CHINESE JOURNAL OF CHEMICAL ENGINEERING
·
2018
·
IF 1.712
Dan Liang,Yufeng Hu,Weiting Ma,Zhengtang Zhao,Siqi Jiang,Yichuan Wang,Xianming Zhang
The extraction of linoleic acid from fatty acids (FA) of the cottonseed oil using starch–FA complexes was developed for the first time. We showed that starch can form inclusion complexes of different strengths with FA and that the different strengths stem from the differences in chain length, degree of unsaturation, and position of double bonds of FA. The optimal separation conditions were determined as follows: The inclusion temperature is 69 °C, the inclusion time is 30 min, the starch/FA mass ratio is 10:1, and the ratio of the volume of methanol–water solution and the mass of FA is 18:1. Compared to urea inclusion complexation, starch complexation has milder reaction temperature and shorter reaction time. Under these conditions, linoleic acid can be concentrated from 38.9% to 70.04% by one-off extraction. Moreover, the experimental results demonstrate the almost perfect reusability of starch. These results show that starch complexation is a promising method that can be used to obtain highly concentrated linoleic acid from cottonseed oil .
研究领域:
食品科学
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化学工程
·
生物化学
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产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF PHARMACEUTICS
·
2024
·
IF 5.3
Binbin Liu,Changrui Li,Ziqiao Chen,Xiao Ou,Shuting Li,Ao Li,Pin Chen,Ming Lu
Drug-polymer inclusion complex (IC) has been viewed as a novel solid form of drugs for property modification. Nonetheless, our understanding of the formation mechanism remains limited. This work aims to provide insight into the molecular processes governing the structural construction of carbamazepine (CBZ) and griseofulvin (GSF) channel-type ICs in the presence of guest polymers. Leveraging microdroplet melt crystallization , we successfully unveiled the single-crystal structures of these ICs, enabling structural analysis, density functional theory calculations, and molecular dynamics simulations. The results collectively elucidate the disparity between CBZ and GSF channels in terms of their autonomy in the absence of guest polymers. CBZ molecules can spontaneously assemble into stable channel structures independently, capitalizing on their unique mortise-tenon architecture and robust π…π interactions. Conversely, GSF channels lack sufficient support from weak Cl…O and C-H…π intermolecular interactions and necessitate the insertion of guest molecules to stabilize their structures. We further calculated the eleven structurally determined drug-polymer ICs and found that their channel sizes consistently fall within a narrow range of 3.81–5.18 Å although they adopt diverse approaches to construct channel structures. We anticipate that these findings will inspire continued exploration of this novel solid form, facilitating theoretical predictions and practical applications in pharmaceutical development.
研究领域:
药学
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材料科学
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计算化学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
·
2023
·Vol. 28
·期 10
·4091
·
IF 4.6
Jia-Yao Chen,Xue-Wen Zhang,Tian-Yu Wu,Hai-Mu Ye
Crystalline/crystalline blends of polymer have shown advantages in the preparation of new polymeric materials. However, the regulation of co-crystallization in a blend is still full of challenges due to the preferential self-crystallization driven by thermodynamics. Here, an inclusion complex approach is proposed to facilitate the co-crystallization between crystalline polymers, because the crystallization process displays a prominent kinetics advantage when polymer chains are released from the inclusion complex. Poly(butylene succinate) (PBS), poly(butylene adipate) (PBA) and urea are chosen to form co-inclusion complexes, where PBS and PBA chains play as isolated guest molecules and urea molecules construct the host channel framework. The coalesced PBS/PBA blends are obtained by fast removing the urea framework and systematically investigated by differential scanning calorimetry, X-ray diffraction, proton nuclear magnetic resonance and Fourier transformation infrared spectrometry. It is demonstrated that PBA chains are co-crystallized into PBS extended-chain crystals in the coalesced blends, while such a phenomenon has not been detected in simply co-solution-blended samples. Though PBA chains could not be totally accommodated in the PBS extended-chain crystals, their co-crystallized content increases with the initial feeding ratio of PBA. Consequently, the melting point of the PBS extended-chain crystal gradually declines from 134.3 °C to 124.2 °C with an increasing PBA content. The PBA chains playing as defects mainly induce lattice expansion along thea-axis. In addition, when the co-crystals are soaked in tetrahydrofuran, some of the PBA chains are extracted out, leading to damage to the correlative PBS extended-chain crystals. This study shows that co-inclusion complexation with small molecules could be an effective way to promote co-crystallization behavior in polymer blends.Keywords:co-crystal;polyester;blend;inclusion complex;thermal property
研究领域:
材料科学
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高分子化学
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产品关联
DOI
PubMed
高影响因子
Canadian Journal of Chemistry
·
2016
·Vol. 94
·期 6
·
IF 1.003
Yafei Guo,Jiuling Li,Yuqi Liu,Yongping Ma,Huilin Cheng,Bo Yang,Dandan Liu,Rui Yang
This article describes the preparation of a series of inclusion complexes of anhydrolycorine with three cyclodextrins (CDs), namely β-CD, γ-CD, and 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), and their successful characterization through UV, TG, DSC, XRD, SEM, 1H NMR, and 2D NMR spectroscopies. The results demonstrated that the water solubility of anhydrolycorine increased notably by about 23–42 times after the inclusion complexation with these CDs. Furthermore, preliminary in vitro cytotoxicity experiments on human colon cancer cell lines HT-29, SW480, HCT116, and DLD-1 were also performed, and the complexes showed remarkable anticancer activity against HT-29, SW480, and HCT116. These results suggested that the inclusion complexes would be potentially useful for applications for human colon cancer chemotherapy.
研究领域:
药学
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肿瘤学
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有机化学
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DOI
高影响因子
Polymers
·
2017
·Vol. 9
·期 11
·592
·
IF 3.364
Ping Liu,Xiao-Tong Chen,Hai-Mu Ye
In this study, polylactide/urea complexes were successfully prepared by the electrospinning method, then the host urea component was removed to obtain a coalesced poly(l-lactide) (PLLA)/poly(d-lactide) (PDLA) blend. The crystallization behavior of the coalesced PLLA/PDLA blend (c-PLLA/PDLA) was studied by a differential scanning calorimeter (DSC) and Fourier transform infrared (FTIR) spectroscopy. Thec-PLLA/PDLA was found to show better crystallization ability than normal PLLA/PDLA blend (r-PLLA/PDLA). More interestingly, thec-PLLA/PDLA effectively and solely crystallized into stereocomplex crystals during the non-isothermal melt-crystallization process, and the reason was attributed to the equally-distributing state of PLLA and PDLA chains in the PLLA/PDLA/urea complex, which led to good interconnection between PLLA and PDLA chains when the urea frameworks were instantly removed.Keywords:polylactide;urea;inclusion complex;crystallization;stereocomplex
研究领域:
材料科学
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高分子化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
·
2015
·Vol. 82
·期 3
·453-460
·
IF 1.488
Li Shujing,Yue Junzhi,Zhou Wei,Li Li
The inclusion complexes between puerarin and three cyclodextrins (CDs), namely β-cyclodextrin (β-CD), (2-hydroxy)propyl-β-cyclodextrin (HP-β-CD, DS = 4.2) and methyl-β-cyclodextrin (Me-β-CD, DS = 12.5) were prepared. The effects of the complexation on the stability of puerarin were investigated in both solution and the solid state by methods of phase solubility study, XRD, DSC and SEM. Furthermore, the antioxidant activities of puerarin and puerarin/CDs inclusion complexes were determined by reducing power and 1,1-diphenyl-2-picryl-hydrazyl methods. Results showed that puerarin formed 1:1 stoichiometric inclusion complexes with β-CD, HP-β-CD and Me-β-CD. Additionally, the solubility and thermal stability of puerarin was improved after encapsulating by CDs. Antioxidant activity studies showed that the antioxidant performance of the inclusion complex was better than the native puerarin, and puerarin/Me-β-CD complex was the most effective form. It can be a potentially promising way to develop a new formulation of puerarin for herbal medicine or healthcare products.
研究领域:
药学
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化学
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DOI
高影响因子
MOLECULES
·
2017
·Vol. 22
·期 12
·2183
·
IF 2.861
Shujing Li,Li Yuan,Yong Chen,Wei Zhou,Xinrui Wang
The inclusion complexes between daidzein and three cyclodextrins (CDs), namely β-cyclodextrin (β-CD), methyl-β-cyclodextrin (Me-β-CD, DS = 12.5) and (2-hydroxy)propyl-β-cyclodextrin (HP-β-CD, DS = 4.2) were prepared. The effects of the inclusion behavior of daidzein with three kinds of cyclodextrins were investigated in both solution and solid state by methods of phase-solubility, XRD, DSC, SEM,1H-NMR and 2D ROESY methods. Furthermore, the antioxidant activities of daidzein and daidzein-CDs inclusion complexes were determined by the 1,1-diphenyl-2-picryl-hydrazyl (DPPH) method. The results showed that daidzein formed a 1:1 stoichiometric inclusion complex with β-CD, Me-β-CD and HP-β-CD. The results also showed that the solubility of daidzein was improved after encapsulating by CDs.1H-NMR and 2D ROESY analyses show that the B ring of daidzein was the part of the molecule that was most likely inserted into the cavity of CDs, thus forming an inclusion complex. Antioxidant activity studies showed that the antioxidant performance of the inclusion complexes was enhanced in comparison to the native daidzein. It could be a potentially promising way to develop a new formulation of daidzein for herbal medicine or healthcare products.Keywords:daidzein;cyclodextrin;inclusion complex;antioxidant activity
研究领域:
药学
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化学
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产品关联
DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
·
2020
·Vol. 44
·期 14
·5218-5223
·
IF 3.288
Xiaona Hu,Ziruo Zhou,Lijun Han,Shujing Li,Wei Zhou
In recent years, phloretin has gained wide interest because of its antioxidant, antitumor, and skin whitening properties. However, its low water solubility and low stability make its usage in clinical application difficult, especially in water-based formulations. Phloretin–methyl-β-cyclodextrin (phloretin–Me-β-CD) and phloretin–(2-hydroxy)propyl-β-cyclodextrin (phloretin–HP-β-CD) inclusion complexes were prepared by the freeze-drying method. Phase solubility studies indicated that the ratio of the host–guest molecules was 1 : 1. The inclusion behavior has been investigated by X-ray diffraction (XRD), scanning electron microscopy (SEM), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), proton nuclear magnetic resonance (1H NMR), and two-dimensional rotational frame nuclear Overhauser effect spectroscopy (2D ROESY). The results showed that the water solubility of phloretin improved after encapsulation. The reducing power (RP) and 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical scavenging activity tests revealed that the antioxidant activity of phloretin improved after the formation of inclusion complexes with Me-β-CD and HP-β-CD. This could be a promising way to improve phloretin as a water-based formulation of antioxidants.
研究领域:
药剂学
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生物化学
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产品关联
DOI
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2019
·
IF 2.12
Xue-Pu Feng,Xin Na,Ya-Fei Guo,Rui Qian,Jian-Qiang Zhang,Zhen Chen,Rui Yang
1, 2-O, O-Diacetyllycorine (DALY) is one of the lycorine derivatives which has various biological properties. However, the bioavailability and clinical application of DALY was restrained because of its low water solubility and moderate antitumor activities . In order to improve its physicochemical properties, we prepared the inclusion complex of DALY with α-cyclodextrin (α-CD). The inclusion complex was characterized by UV, XRD, DSC , TG, 1 H, 2D NMR spectroscopy and its anticancer activity was evaluated in vitro against the human cell lines HCT116, A549, HepG2 and K562. The results demonstrated that DALY was encapsulated into the cavity of α-CD to form the complexes with 1:1 stoichiometry . The water solubility of DALY significantly increased for about 49 times after the inclusion complexation with α-CD. Furthermore, the cytotoxicity of DALY/α-CD against the examined cell lines was significantly increased for about 80 times compared to that of the free DALY. The improved physicochemical and biological properties of the inclusion complexes will be beneficial for its potential applications in the design and formulation of natural medicines.
研究领域:
药学
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肿瘤学
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天然药物化学
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产品关联
DOI
高影响因子
BIOMACROMOLECULES
·
2022
·
IF 6.978
Zixue Li,Wei Zhao,Na Liang,Pengfei Yan,Shaoping Sun
In this study, a tumor-targeting and pH-sensitive inclusion complex based on the host–guest recognition between the chitosan and folic acid grafted HP-β-CD (FA–CS–CD) and stearic acid modified 2-benzimidazolemethanol (BM-SA) was designed and fabricated for the controlled delivery of paclitaxel (PTX). Through the combination of computational simulations and experiments, the interaction between FA–CS–CD, BM-SA, and PTX was investigated, and the optimized preparation method was obtained. For the optimized PTX-loaded FA–CS–CD/BM-SA inclusion complex, the particle size and zeta potential were 146 nm and +15.4 mV, respectively. In vitro drug release study revealed the pH-triggered drug release behavior of the inclusion complex. Both in vitro and in vivo evaluations demonstrated that the PTX-loaded FA–CS–CD/BM-SA inclusion complex exhibited enhanced antitumor efficiency and minimized systemic toxicity. This system might be a promising carrier for PTX.
研究领域:
药剂学
·
分子生物学
✓ 已验证
DOI
PubMed
高影响因子
Foods
·
2024
·Vol. 13
·期 15
·2359
·
IF 4.7
Zhiheng Zhang,Haicheng Liang,Zichun Chai,Ting Wang
To improve the overall sensory evaluation of regular coffee, a mixture of β-CD/flavour CD powder was prepared by a freeze-drying method. Cyclodextrin inclusion complexes consist of eight compounds that are naturally present in coffee, specifically: 2,5-dimethylpyrazine, benzaldehyde, citral, linalool, limonene, phenethyl acetate, furfural, and ethyl acetate. These eight compounds naturally occur in coffee, making them safer than using other compounds. Moreover, these eight compounds are the primary active ingredients in coffee, significantly influencing its flavour profile. Therefore, choosing to complex these eight compounds with cyclodextrins can effectively enhance the taste of the coffee. XRD, FT-IR, and SDE-GC-FID were presented to study the formation of inclusion CD powder, the storage stability, chemical composition changes, and safety. Results show that by the cyclodextrin method of freeze-drying, the CD powder showed a stable encapsulated structure and increased stability of flavour compounds. Based on the coffee aroma analysis results, prepared CD powder can enhance the coffee’s aroma score by 3.0–4.0 points and increase the flavour score by 2.1–3.5 points, and it can achieve preservation for a minimum of 181 days at 25 °C. Furthermore, under the requirements of the China national standard for additives, the mixture of β-CD/flavour CD powder was used for the cup testing with four regular coffees to obtain improved coffees. With the full score is 10, improved coffees could score extra 3.0–4.0 points on aroma and 2.1–3.5 on flavour compared to regular coffee. In addition, the CD powder also improves the quality of the coffee in terms of aftertaste, body, and sweetness. Overall, β-CD/flavour CD powders provide several advantages over the currently popular coffee bean processing methods, including improved reproducibility, enhanced controllability, and increased flexibility, while prioritizing safety. And it should be explored further with appropriate compounds given its potential for coffee aroma modulation.
研究领域:
食品科学
·
化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CRYSTENGCOMM
·
2022
·Vol. 24
·期 47
·8321-8325
·
IF 3.756
Shang-Wei Yuan,Pei-Hui Shan,Mao-Xiao Yang,Pei-Hua Ma,Timothy J. Prior,Carl Redshaw,Gang Wei,Zhu Tao,Xin Xiao
Herein, we have investigated the host–guest inclusion complexes formed on interaction of the symmetric tetramethyl-substituted cucurbit[6]uril (TMeQ[6]) with glycine (Gly) under different conditions. The interactions have been studied both in solution (by 1H NMR spectroscopy and mass spectrometry) and in the solid state by single crystal X-ray diffraction. The molecular structures of two products are reported, namely TMeQ[6]·(H2O)2(PO4)(NH3CH2COOH)2 (1) and TMeQ[6]·Ca(H2O)5·(Cl)3(NH3CH2COOH)·16H2O (2). Complex 1 adopts a hydrogen-bonded dimeric structure with two glycinium ions contained within a TMeQ[6] molecule with the NH3+ portions of the two molecules located just above the opposite rims of the bowl and forming hydrogen bonds with C–O. In 2, there are centrosymmetric dimers bridged by pairs of calcium ions.
研究领域:
化学
·
材料科学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）