Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.

Two new zinc complexes, Zn(HL1)2 (1) and [Zn2(H2L2)(OAc)2]2 (2) [H2L1 = Schiff base derived from o-vanillin and (R)-(+)-2-amino-3-phenyl-1-propanol, H3L2 = Schiff base derived from o-vanillin and 2-amino-2-ethyl-1,3-propanediol], have been synthesized and characterized by single crystal X-ray diffra...

Full description

Bibliographic Details
Main Authors: Mei-Ju Niu, Zhen Li, Guo-Liang Chang, Xiang-Jin Kong, Min Hong, Qing-fu Zhang
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2015-01-01
Series:PLoS ONE
Online Access:http://europepmc.org/articles/PMC4482705?pdf=render
_version_ 1830491301938724864
author Mei-Ju Niu
Zhen Li
Guo-Liang Chang
Xiang-Jin Kong
Min Hong
Qing-fu Zhang
author_facet Mei-Ju Niu
Zhen Li
Guo-Liang Chang
Xiang-Jin Kong
Min Hong
Qing-fu Zhang
author_sort Mei-Ju Niu
collection DOAJ
description Two new zinc complexes, Zn(HL1)2 (1) and [Zn2(H2L2)(OAc)2]2 (2) [H2L1 = Schiff base derived from o-vanillin and (R)-(+)-2-amino-3-phenyl-1-propanol, H3L2 = Schiff base derived from o-vanillin and 2-amino-2-ethyl-1,3-propanediol], have been synthesized and characterized by single crystal X-ray diffraction, elemental analyses, TG analyses, solid fluorescence, IR, UV-Vis and circular dichroism spectra. The structural analysis shows that complex 1 has a right-handed double helical chain along the crystallographic b axis. A homochiral 3D supramolecular architecture has been further constructed by intermolecular C-H··· π, O-H···O and C-H···O interactions. Complex 2 includes two crystallographically independent binuclear zinc molecules. The two binuclear zinc molecules are isostructural. The 2-D sheet supramolecular structure was formed by intermolecular hydrogen bonding interaction. The fluorescence of ligands and complexes in DMF at room temperature are studied. The interactions of two complexes with calf thymus DNA (CT-DNA) are investigated using UV-Vis, CD and fluorescence spectroscopy. The results show that complex 1 exhibits higher interaction with CT-DNA than complex 2. In addition, in vitro cytotoxicity of the complexes towards four kinds of cancerous cell lines (A549, HeLa, HL-60 and K562) were assayed by the MTT method. Investigations on the structures indicated that the chirality and nuclearity of zinc complexes play an important role on cytotoxic activity.
first_indexed 2024-12-21T20:07:53Z
format Article
id doaj.art-80f84c1376e7483caff1a7e1f4731e30
institution Directory Open Access Journal
issn 1932-6203
language English
last_indexed 2024-12-21T20:07:53Z
publishDate 2015-01-01
publisher Public Library of Science (PLoS)
record_format Article
series PLoS ONE
spelling doaj.art-80f84c1376e7483caff1a7e1f4731e302022-12-21T18:51:48ZengPublic Library of Science (PLoS)PLoS ONE1932-62032015-01-01106e013092210.1371/journal.pone.0130922Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.Mei-Ju NiuZhen LiGuo-Liang ChangXiang-Jin KongMin HongQing-fu ZhangTwo new zinc complexes, Zn(HL1)2 (1) and [Zn2(H2L2)(OAc)2]2 (2) [H2L1 = Schiff base derived from o-vanillin and (R)-(+)-2-amino-3-phenyl-1-propanol, H3L2 = Schiff base derived from o-vanillin and 2-amino-2-ethyl-1,3-propanediol], have been synthesized and characterized by single crystal X-ray diffraction, elemental analyses, TG analyses, solid fluorescence, IR, UV-Vis and circular dichroism spectra. The structural analysis shows that complex 1 has a right-handed double helical chain along the crystallographic b axis. A homochiral 3D supramolecular architecture has been further constructed by intermolecular C-H··· π, O-H···O and C-H···O interactions. Complex 2 includes two crystallographically independent binuclear zinc molecules. The two binuclear zinc molecules are isostructural. The 2-D sheet supramolecular structure was formed by intermolecular hydrogen bonding interaction. The fluorescence of ligands and complexes in DMF at room temperature are studied. The interactions of two complexes with calf thymus DNA (CT-DNA) are investigated using UV-Vis, CD and fluorescence spectroscopy. The results show that complex 1 exhibits higher interaction with CT-DNA than complex 2. In addition, in vitro cytotoxicity of the complexes towards four kinds of cancerous cell lines (A549, HeLa, HL-60 and K562) were assayed by the MTT method. Investigations on the structures indicated that the chirality and nuclearity of zinc complexes play an important role on cytotoxic activity.http://europepmc.org/articles/PMC4482705?pdf=render
spellingShingle Mei-Ju Niu
Zhen Li
Guo-Liang Chang
Xiang-Jin Kong
Min Hong
Qing-fu Zhang
Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
PLoS ONE
title Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
title_full Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
title_fullStr Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
title_full_unstemmed Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
title_short Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands.
title_sort crystal structure cytotoxicity and interaction with dna of zinc ii complexes with o vanillin schiff base ligands
url http://europepmc.org/articles/PMC4482705?pdf=render
work_keys_str_mv AT meijuniu crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands
AT zhenli crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands
AT guoliangchang crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands
AT xiangjinkong crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands
AT minhong crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands
AT qingfuzhang crystalstructurecytotoxicityandinteractionwithdnaofzinciicomplexeswithovanillinschiffbaseligands