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

Niu MJ, Li Z, Chang GL, Kong XJ, Hong M, Zhang QF - PLoS ONE (2015)

Bottom Line: 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.

View Article: PubMed Central - PubMed

Affiliation: School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, Shandong, 252059, China; Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, Liaocheng, Shandong, 252059, China.

ABSTRACT
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.

No MeSH data available.


Related in: MedlinePlus

Inhibition [%] of complexes 1 and 2 [dose level of 25.0 μM] against human tumor cells.
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pone.0130922.g007: Inhibition [%] of complexes 1 and 2 [dose level of 25.0 μM] against human tumor cells.

Mentions: In vitro cell culture studies are valuable tools for the screening of chemotherapy agents and provide preliminary datas for further studies. The cytotoxicities of ligands, complexes and zinc acetate to different cells were evaluated through the loss of cell viability using MTT assay. The inhibition effects of complexes 1 and 2 against the four cell lines at a concentration of 25.0 μM are listed in Fig 7. The IC50 values against four cell lines K-562, HL-60, A-549 and Hela are shown in Table 2. Generally, most physical, chemical and biological functions of therapeutic agents are strongly dependent on special structure of compounds. In contrast to DDP and CBP, complex 1 displays novel chiral structures. The experimental results indicated that the cytotoxicities are significantly dependent on the structures of the zine complexes, including the chiral and the nuclearity. The mononuclear chiral complex 1 is most significantly remarkable on all tested four cell lines, especially HL-60 and A549. Moreover, complex 1 was found to be more potent than cisplatin. The special chiral structure of complex 1 is probably contributed to their diverse bio-functions on tumor proliferation and causes a conformational change on DNA.


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

Niu MJ, Li Z, Chang GL, Kong XJ, Hong M, Zhang QF - PLoS ONE (2015)

Inhibition [%] of complexes 1 and 2 [dose level of 25.0 μM] against human tumor cells.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4482705&req=5

pone.0130922.g007: Inhibition [%] of complexes 1 and 2 [dose level of 25.0 μM] against human tumor cells.
Mentions: In vitro cell culture studies are valuable tools for the screening of chemotherapy agents and provide preliminary datas for further studies. The cytotoxicities of ligands, complexes and zinc acetate to different cells were evaluated through the loss of cell viability using MTT assay. The inhibition effects of complexes 1 and 2 against the four cell lines at a concentration of 25.0 μM are listed in Fig 7. The IC50 values against four cell lines K-562, HL-60, A-549 and Hela are shown in Table 2. Generally, most physical, chemical and biological functions of therapeutic agents are strongly dependent on special structure of compounds. In contrast to DDP and CBP, complex 1 displays novel chiral structures. The experimental results indicated that the cytotoxicities are significantly dependent on the structures of the zine complexes, including the chiral and the nuclearity. The mononuclear chiral complex 1 is most significantly remarkable on all tested four cell lines, especially HL-60 and A549. Moreover, complex 1 was found to be more potent than cisplatin. The special chiral structure of complex 1 is probably contributed to their diverse bio-functions on tumor proliferation and causes a conformational change on DNA.

Bottom Line: 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.

View Article: PubMed Central - PubMed

Affiliation: School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, Shandong, 252059, China; Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, Liaocheng, Shandong, 252059, China.

ABSTRACT
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.

No MeSH data available.


Related in: MedlinePlus