Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives

[Image: see text] Four novel TPDCA derivatives were prepared via a supersaturation method combining TPDCA with water, N-methyl-2-pyrrolidone (NMP), Na(PO(2)H(2)), and ammonia solution: 2(C(9)H(7)NO(5)S)H(2)O (1), (C(9)H(7)NO(5)S)C(5)H(9)NO (2), (C(9)H(7)NO(5)S)Na(PO(2)H(2)) (3), and (C(9)H(5)NO(5)S)...

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Autores principales: Yahia, Hamdi Ben, Sabri, Souhir, Essehli, Rachid, Kasak, Peter, Drogosz-Stachowicz, Joanna, Janecka, Anna, El Bali, Brahim
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7643073/
https://www.ncbi.nlm.nih.gov/pubmed/33163758
http://dx.doi.org/10.1021/acsomega.0c01769
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author Yahia, Hamdi Ben
Sabri, Souhir
Essehli, Rachid
Kasak, Peter
Drogosz-Stachowicz, Joanna
Janecka, Anna
El Bali, Brahim
author_facet Yahia, Hamdi Ben
Sabri, Souhir
Essehli, Rachid
Kasak, Peter
Drogosz-Stachowicz, Joanna
Janecka, Anna
El Bali, Brahim
author_sort Yahia, Hamdi Ben
collection PubMed
description [Image: see text] Four novel TPDCA derivatives were prepared via a supersaturation method combining TPDCA with water, N-methyl-2-pyrrolidone (NMP), Na(PO(2)H(2)), and ammonia solution: 2(C(9)H(7)NO(5)S)H(2)O (1), (C(9)H(7)NO(5)S)C(5)H(9)NO (2), (C(9)H(7)NO(5)S)Na(PO(2)H(2)) (3), and (C(9)H(5)NO(5)S)(NH(4))(2)(H(2)O) (4). Their crystal structures were determined by single-crystal X-ray diffraction. Compounds (1) and (2) crystallize in the monoclinic space groups P2(1) and P2(1)/c, respectively, whereas compounds (3) and (4) crystallize in the triclinic space group P1̅. Weak and moderate hydrogen bonds were detected in the four compounds. In the biological tests, (1) and (3) exhibited significant antibacterial activity against Escherichia coli and Staphylococcus aureus; in addition, (1) was cytotoxic against leukemia HL-60 cells with the IC(50) value of 158.5 ± 12.5 μM.
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spelling pubmed-76430732020-11-06 Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives Yahia, Hamdi Ben Sabri, Souhir Essehli, Rachid Kasak, Peter Drogosz-Stachowicz, Joanna Janecka, Anna El Bali, Brahim ACS Omega [Image: see text] Four novel TPDCA derivatives were prepared via a supersaturation method combining TPDCA with water, N-methyl-2-pyrrolidone (NMP), Na(PO(2)H(2)), and ammonia solution: 2(C(9)H(7)NO(5)S)H(2)O (1), (C(9)H(7)NO(5)S)C(5)H(9)NO (2), (C(9)H(7)NO(5)S)Na(PO(2)H(2)) (3), and (C(9)H(5)NO(5)S)(NH(4))(2)(H(2)O) (4). Their crystal structures were determined by single-crystal X-ray diffraction. Compounds (1) and (2) crystallize in the monoclinic space groups P2(1) and P2(1)/c, respectively, whereas compounds (3) and (4) crystallize in the triclinic space group P1̅. Weak and moderate hydrogen bonds were detected in the four compounds. In the biological tests, (1) and (3) exhibited significant antibacterial activity against Escherichia coli and Staphylococcus aureus; in addition, (1) was cytotoxic against leukemia HL-60 cells with the IC(50) value of 158.5 ± 12.5 μM. American Chemical Society 2020-10-22 /pmc/articles/PMC7643073/ /pubmed/33163758 http://dx.doi.org/10.1021/acsomega.0c01769 Text en This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Yahia, Hamdi Ben
Sabri, Souhir
Essehli, Rachid
Kasak, Peter
Drogosz-Stachowicz, Joanna
Janecka, Anna
El Bali, Brahim
Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title_full Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title_fullStr Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title_full_unstemmed Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title_short Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives
title_sort crystal growth, single crystal structure, and biological activity of thiazolo-pyridine dicarboxylic acid derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7643073/
https://www.ncbi.nlm.nih.gov/pubmed/33163758
http://dx.doi.org/10.1021/acsomega.0c01769
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