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A cationic rhodium(I) N-heterocyclic carbene complex isolated as an aqua adduct.

ABSTRACT: The title complex, aqua-[1,3-bis-(2,6-diiso-propyl-phen-yl)imid-az-ol-2-yl-idene](η(4)-cyclo-octa-1,5-diene)rhodium(I) tetra-fluor-ido-borate, [Rh(C(8)H(12))(C(27)H(36)N(2))(H(2)O)]BF(4), exihibits a square-planar geometry around the Rh(I) atom, formed by a bidentate cyclo-octa-1,5-diene (cod) ligand, an N-heterocylcic carbene and an aqua ligand. The complex is cationic and a BF(4) (-) anion balances the charge. The structure exists as a hydrogen-bonded dimer in the solid state, formed via inter-actions between the aqua ligand H atoms and the BF(4) (-) F atoms.

SUBMITTER: Huttenstine AL

PROVIDER: S-EPMC3200919 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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A cationic rhodium(I) N-heterocyclic carbene complex isolated as an aqua adduct.

Huttenstine Ashley L AL Rajaseelan Edward E Oliver Allen G AG Rood Jeffrey A JA

Acta crystallographica. Section E, Structure reports online 20110827 Pt 9

The title complex, aqua-[1,3-bis-(2,6-diiso-propyl-phen-yl)imid-az-ol-2-yl-idene](η(4)-cyclo-octa-1,5-diene)rhodium(I) tetra-fluor-ido-borate, [Rh(C(8)H(12))(C(27)H(36)N(2))(H(2)O)]BF(4), exihibits a square-planar geometry around the Rh(I) atom, formed by a bidentate cyclo-octa-1,5-diene (cod) ligand, an N-heterocylcic carbene and an aqua ligand. The complex is cationic and a BF(4) (-) anion balances the charge. The structure exists as a hydrogen-bonded dimer in the solid state, formed via inter ...[more]

PMID: 22058874

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Project description:BackgroundCancer treatment using gold (I) complexes is becoming popular. In this study, a gold (I) N-heterocyclic complex designated as complex 3 was synthesized, its cytotoxicity was examined, and its anti-melanoma activity was evaluated in vitro and in vivo.MethodsViability of cancer cells was determined by MTT assay upon treatment with various concentrations of a gold (I) N-heterocyclic carbene complex (complex 3) in a dose and time dependent manner. Mouse melanoma cells B16F10 were selected for further apoptotic studies, including flowcytometric analysis of annexin binding, cell cycle arrest, intracellular ROS generation and loss in the mitochondrial membrane potential. ELISA based assays were done for caspase activities and western blots for determining the expression of various survival and apoptotic proteins. Immunocytology was performed to visualize the translocation of p53 to the nucleus. B16F10 cells were inoculated into mice and post tumor formation, complex 3 was administered. Immunohistology was performed to determine the expressions of p53, p21, NF-κB (p65 and p50), MMP-9 and VEGF. Student's t test was used for determining statistical significance. The survival rate data were analyzed by Kaplan-Meier plots.ResultsComplex 3 markedly inhibited the growth of HCT 116, HepG2, and A549, and induced apoptosis in B16F10 cells with nuclear condensation, DNA fragmentation, externalization of phosphatidylserine, activation of caspase 3 and caspase 9, PARP cleavage, downregulation of Bcl-2, upregulation of Bax, cytosolic cytochrome c elevation, ROS generation, and mitochondrial membrane potential loss indicating the involvement of an intrinsic mitochondrial death pathway. Further, upregulation of p53, p-p53 (ser 15) and p21 indicated the role of p53 in complex 3 mediated apoptosis. The complex reduced tumor size, and caused upregulation of p53 and p21 along with downregulation of NF-κB (p65 and p50), VEGF and MMP-9. These results suggest that it induced anti-melanoma effect in vitro and in vivo by modulating p53 and other apoptotic factors.ConclusionsThe gold (I) N-heterocyclic carbene complex (C22H26N6AuO2PF6) designated as complex 3 induced ROS and p53 dependent apoptosis in B16F10 cells involving the mitochondrial death pathway along with suppression of melanoma tumor growth by regulating the levels of pro and anti apoptotic factors (p53, p21, NF-κB, VEGF and MMP-9).

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A cationic rhodium(I) N-heterocyclic carbene complex isolated as an aqua adduct.

Publications

A cationic rhodium(I) N-heterocyclic carbene complex isolated as an aqua adduct.

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