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Article: Novel nickel(II), palladium(II), and platinum(II) complexes having a pyrrolyl-iminophosphine (PNN) pincer: Synthesis, crystal structures, and cytotoxic activity

TitleNovel nickel(II), palladium(II), and platinum(II) complexes having a pyrrolyl-iminophosphine (PNN) pincer: Synthesis, crystal structures, and cytotoxic activity
Authors
KeywordsPNN-pincer complex
X-ray crystal structure
Cytotoxicity
Apoptosis
DNA cleavage
Issue Date2020
PublisherElsevier Inc. The Journal's web site is located at http://www.elsevier.com/locate/jinorgbio
Citation
Journal of Inorganic Biochemistry, 2020, v. 205, p. article no. 111015 How to Cite?
AbstractA pyrrolyl-iminophosphine (PNNH) which would act as a potential terdentate ligand has been prepared by Schiff base reaction. Complexes [M(PNN)X] (M = Ni; X = Cl (1), Pd; X = Cl (2), Br (3), I (4), M = Pt; X = Cl (5)) were prepared. The title complexes were characterized by various spectroscopic (IR, 1H, 13C, and 31P NMR) and elemental analyses. The molecular structures of 1, 2, and 5 have been established by single-crystal X-ray crystallography, demonstrating a distorted square planar geometry comprising two 5-membered metallacyclic rings. Complexes 1 and 2 were found to crystallize in the orthorhombic while complex 5 crystallizes in the monoclinic. Cytotoxicities of the complexes along with PNNH were evaluated against A549 (lung), SK-OV-3 (ovarian), SM-MEL-2 (skin), and HCT15 (colon) human cancer cell lines by sulforhodamine B assay. Notably, the palladium(II) complex (2) shows the highest activity. Apoptosis activity along with the caspase inhibitor Z-VAD (Z-Val-Ala-Asp-fluoromethyl ketone) assay of 2 and 5 against A549 and HCT15 cancer cell lines were investigated to learn a mechanistic pathway for the observed cytotoxicity, practically eliminating an apoptotic cell-death route. Complexes 2 and 5 were studied to DNA cleavage assay and molecular docking simulation. The DNA (pcDNA3.0) cleavage experiment evaluates complex 5 interacting with DNA, more effectively, in comparison to complex 2. Molecular docking simulation of 2 and 5 toward DNA and GRP78 (glucose-regulated protein 78) was performed to predict binding sites of ligand-receptors and a plausible mechanistic aspect of metallodrug-action.
Persistent Identifierhttp://hdl.handle.net/10722/281844
ISSN
2017 Impact Factor: 3.063
2015 SCImago Journal Rankings: 0.983

 

DC FieldValueLanguage
dc.contributor.authorKim, Y-
dc.contributor.authorLee, J-
dc.contributor.authorSun, Y-H-
dc.contributor.authorChoi, S-U-
dc.contributor.authorAlam, M-
dc.contributor.authorPark, S-
dc.date.accessioned2020-04-03T07:22:36Z-
dc.date.available2020-04-03T07:22:36Z-
dc.date.issued2020-
dc.identifier.citationJournal of Inorganic Biochemistry, 2020, v. 205, p. article no. 111015-
dc.identifier.issn0162-0134-
dc.identifier.urihttp://hdl.handle.net/10722/281844-
dc.description.abstractA pyrrolyl-iminophosphine (PNNH) which would act as a potential terdentate ligand has been prepared by Schiff base reaction. Complexes [M(PNN)X] (M = Ni; X = Cl (1), Pd; X = Cl (2), Br (3), I (4), M = Pt; X = Cl (5)) were prepared. The title complexes were characterized by various spectroscopic (IR, 1H, 13C, and 31P NMR) and elemental analyses. The molecular structures of 1, 2, and 5 have been established by single-crystal X-ray crystallography, demonstrating a distorted square planar geometry comprising two 5-membered metallacyclic rings. Complexes 1 and 2 were found to crystallize in the orthorhombic while complex 5 crystallizes in the monoclinic. Cytotoxicities of the complexes along with PNNH were evaluated against A549 (lung), SK-OV-3 (ovarian), SM-MEL-2 (skin), and HCT15 (colon) human cancer cell lines by sulforhodamine B assay. Notably, the palladium(II) complex (2) shows the highest activity. Apoptosis activity along with the caspase inhibitor Z-VAD (Z-Val-Ala-Asp-fluoromethyl ketone) assay of 2 and 5 against A549 and HCT15 cancer cell lines were investigated to learn a mechanistic pathway for the observed cytotoxicity, practically eliminating an apoptotic cell-death route. Complexes 2 and 5 were studied to DNA cleavage assay and molecular docking simulation. The DNA (pcDNA3.0) cleavage experiment evaluates complex 5 interacting with DNA, more effectively, in comparison to complex 2. Molecular docking simulation of 2 and 5 toward DNA and GRP78 (glucose-regulated protein 78) was performed to predict binding sites of ligand-receptors and a plausible mechanistic aspect of metallodrug-action.-
dc.languageeng-
dc.publisherElsevier Inc. The Journal's web site is located at http://www.elsevier.com/locate/jinorgbio-
dc.relation.ispartofJournal of Inorganic Biochemistry-
dc.subjectPNN-pincer complex-
dc.subjectX-ray crystal structure-
dc.subjectCytotoxicity-
dc.subjectApoptosis-
dc.subjectDNA cleavage-
dc.titleNovel nickel(II), palladium(II), and platinum(II) complexes having a pyrrolyl-iminophosphine (PNN) pincer: Synthesis, crystal structures, and cytotoxic activity-
dc.typeArticle-
dc.identifier.emailKim, Y: youngwon@hku.hk-
dc.identifier.authorityKim, Y=rp02498-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.jinorgbio.2020.111015-
dc.identifier.pmid32032825-
dc.identifier.scopuseid_2-s2.0-85078760106-
dc.identifier.hkuros309680-
dc.identifier.volume205-
dc.identifier.spagearticle no. 111015-
dc.identifier.epagearticle no. 111015-
dc.publisher.placeUnited States-

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