Optimized solubility and bioavailability of genistein based on cocrystal engineering

doi:10.1007/s13659-023-00397-w

Natural Products and Bioprospecting ›› 2023, Vol. 13 ›› Issue (4): 30-30.DOI: 10.1007/s13659-023-00397-w

• ORIGINAL ARTICLES • Previous Articles

Optimized solubility and bioavailability of genistein based on cocrystal engineering

Zhipeng Wang¹, Qi Li¹, Qi An¹, Lixiang Gong¹, Shiying Yang¹, Baoxi Zhang¹, Bin Su³, Dezhi Yang¹, Li Zhang¹, Yang Lu¹, Guanhua Du²

1. Beijing City Key Laboratory of Polymorphic Drugs, Center of Pharmaceutical Polymorphs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China;
2. Beijing City Key Laboratory of Drug Target and Screening Research, National Center for Pharmaceutical Screening, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China;
3. Shandong Soteria Pharmaceutical Co., Ltd., Laiwu, 271100, China

Received:2023-08-11 Online:2023-10-08 Published:2023-08-24
Contact: Dezhi Yang,E-mail:ydz@imm.ac.cn;Li Zhang,E-mail:zhangl@imm.ac.cn;Yang Lu,E-mail:luy@imm.ac.cn
Supported by:
This work was supported by the National Natural Science Foundation of China (Grant No. 22278443), CAMS Innovation Fund for Medical Sciences (Grant No. 2022-I2M-1-015), the Chinese Pharmacopoeia Commission Drug Standard Promoting Fund (Grant No. 2023Y11) for financial support.

Optimized solubility and bioavailability of genistein based on cocrystal engineering

Zhipeng Wang¹, Qi Li¹, Qi An¹, Lixiang Gong¹, Shiying Yang¹, Baoxi Zhang¹, Bin Su³, Dezhi Yang¹, Li Zhang¹, Yang Lu¹, Guanhua Du²

1. Beijing City Key Laboratory of Polymorphic Drugs, Center of Pharmaceutical Polymorphs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China;
2. Beijing City Key Laboratory of Drug Target and Screening Research, National Center for Pharmaceutical Screening, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China;
3. Shandong Soteria Pharmaceutical Co., Ltd., Laiwu, 271100, China

通讯作者: Dezhi Yang,E-mail:ydz@imm.ac.cn;Li Zhang,E-mail:zhangl@imm.ac.cn;Yang Lu,E-mail:luy@imm.ac.cn
基金资助:
This work was supported by the National Natural Science Foundation of China (Grant No. 22278443), CAMS Innovation Fund for Medical Sciences (Grant No. 2022-I2M-1-015), the Chinese Pharmacopoeia Commission Drug Standard Promoting Fund (Grant No. 2023Y11) for financial support.

Abstract

Abstract: With various potential health-promoting bioactivities, genistein has great prospects in treatment of a series of complex diseases and metabolic syndromes such as cancer, diabetes, cardiovascular diseases, menopausal symptoms and so on. However, poor solubility and unsatisfactory bioavailability seriously limits its clinical application and market development. To optimize the solubility and bioavailability of genistein, the cocrystal of genistein and piperazine was prepared by grinding assisted with solvent based on the concept of cocrystal engineering. Using a series of analytical techniques including single-crystal X-ray diffraction, powder X-ray diffraction, Fourier transform infrared spectroscopy, differential scanning calorimetry and thermogravimetric analysis, the cocrystal was characterized and confirmed. Then, structure analysis on the basis of theoretical calculation and a series of evaluation on the stability, dissolution and bioavailability were carried out. The results indicated that the cocrystal of genistein and piperazine improved the solubility and bioavailability of genistein. Compared with the previous studies on the cocrystal of genistein, this is a systematic and comprehensive investigation from the aspects of preparation, characterization, structural analysis, stability, solubility and bioavailability evaluation. As a simple, efficient and green approach, cocrystal engineering can pave a new path to optimize the pharmaceutical properties of natural products for successful drug formulation and delivery.

Key words: Genistein, Piperazine, Cocrystal, Solubility, Bioavailability

摘要： With various potential health-promoting bioactivities, genistein has great prospects in treatment of a series of complex diseases and metabolic syndromes such as cancer, diabetes, cardiovascular diseases, menopausal symptoms and so on. However, poor solubility and unsatisfactory bioavailability seriously limits its clinical application and market development. To optimize the solubility and bioavailability of genistein, the cocrystal of genistein and piperazine was prepared by grinding assisted with solvent based on the concept of cocrystal engineering. Using a series of analytical techniques including single-crystal X-ray diffraction, powder X-ray diffraction, Fourier transform infrared spectroscopy, differential scanning calorimetry and thermogravimetric analysis, the cocrystal was characterized and confirmed. Then, structure analysis on the basis of theoretical calculation and a series of evaluation on the stability, dissolution and bioavailability were carried out. The results indicated that the cocrystal of genistein and piperazine improved the solubility and bioavailability of genistein. Compared with the previous studies on the cocrystal of genistein, this is a systematic and comprehensive investigation from the aspects of preparation, characterization, structural analysis, stability, solubility and bioavailability evaluation. As a simple, efficient and green approach, cocrystal engineering can pave a new path to optimize the pharmaceutical properties of natural products for successful drug formulation and delivery.

关键词: Genistein, Piperazine, Cocrystal, Solubility, Bioavailability

Zhipeng Wang, Qi Li, Qi An, Lixiang Gong, Shiying Yang, Baoxi Zhang, Bin Su, Dezhi Yang, Li Zhang, Yang Lu, Guanhua Du. Optimized solubility and bioavailability of genistein based on cocrystal engineering[J]. Natural Products and Bioprospecting, 2023, 13(4): 30-30.

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Optimized solubility and bioavailability of genistein based on cocrystal engineering

Optimized solubility and bioavailability of genistein based on cocrystal engineering

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