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Issue 18, 2017
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A novel Pd(II) CNO pincer complex of MR (methyl red): synthesis, crystal structure, interaction with human serum albumin (HSA) in vitro and molecular docking

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Abstract

The C–H activation of methyl red (MR) (MR = 2-{[4-(dimethylamino)phenyl]diazenyl}benzoic acid) was achieved by reaction with Pd(OAc)2 under mild conditions. Metalation occurred at the ortho-position of the (dimethylamino)phenyl group in methyl red and the cyclometalated CNO pincer complex was obtained in good yield. The molecular structure shows that MR forms 6,5-fused chelate rings at the Pd(II) center. Interaction of the pincer complex with human serum albumin (HSA) has been studied by fluorescence spectroscopy and circular dichroism. Fluorescence quenching at different temperatures was analyzed using the classical Stern–Volmer equation, and a dynamic quenching mechanism was proposed. Energy resonance transfer between HSA and 1a′ was examined according to Förster's non-radiative energy transfer theory. A distance of about 5.06 Å between the complex and Trp214 (HSA) was obtained. Docking studies showed that the binding pocket of subdomain IIA of HSA is the preferable pincer complex binding site.

Graphical abstract: A novel Pd(ii) CNO pincer complex of MR (methyl red): synthesis, crystal structure, interaction with human serum albumin (HSA) in vitro and molecular docking

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Publication details

The article was received on 12 May 2017, accepted on 27 Jul 2017 and first published on 01 Aug 2017


Article type: Paper
DOI: 10.1039/C7NJ01415E
Citation: New J. Chem., 2017,41, 9897-9907
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    A novel Pd(II) CNO pincer complex of MR (methyl red): synthesis, crystal structure, interaction with human serum albumin (HSA) in vitro and molecular docking

    M. Hosseini-Kharat, K. Karami, M. Saeidifar, C. Rizzoli, R. Zahedi-Nasab, Z. Sohrabijam and T. Sharifi, New J. Chem., 2017, 41, 9897
    DOI: 10.1039/C7NJ01415E

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