human prostate cancer (IC(50) = 24 nM) than Puromycin (IC(50) = 270 nM) and Doxorubicin (IC(50) = 830 nM), which are used for clinical treatment. Pyridocarbazoles 9 was also moderately effective against all the employed cancer cell lines and moreover showed excellent biofilm inhibition (9a: MBIC = 100 µM; 9b: MBIC = 100 µM). MDPI 2021-05-30 /pmc/articles/PMC8198049/ /pubmed/34070798 http://dx.doi.org/10.3390/molecules26113268 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Håheim, Katja S. Lindbäck, Emil Tan, Kah Ni Albrigtsen, Marte Urdal Helgeland, Ida T. Lauga, Clémence Matringe, Théodora Kennedy, Emily K. Andersen, Jeanette H. Avery, Vicky M. Sydnes, Magne O. Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title | Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title_full | Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title_fullStr | Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title_full_unstemmed | Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title_short | Synthesis and Evaluation of the Tetracyclic Ring-System of Isocryptolepine and Regioisomers for Antimalarial, Antiproliferative and Antimicrobial Activities |
title_sort | synthesis and evaluation of the tetracyclic ring-system of isocryptolepine and regioisomers for antimalarial, antiproliferative and antimicrobial activities |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198049/ https://www.ncbi.nlm.nih.gov/pubmed/34070798 http://dx.doi.org/10.3390/molecules26113268 |
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