UZH-Logo

Maintenance Infos

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.

Citations

7 citations in Web of Science®
8 citations in Scopus®
Google Scholar™

Altmetrics

Downloads

87 downloads since deposited on 17 Dec 2013
15 downloads since 12 months
Detailed statistics

Additional indexing

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:05 Apr 2016 17:15
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

Download

[img]
Preview
Content: Accepted Version
Language: English
Filetype: PDF
Size: 821kB
View at publisher

TrendTerms

TrendTerms displays relevant terms of the abstract of this publication and related documents on a map. The terms and their relations were extracted from ZORA using word statistics. Their timelines are taken from ZORA as well. The bubble size of a term is proportional to the number of documents where the term occurs. Red, orange, yellow and green colors are used for terms that occur in the current document; red indicates high interlinkedness of a term with other terms, orange, yellow and green decreasing interlinkedness. Blue is used for terms that have a relation with the terms in this document, but occur in other documents.
You can navigate and zoom the map. Mouse-hovering a term displays its timeline, clicking it yields the associated documents.

Author Collaborations