Analytical Sciences

HPLC Retention Behaviors of π-Electron Rich Compounds on Ni²⁺- and Cu²⁺-Phthalocyanine Derivatives Bound to Silica Gels in Polar Eluents

Ikuko TSUKAMOTO,*¹ Madoka SAITO,*^1,*² Minako YAMANE,*² Kenji KAWATA,*² Yuji KITAMURA,*² Youji KITAMURA,*³ Masaki MIFUNE,*³ Yutaka SAITO,*³ and Jun HAGINAKA*⁴

*1 Faculty of Medicine, Kagawa University, Ikenobe, Miki-cho, Kagawa 761-0793, Japan
*2 Department of Pharmaceutical Chemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima-Naka, Okayama 700-8530, Japan
*3 Department of Pharmaceutical Sciences, Graduate School of Medicine and Dentistry and Pharmaceutical Sciences, Okayama University, Tsushima-Naka, Okayama 700-8530, Japan
*4 Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Koshien Kubancho, Nishinomiya 663-8179, Japan

The effect of the central metal of columns packed with silica gels binding Ni²⁺- and Cu²⁺-phthalocyanine derivatives (Ni-and Cu-PCS_Ds) on the retention behavior of poly-aromatic-hydrocarbons (PAHs) thereof in a polar eluent was examined. The retention factors of PAHs on the Ni- and Cu-PCS_Ds in 80% methanol showed a good linear correlation. The Cu-PCS_D column exhibited the π-π interactions for PAHs, while the Ni-PCS_D column exhibited the π-d interactions for PAHs in addition to the π-π interaction for PAHs. Further, an investigation of the retention behavior of anthracene derivatives having different substituents revealed that the Ni- and Cu-PCS_D columns could recognize the differences of substituents only in a polar eluent.

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