Crystal Structure of Zinc(II) Complexes with 2-Ethyl-3-hydroxy-4H-pyran-4-thione and 2-Ethyl-3-hydroxy-4H-pyran-4-selenone


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Abstract

Zn(II) complexes with 2-ethyl-3-hydroxy-4H-pyran-4-thione, [Zn(ehpt)2], and 2-ethyl-3-hydroxy-4H-pyran-4-selenone, [Zn(ehps)2], were synthesized and characterized by single crystal X-ray diffraction. Complexes are isostructural, crystallize in sp. gr. P21/n with Z = 4. The Zn2+ ion has a distorted tetrahedral coordination with two S or Se atoms and two O atoms from ehpt or ehps, respectively. In vitro, insulin-mimetic activities of [Zn(ehpt)2] and [Zn(ehps)2] are much higher than that of Zn complex with maltol, 3-hydroxy-2-methyl-4H-pyran-4-one, [Zn(hmpo)2]}, where Zn coordination is completed by H2O molecules. It suggests that Zn complexes with distorted tetrahedral coordination might exhibit higher insulin-mimetic activities than those with octahedral or square pyramidal coordination.

About the authors

Takayuki Nishiguchi

Department of Analytical and Bioinorganic Chemistry, Division of Analytical and Physical Sciences,
Kyoto Pharmaceutical University, 5 Nakauchi-cho, Misasagi, Yamashina-ku

Email: yasui@mb.kyoto-phu.ac.jp
Japan, Kyoto, 607-8414

Masayuki Yamashita

Department of Pharmaceutical Manufacturing Chemistry, Division of Medicinal Chemical Sciences,
Kyoto Pharmaceutical University, 5 Nakauchi-cho, Misasagi, Yamashina-ku

Email: yasui@mb.kyoto-phu.ac.jp
Japan, Kyoto, 607-8414

Yutaka Yoshikawa

Department of Health, Sports, and Nutrition, Faculty of Health and Welfare,
Kobe Women’s University, 4-7-2 Minatojima-nakamachi, Chuo-ku

Email: yasui@mb.kyoto-phu.ac.jp
Japan, Kobe, 650-0046

Hiroyuki Yasui

Department of Analytical and Bioinorganic Chemistry, Division of Analytical and Physical Sciences,
Kyoto Pharmaceutical University, 5 Nakauchi-cho, Misasagi, Yamashina-ku

Author for correspondence.
Email: yasui@mb.kyoto-phu.ac.jp
Japan, Kyoto, 607-8414

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