Staff View: Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate

Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate

A series of novel macroacyclic Schiff base ligands and their Cu (II) complexes were synthesised via reacting dicarbonyls of varying chain lengths with S-methyl dithiocarbazate (SMDTC) and S-benzyl dithiocarbazate (SBDTC) followed by coordination with Cu (II) ions. X-ray crystal structures were obtai...

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Main Authors:	Mohammed Khaled Break, Tan, Yew Fung, Koh, May Zie, Wan, Yong Ho, Mohamed Ibrahim Mohamed Tahir, Omar Ashraf Elfar, Rahamat Unissa Syed, Weam M. A. Khojali, Turki Mubarak Alluhaibi, Bader Huwaimel, Christophe Patrice Andie Wiart, Khoo, Teng-Jin
Format:	Article
Language:	English English
Published:	MDPI 2023
Subjects:	R5-920 Medicine (General) RC254-282 Neoplasms. Tumors. Oncology Including cancer and carcinogens
Online Access:	https://eprints.ums.edu.my/id/eprint/36743/1/ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/36743/2/FULL%20TEXT.pdf https://eprints.ums.edu.my/id/eprint/36743/ https://doi.org/10.3390/molecules28135009
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id	my.ums.eprints.36743
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spelling	my.ums.eprints.367432023-09-06T07:41:31Z https://eprints.ums.edu.my/id/eprint/36743/ Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate Mohammed Khaled Break Tan, Yew Fung Koh, May Zie Wan, Yong Ho Mohamed Ibrahim Mohamed Tahir Omar Ashraf Elfar Rahamat Unissa Syed Weam M. A. Khojali Turki Mubarak Alluhaibi Bader Huwaimel Christophe Patrice Andie Wiart Khoo, Teng-Jin R5-920 Medicine (General) RC254-282 Neoplasms. Tumors. Oncology Including cancer and carcinogens A series of novel macroacyclic Schiff base ligands and their Cu (II) complexes were synthesised via reacting dicarbonyls of varying chain lengths with S-methyl dithiocarbazate (SMDTC) and S-benzyl dithiocarbazate (SBDTC) followed by coordination with Cu (II) ions. X-ray crystal structures were obtained for compound 4, an SBDTC-diacetyl analogue, and Cu7, an SMDTC-hexanedione Cu (II) complex. Anticancer evaluation of the compounds showed that Cu1, an SMDTC-glyoxal complex, demonstrated the highest cytotoxic activity against MCF-7 and MDA-MB-231 breast cancer cells with IC50 values of 1.7 µM and 1.4 µM, respectively. There was no clear pattern observed between the effect of chain length and cytotoxic activity; however, SMDTC-derived analogues were more active than SBDTC-derived analogues against MDA-MB-231 cells. The antibacterial assay showed that K. rhizophila was the most susceptible bacteria to the compounds, followed by S. aureus. Compound 4 and the SMDTC-derived analogues 3, 5, Cu7 and Cu9 possessed the highest antibacterial activity. These active analogues were further assessed, whereby 3 possessed the highest antibacterial activity with an MIC of <24.4 µg/mL against K. rhizophila and S. aureus. Further antibacterial studies showed that at least compounds 4 and 5 were bactericidal. Thus, Cu1 and 3 were the most promising anticancer and antibacterial agents, respectively. MDPI 2023 Article NonPeerReviewed text en https://eprints.ums.edu.my/id/eprint/36743/1/ABSTRACT.pdf text en https://eprints.ums.edu.my/id/eprint/36743/2/FULL%20TEXT.pdf Mohammed Khaled Break and Tan, Yew Fung and Koh, May Zie and Wan, Yong Ho and Mohamed Ibrahim Mohamed Tahir and Omar Ashraf Elfar and Rahamat Unissa Syed and Weam M. A. Khojali and Turki Mubarak Alluhaibi and Bader Huwaimel and Christophe Patrice Andie Wiart and Khoo, Teng-Jin (2023) Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate. Molecules, 28. pp. 1-19. https://doi.org/10.3390/molecules28135009
institution	Universiti Malaysia Sabah
building	UMS Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Malaysia Sabah
content_source	UMS Institutional Repository
url_provider	http://eprints.ums.edu.my/
language	English English
topic	R5-920 Medicine (General) RC254-282 Neoplasms. Tumors. Oncology Including cancer and carcinogens
spellingShingle	R5-920 Medicine (General) RC254-282 Neoplasms. Tumors. Oncology Including cancer and carcinogens Mohammed Khaled Break Tan, Yew Fung Koh, May Zie Wan, Yong Ho Mohamed Ibrahim Mohamed Tahir Omar Ashraf Elfar Rahamat Unissa Syed Weam M. A. Khojali Turki Mubarak Alluhaibi Bader Huwaimel Christophe Patrice Andie Wiart Khoo, Teng-Jin Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
description	A series of novel macroacyclic Schiff base ligands and their Cu (II) complexes were synthesised via reacting dicarbonyls of varying chain lengths with S-methyl dithiocarbazate (SMDTC) and S-benzyl dithiocarbazate (SBDTC) followed by coordination with Cu (II) ions. X-ray crystal structures were obtained for compound 4, an SBDTC-diacetyl analogue, and Cu7, an SMDTC-hexanedione Cu (II) complex. Anticancer evaluation of the compounds showed that Cu1, an SMDTC-glyoxal complex, demonstrated the highest cytotoxic activity against MCF-7 and MDA-MB-231 breast cancer cells with IC50 values of 1.7 µM and 1.4 µM, respectively. There was no clear pattern observed between the effect of chain length and cytotoxic activity; however, SMDTC-derived analogues were more active than SBDTC-derived analogues against MDA-MB-231 cells. The antibacterial assay showed that K. rhizophila was the most susceptible bacteria to the compounds, followed by S. aureus. Compound 4 and the SMDTC-derived analogues 3, 5, Cu7 and Cu9 possessed the highest antibacterial activity. These active analogues were further assessed, whereby 3 possessed the highest antibacterial activity with an MIC of <24.4 µg/mL against K. rhizophila and S. aureus. Further antibacterial studies showed that at least compounds 4 and 5 were bactericidal. Thus, Cu1 and 3 were the most promising anticancer and antibacterial agents, respectively.
format	Article
author	Mohammed Khaled Break Tan, Yew Fung Koh, May Zie Wan, Yong Ho Mohamed Ibrahim Mohamed Tahir Omar Ashraf Elfar Rahamat Unissa Syed Weam M. A. Khojali Turki Mubarak Alluhaibi Bader Huwaimel Christophe Patrice Andie Wiart Khoo, Teng-Jin
author_facet	Mohammed Khaled Break Tan, Yew Fung Koh, May Zie Wan, Yong Ho Mohamed Ibrahim Mohamed Tahir Omar Ashraf Elfar Rahamat Unissa Syed Weam M. A. Khojali Turki Mubarak Alluhaibi Bader Huwaimel Christophe Patrice Andie Wiart Khoo, Teng-Jin
author_sort	Mohammed Khaled Break
title	Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
title_short	Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
title_full	Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
title_fullStr	Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
title_full_unstemmed	Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate
title_sort	synthesis, crystal structure, antibacterial and in vitro anticancer activity of novel macroacyclic schiff bases and their cu (ii) complexes derived from s-methyl and s-benzyl dithiocarbazate
publisher	MDPI
publishDate	2023
url	https://eprints.ums.edu.my/id/eprint/36743/1/ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/36743/2/FULL%20TEXT.pdf https://eprints.ums.edu.my/id/eprint/36743/ https://doi.org/10.3390/molecules28135009
_version_	1778162791892385792
score	13.211869

Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate

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