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A Cocrystal of Baicalein and 4,4′-Bipyridine with Zipper-Type Architecture

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Abstract

A new cocrystal of baicalein, possessing three A-ring-hydroxyl groups and without B-ring-hydroxyl groups and 4,4′-bipyridine (BE·2BPY·H2O) has been prepared and characterized. The structural analyses and Hirshfeld surfaces show that baicalein is hydrogen-bonded to co-crystallized solvent water molecules featuring for example motifs that can be described with graph set R44(8) similar to those reported for the cocrystal of myricetin with 4,4′-bipyridine. A zipper-type architecture is observed in cocrystal BE·2BPY·H2O linking a baicalein, two 4,4′-bipyridine and a solvent water molecules via classical O–H⋯N and O–H⋯O and non-classical C–H⋯O hydrogen bonds into 2D sheets. Additionally, the cocrystal shows better solubility in 0.1 M HCl in comparison to pure baicalein.

Graphic Abstract

Cocrystal of baicalein with zipper-type architecture shows improved solubility compared to baicalein.

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The data and materials are available with Li-xin Liu.

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Funding

The research was supported by Heilongjiang Provincial Health and Family Planning Research Projects [Grant Number 2018492].

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Authors and Affiliations

  1. College of Pharmacy, Jiamusi University, Jiamusi, 154007, Heilongjiang, China

    Li-xin Liu, Xin Su, Yu-nan Zhang, He-mei Yin, Yan-ru Feng, Ying-xue Guo, Dong-yu Zou & Ying-li Liu

  2. School of Public Health, Jiamusi University, Jiamusi, 154007, Heilongjiang, China

    Qiang Zhang

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  1. Li-xin Liu
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  2. Xin Su
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  4. He-mei Yin
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  7. Ying-xue Guo
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Contributions

All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by Li-xin Liu, Xin Su and Yu-nan Zhang. The first draft of the manuscript was written by Li-xin Liu and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.

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Correspondence to Yu-nan Zhang.

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Liu, Lx., Su, X., Zhang, Yn. et al. A Cocrystal of Baicalein and 4,4′-Bipyridine with Zipper-Type Architecture. J Chem Crystallogr 51, 363–371 (2021). https://doi.org/10.1007/s10870-020-00853-2

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  • DOI: https://doi.org/10.1007/s10870-020-00853-2

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