Staff View: Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)

Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)

Testosterone thiosemicarbazone, L and its nickel (II) complex 1 were synthesized and characterized by using FTIR, CHN, (1)H NMR, and X-ray crystallography. X-ray diffraction study confirmed the formation of L from condensation of testosterone and thiosemicarbazide. Mononuclear complex 1 is coordinat...

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Main Authors:	Mok, Piew Heng, Sinniah, Saravana Kumar, Wuen, Yew Teoh, Kae, Shin Sim, Seik, Weng Ng, Cheah, Yoke Kqueen, Kong, Wai Tan
Format:	Article
Language:	English
Published:	Elsevier 2015
Online Access:	http://psasir.upm.edu.my/id/eprint/46466/1/Synthesis%20of%20a%20DNA-targeting%20nickel%20%28II%29%20complex%20with%20testosterone%20thiosemicarbazone%20which%20exhibits%20selective%20cytotoxicity%20towards%20human%20prostate%20cancer%20cells%20%28LNCaP%29.pdf http://psasir.upm.edu.my/id/eprint/46466/ http://www.elsevier.com/locate/issn/13861425
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spelling	my.upm.eprints.464662018-02-28T05:28:36Z http://psasir.upm.edu.my/id/eprint/46466/ Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP) Mok, Piew Heng Sinniah, Saravana Kumar Wuen, Yew Teoh Kae, Shin Sim Seik, Weng Ng Cheah, Yoke Kqueen Kong, Wai Tan Testosterone thiosemicarbazone, L and its nickel (II) complex 1 were synthesized and characterized by using FTIR, CHN, (1)H NMR, and X-ray crystallography. X-ray diffraction study confirmed the formation of L from condensation of testosterone and thiosemicarbazide. Mononuclear complex 1 is coordinated to two Schiff base ligands via two imine nitrogens and two tautomeric thiol sulfurs. The cytotoxicity of both compounds was investigated via MTT assay with cisplatin as positive reference standard. L is more potent towards androgen-dependent LNCaP (prostate) and HCT 116 (colon). On the other hand, complex 1, which is in a distorted square planar environment with L acting as a bidentate NS-donor ligand, is capable of inhibiting the growth of all the cancer cell lines tested, including PC-3 (prostate). It is noteworthy that both compounds are less toxic towards human colon cell CCD-18Co. The intrinsic DNA binding constant (Kb) of both compounds were evaluated via UV-Vis spectrophotometry. Both compounds showed Kb values which are comparable to the reported Kb value of typical classical intercalator such as ethidium bromide. The binding constant of the complex is almost double compared with ligand L. Both compounds were unable to inhibit the action topoisomerase I, which is the common target in cancer treatment (especially colon cancer). This suggest a topoisomerase I independent-cell death mechanism. Elsevier 2015-11 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/46466/1/Synthesis%20of%20a%20DNA-targeting%20nickel%20%28II%29%20complex%20with%20testosterone%20thiosemicarbazone%20which%20exhibits%20selective%20cytotoxicity%20towards%20human%20prostate%20cancer%20cells%20%28LNCaP%29.pdf Mok, Piew Heng and Sinniah, Saravana Kumar and Wuen, Yew Teoh and Kae, Shin Sim and Seik, Weng Ng and Cheah, Yoke Kqueen and Kong, Wai Tan (2015) Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP). Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 150 (6). pp. 360-372. ISSN 1386-1425; ESSN: 1873-3557 http://www.elsevier.com/locate/issn/13861425 10.1016/j.saa.2015.05.095
institution	Universiti Putra Malaysia
building	UPM Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Putra Malaysia
content_source	UPM Institutional Repository
url_provider	http://psasir.upm.edu.my/
language	English
description	Testosterone thiosemicarbazone, L and its nickel (II) complex 1 were synthesized and characterized by using FTIR, CHN, (1)H NMR, and X-ray crystallography. X-ray diffraction study confirmed the formation of L from condensation of testosterone and thiosemicarbazide. Mononuclear complex 1 is coordinated to two Schiff base ligands via two imine nitrogens and two tautomeric thiol sulfurs. The cytotoxicity of both compounds was investigated via MTT assay with cisplatin as positive reference standard. L is more potent towards androgen-dependent LNCaP (prostate) and HCT 116 (colon). On the other hand, complex 1, which is in a distorted square planar environment with L acting as a bidentate NS-donor ligand, is capable of inhibiting the growth of all the cancer cell lines tested, including PC-3 (prostate). It is noteworthy that both compounds are less toxic towards human colon cell CCD-18Co. The intrinsic DNA binding constant (Kb) of both compounds were evaluated via UV-Vis spectrophotometry. Both compounds showed Kb values which are comparable to the reported Kb value of typical classical intercalator such as ethidium bromide. The binding constant of the complex is almost double compared with ligand L. Both compounds were unable to inhibit the action topoisomerase I, which is the common target in cancer treatment (especially colon cancer). This suggest a topoisomerase I independent-cell death mechanism.
format	Article
author	Mok, Piew Heng Sinniah, Saravana Kumar Wuen, Yew Teoh Kae, Shin Sim Seik, Weng Ng Cheah, Yoke Kqueen Kong, Wai Tan
spellingShingle	Mok, Piew Heng Sinniah, Saravana Kumar Wuen, Yew Teoh Kae, Shin Sim Seik, Weng Ng Cheah, Yoke Kqueen Kong, Wai Tan Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
author_facet	Mok, Piew Heng Sinniah, Saravana Kumar Wuen, Yew Teoh Kae, Shin Sim Seik, Weng Ng Cheah, Yoke Kqueen Kong, Wai Tan
author_sort	Mok, Piew Heng
title	Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
title_short	Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
title_full	Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
title_fullStr	Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
title_full_unstemmed	Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)
title_sort	synthesis of a dna-targeting nickel (ii) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (lncap)
publisher	Elsevier
publishDate	2015
url	http://psasir.upm.edu.my/id/eprint/46466/1/Synthesis%20of%20a%20DNA-targeting%20nickel%20%28II%29%20complex%20with%20testosterone%20thiosemicarbazone%20which%20exhibits%20selective%20cytotoxicity%20towards%20human%20prostate%20cancer%20cells%20%28LNCaP%29.pdf http://psasir.upm.edu.my/id/eprint/46466/ http://www.elsevier.com/locate/issn/13861425
_version_	1643833768527527936
score	13.211869

Synthesis of a DNA-targeting nickel (II) complex with testosterone thiosemicarbazone which exhibits selective cytotoxicity towards human prostate cancer cells (LNCaP)

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