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Synthesis and characterization of some water soluble Zn(ii) complexes with (E)-N-(pyridin-2-ylmethylene)arylamines that regulate tumour cell death by interacting with DNA


Basu Baul, Tushar S; Kundu, Sajal; Linden, Anthony; Raviprakash, Nune; Manna, Sunil K; Guedes da Silva, M Fátima C (2014). Synthesis and characterization of some water soluble Zn(ii) complexes with (E)-N-(pyridin-2-ylmethylene)arylamines that regulate tumour cell death by interacting with DNA. Dalton Transactions, 43(3):1191.

Abstract

The synthesis and spectroscopic properties of nine water soluble zinc(II) complexes of (E)-N-(pyridin-
2-ylmethylene)arylamines (Ln) with the general formula [Zn(X)2(Ln)] (X = Cl−, Br−, I−; (1–8)) and [Zn(μ-N3)-
(N3)(L3)]2 (9) are reported. The complexes were characterized by elemental analysis and their spectroscopic
properties were studied using UV-Visible, fluorescence, IR and 1H NMR spectroscopies. The solid
state structures of zinc(II) complexes 2–4 and 6–9 were established by single crystal X-ray crystallography.
The majority of the structures are mononuclear with tetra-coordinate zinc centres (2–4, 6 and 7) except
where L carries an additional donor atom capable of coordinating zinc (8), in which case the zinc atom
has a distorted square pyramidal geometry. The centrosymmetric molecule of [Zn(μ-N3)(N3)(L3)]2 (9) is
binuclear with the zinc atoms in a trigonal bipyramidal coordination environment. In general, the
dichlorozinc derivatives 1, 3–5 and 8 exhibited moderately elevated in vitro cytotoxic potency towards
the human epithelial cervical carcinoma (HeLa) cell line, with 4 as the best performer (IC50 value of
18 μM). Apoptosis-inducing activity, assessed by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium
bromide (MTT) assay, showed that the zinc complexes interacted with DNA and thereby interfered the
DNA binding of several transcription factors to its promoter sites, thus inhibiting gene transcription
required for the biological activity of cells.

Abstract

The synthesis and spectroscopic properties of nine water soluble zinc(II) complexes of (E)-N-(pyridin-
2-ylmethylene)arylamines (Ln) with the general formula [Zn(X)2(Ln)] (X = Cl−, Br−, I−; (1–8)) and [Zn(μ-N3)-
(N3)(L3)]2 (9) are reported. The complexes were characterized by elemental analysis and their spectroscopic
properties were studied using UV-Visible, fluorescence, IR and 1H NMR spectroscopies. The solid
state structures of zinc(II) complexes 2–4 and 6–9 were established by single crystal X-ray crystallography.
The majority of the structures are mononuclear with tetra-coordinate zinc centres (2–4, 6 and 7) except
where L carries an additional donor atom capable of coordinating zinc (8), in which case the zinc atom
has a distorted square pyramidal geometry. The centrosymmetric molecule of [Zn(μ-N3)(N3)(L3)]2 (9) is
binuclear with the zinc atoms in a trigonal bipyramidal coordination environment. In general, the
dichlorozinc derivatives 1, 3–5 and 8 exhibited moderately elevated in vitro cytotoxic potency towards
the human epithelial cervical carcinoma (HeLa) cell line, with 4 as the best performer (IC50 value of
18 μM). Apoptosis-inducing activity, assessed by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium
bromide (MTT) assay, showed that the zinc complexes interacted with DNA and thereby interfered the
DNA binding of several transcription factors to its promoter sites, thus inhibiting gene transcription
required for the biological activity of cells.

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Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2014
Deposited On:17 Dec 2013 11:55
Last Modified:23 Nov 2017 06:26
Publisher:RSC Publishing
ISSN:1477-9226
Funders:University Grants Commission, New Delhi, India (F. No. 42-396/2013 (SR), Indo-Swiss Joint Research Programme, Joint Utilisation of Advanced Facilities, Centre for DNA Fingerprinting and Diagnostics (CDFD), Hyderabad
Free access at:Publisher DOI. An embargo period may apply.
Publisher DOI:https://doi.org/10.1039/c3dt52062e

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