Comparison of the crystal structures and physicochemical properties of novel resveratrol cocrystals | |
Peng, Bo1; He, Hongyan1,2; Li, Meiqi1,2; Wang, Jian-Rong1; Mei, Xuefeng1 | |
刊名 | ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS |
2019-12-01 | |
卷号 | 75页码:1186-1196 |
关键词 | resveratrol cocrystals polymorphism solvates conformation |
DOI | 10.1107/S2052520619013477 |
通讯作者 | Mei, Xuefeng(xuefengmei@simm.ac.cn) |
英文摘要 | Resveratrol (RSV) is one of the most extensively investigated natural polyphenol with potential cardioprotective effects and various biological activities. However, the polymorphism and solvates of RSV cocrystals have not been studied comprehensively. In addition, the relationship between the crystal packing modes and their physicochemical properties of RSV cocrystals remains poorly understood. In this paper, seven novel RSV cocrystals were prepared and characterized by powder X-ray diffraction, single-crystal X-ray diffraction, thermogravimetric analysis, differential scanning calorimetry, dynamic vapor sorption, Raman and Fourier transform infrared spectroscopy. Five RSV-4,4'-vinylenedipyridine (DPE) cocrystals were synthesized with polymorphs and solvates, such as RSV-DPE (1:2) in form (I) [RSV-2DPE form (I)], RSV-DPE (1:2) in form (II) [RSV-2DPE form (II)], RSV-DPE (1:1) (RSV-DPE), RSV-DPE (2:3)center dot acetone (RSV-1.5DPE center dot 0.5ACE), RSV-DPE (1:1.5)center dot MeOH (RSV-1.5DPE center dot MeOH). However, RSV-4,4'-ethylenedipyridine (BPE) and RSV-4,4'-azobispyridine (AZPY) cocrystals were prepared as their single crystal forms, that is, RSV-BPE (1:1.5) (RSV-1.5BPE) and RSV-AZPY (1:2) (RSV-2AZPY). RSV-2DPE form (II) can be transformed from RSV-2DPE form (I) during the heating process from single crystal to single crystal. The physicochemical properties of RSV cocrystals are closely related to their crystal packing modes. Also, the conformation and molecular packing of RSV among different cocrystals is flexible. The solubility of RSV-1.5BPE and RSV-2DPE form (II) exhibit higher than RSV in the buffer solution of pH 4.6 and 2.0, respectively. This study may provide a valuable insight into the crystal packing modes of cocrystals which may affect their physicochemical properties. |
资助项目 | Natural Science Foundation of Shanghai[18ZR1447900] ; Youth Innovation Promotion Association of the Chinese Academy of Sciences[2016257] |
WOS关键词 | TRANS-RESVERATROL ; SPECTROSCOPY ; FORMS ; RAMAN |
WOS研究方向 | Chemistry ; Crystallography |
语种 | 英语 |
出版者 | INT UNION CRYSTALLOGRAPHY |
WOS记录号 | WOS:000510450900030 |
内容类型 | 期刊论文 |
源URL | [http://119.78.100.183/handle/2S10ELR8/281634] |
专题 | 中国科学院上海药物研究所 |
通讯作者 | Mei, Xuefeng |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Pharmaceut Analyt & Solid State Chem Res Ctr, 555 Zu Chong Zhi Rd,Zhangjiang High Tech Pk, Shanghai 201203, Peoples R China 2.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Peng, Bo,He, Hongyan,Li, Meiqi,et al. Comparison of the crystal structures and physicochemical properties of novel resveratrol cocrystals[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS,2019,75:1186-1196. |
APA | Peng, Bo,He, Hongyan,Li, Meiqi,Wang, Jian-Rong,&Mei, Xuefeng.(2019).Comparison of the crystal structures and physicochemical properties of novel resveratrol cocrystals.ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS,75,1186-1196. |
MLA | Peng, Bo,et al."Comparison of the crystal structures and physicochemical properties of novel resveratrol cocrystals".ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS 75(2019):1186-1196. |
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