Journal of Inclusion Phenomena and Macrocyclic Chemistry最新文献

ZINC layered hydroxide salt intercalated with vitamin B3: novel slow-release food additive

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-21 DOI: 10.1007/s10847-024-01268-8

Nájila Mikaeli Pauli, Gabriela Oro, Maria Angélica Araujo, Fabio da Silva Lisboa, Ana Caroline Reis Meira, Renata Mello Giona, Ana Cristina Trindade Cursino

{"title":"ZINC layered hydroxide salt intercalated with vitamin B3: novel slow-release food additive","authors":"Nájila Mikaeli Pauli, Gabriela Oro, Maria Angélica Araujo, Fabio da Silva Lisboa, Ana Caroline Reis Meira, Renata Mello Giona, Ana Cristina Trindade Cursino","doi":"10.1007/s10847-024-01268-8","DOIUrl":"10.1007/s10847-024-01268-8","url":null,"abstract":"<div><p>Considering that many vitamins can be easily degraded, developing ways to avoid the degradation process and the availability of these vitamins is essential. Thus, this study aims to use layered zinc hydroxysalt (LHS) as a slow-release option that provides thermal stability for administering vitamins. Two compounds were synthesized, LHS/B3-1, which presented basal spacing of 9.63 Å, corresponding to a vitamin monolayer, and LHS/B3-2, which is a mixture of two phases, one with a basal distance of 9.92 Å and a secondary one with a basal distance of 15.43 Å, corresponding to a vitamin monolayer and bilayer, respectively. After intercalation, an increase of 175 °C in the thermal stability of vitamin B3 was observed, occasioned by the interaction with the layers of the matrix. Vitamin B3 was slowly released from LHS/B3-1 and LHS/B3-2, and 68.8% and 56.9% were released in 44 h, respectively. The release of the vitamin from LHS/B3-1 and LHS/B3-2 was divided into three stages. The results suggest that surface diffusion is initially involved in the release of B3 from intercalation products, where the anion dissociates from the surface of LHSs, followed by B3 release controlled by a diffusion process via intra-particle or surface diffusion.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"87 - 100"},"PeriodicalIF":2.3,"publicationDate":"2024-12-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143108941","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis and characterization of a new biscrown compound formed from diamide crown ligands

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-12-04 DOI: 10.1007/s10847-024-01270-0

Amir Ghanaat Gharamaleki, Samad Bavili Tabrizi, Gholam Hossein Shahverdizadeh

{"title":"Synthesis and characterization of a new biscrown compound formed from diamide crown ligands","authors":"Amir Ghanaat Gharamaleki, Samad Bavili Tabrizi, Gholam Hossein Shahverdizadeh","doi":"10.1007/s10847-024-01270-0","DOIUrl":"10.1007/s10847-024-01270-0","url":null,"abstract":"<div><p>Diamide macrocycles are valuable intermediates for the synthesis of aza crown compounds as well as more complex ligands such as various cryptands and cryptohemispherands. Their versatility in many fields, such as chemistry, biochemistry, biophysics, biology, agriculture, industry, medicine, molecular diagnosis, sensors, and phase transfer catalysts, has captured the interest of many. In the first step, 2,4-dimethylphenol was converted to the oxythiobis [4,6-dimethylphenyl] (1) by reacting with thionyl chloride. Then, oxythiobis [4,6-dimethyl phenoxy methyl acetate] (2) was obtained from the reaction of oxythiobis [4,6-dimethylphenyl] (1) with methyl chloroacetate. The reaction of oxythiobis [4,6-dimethyl phenoxy methyl acetate] (2), with a diethylenetriamine, produced the tri-aza dibenzo sulfoxide macrocyclic diamides (3). Bis [tri-aza dibenzo sulfoxide macrocyclic diamides] (4) was prepared from the reaction of tri-aza dibenzo sulfoxide macrocyclic diamides (3) with a suitable active compound such as diacid or dichloride. The structures of all synthesized compounds were characterized by <sup>1</sup>H NMR, <sup>13</sup>C NMR, FT-IR, and mass spectra.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"101 - 113"},"PeriodicalIF":2.3,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143107828","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis and organocatalytical evaluation of optically pure inherently chiral calix[4]arene phosphoric acids

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-11-24 DOI: 10.1007/s10847-024-01267-9

Andrii Karpus, Oleksandr Yesypenko, Jean-Claude Daran, Zoia Voitenko, Eric Manoury, Vitaly Kalchenko

引用次数: 0

The inclusion of guest molecules by pillar[n]arene hosts in nonaqueous solution

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-11-21 DOI: 10.1007/s10847-024-01269-7

Zahrah Purahoo, Tara A. Misener, Emma K. Ramsay, Brian D. Wagner

{"title":"The inclusion of guest molecules by pillar[n]arene hosts in nonaqueous solution","authors":"Zahrah Purahoo, Tara A. Misener, Emma K. Ramsay, Brian D. Wagner","doi":"10.1007/s10847-024-01269-7","DOIUrl":"10.1007/s10847-024-01269-7","url":null,"abstract":"<div><p>Pillar[n]arenes are a relatively new family of macrocyclic molecular hosts, consisting of methylene-linked phenol-based monomers attached in a <i>para</i>-substituted configuration. The macrocyclic nature of these molecules provides a well-defined internal cavity, into which smaller guest molecules can be included to form supramolecular host-guest inclusion complexes. The para-oriented attachment yields relatively rigid cylindrical or pillar-like molecular and cavity shapes, hence the name. In addition to the unique shape of these cavities (compared to the related meta-substituted calixarenes, for example), the aromatic nature of the cavity walls also contributes to distinctive host properties of pillar[n]arenes and guest affinities. Neutral pillar[n]arenes, such as those with alkyl substituents, are generally insoluble in water, and thus their host properties are studied in nonaqueous media. This review article will provide a comprehensive summary of the reported host binding studies of pillar[n]arenes in nonaqueous solution. A wide range of specific pillar[n]arenes have been studied in this way, as have a wide variety of sizes and types of guests. The emphasis will be on studies in which the value of the binding association constant K<sub>a</sub> was measured and reported, to consider the effect of guest size, shape, and nature and the host size and substituents on the binding ability of pillar[n]arenes. The main objective of the paper is to provide a summary and overview of the host binding abilities of this fascinating family of molecular hosts in nonaqueous solution.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><img></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"1 - 22"},"PeriodicalIF":2.3,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143108990","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

An environmentally safe formulation of plant derived fungicide: preparation and characterization of inclusion complex of honokiol and methyl-β-cyclodextrin

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-11-11 DOI: 10.1007/s10847-024-01265-x

Chao Zhang, Tingchi Wen, Lijun Qiao, Ming Guo, Qihua Li, Zhenghua Lu, Zhenyuan Zhu, Meiling Lu

{"title":"An environmentally safe formulation of plant derived fungicide: preparation and characterization of inclusion complex of honokiol and methyl-β-cyclodextrin","authors":"Chao Zhang, Tingchi Wen, Lijun Qiao, Ming Guo, Qihua Li, Zhenghua Lu, Zhenyuan Zhu, Meiling Lu","doi":"10.1007/s10847-024-01265-x","DOIUrl":"10.1007/s10847-024-01265-x","url":null,"abstract":"<div><p>Honokiol (HK) is an active compound in the traditional Chinese medicine <i>Magnolia officinalis</i>, which has antibacterial and disease-resistant effects on pathogenic microorganisms. However, due to its poor water solubility, its application is severely limited. In this study, Methyl-β-Cyclodextrin (M-β-CD) was used to encapsulate honokiol to improve its water solubility. The inclusion complex of HK with M-β-CD (HK/M-β-CD IC) were prepared by freeze-drying method, Phase solubility studies indicate that HK with M-β-CD forms inclusion complex in a stoichiometric ratio of 1:1. However, considering that the inclusion process is reversible. In order to obtain inclusion complex with higher encapsulation efficiency, we use response surface optimization to optimize the encapsulation process. The encapsulation efficiency of the obtained inclusion compound is 87.64%.The structure of inclusion complex was characterized by FTIR, TGA, SEM, XRD and NMR. The molecular docking was used to predict the structure of inclusion complex. In addition, compared with free HK, the solubility of the inclusion complex in water was significantly enhanced, about 1228 times that of the free HK. And it enhances the antibacterial activity against <i>Trichoderma koningii</i>.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"49 - 63"},"PeriodicalIF":2.3,"publicationDate":"2024-11-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143108561","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Correction: X-ray structures, thermal stabilities and kinetics of guest desolvation of complexes of three fluorenone-derived host compounds with the polar aprotic guest solvent, tetramethylurea 更正：三种芴酮衍生主化合物与极性非烷基客体溶剂四甲基脲复合物的 X 射线结构、热稳定性和客体解溶动力学

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-11-10 DOI: 10.1007/s10847-024-01262-0

Duncan W. McFarlane, Benita Barton, Mino R. Caira

引用次数: 0

Mechanochemical synthesis of Calcium-Squarate MOF and encapsulation of hexanal

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-11-08 DOI: 10.1007/s10847-024-01266-w

Ajay Kathuria, Tuur Bollen, Mohsen Kivy, Leslie Hamachi, Mieke Buntinx, Rafael Auras

{"title":"Mechanochemical synthesis of Calcium-Squarate MOF and encapsulation of hexanal","authors":"Ajay Kathuria, Tuur Bollen, Mohsen Kivy, Leslie Hamachi, Mieke Buntinx, Rafael Auras","doi":"10.1007/s10847-024-01266-w","DOIUrl":"10.1007/s10847-024-01266-w","url":null,"abstract":"<div><p>Porous high surface area supramolecules have been widely researched for controlled delivery and chemical stabilization of active molecular species. Metal–organic frameworks (MOFs), a vast category of high surface area microporous compounds, can be tailored to encapsulate specific active molecules, and control their release kinetics in the headspace of a product-package system for treatment and shelf-life extension of various agricultural produce. Hexanal has been widely reported to reduce post-harvest losses due to its antimicrobial, antifungal, ethylene-modulating, and phospholipase D (PLD) inhibiting characteristics. In this work, we synthesized Calcium-Squarate MOF by a quick simple mechanochemical process using bioderived linkers and non-toxic endogenous cations. We herein report the encapsulation of hexanal in Ca-Squarate MOF, and probe the strength of non-covalent host–guest interactions of hexanal encapsulated in the pores. The synthesized MOF crystals were characterized by thermal analysis, infrared spectroscopy, and diffraction studies. We observed approximately 20% encapsulation of hexanal by weight using thermo-gravimetric analysis. The infrared spectroscopy and simulation study supported the formation of hydrogen bonds between H atoms of hexanal and O atoms of the Ca-Squarate MOF with the strongest binding affinity of −3.81 kcal mol<sup>−1</sup>. Crystals maintained their porous structure and microscale morphologies post-encapsulation, as observed using X-ray diffraction and scanning electron microscopy. These results are encouraging for the potential use of hexanal encapsulated MOFs in active packaging applications.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"65 - 74"},"PeriodicalIF":2.3,"publicationDate":"2024-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143108521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Exploring the host compound dynamics of 1,4-phenylene-bis(di-p-fluorophenylmethanol) in mixed pyridines

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-10-30 DOI: 10.1007/s10847-024-01264-y

Benita Barton, Jarryd A. Vorgers, Eric C. Hosten

{"title":"Exploring the host compound dynamics of 1,4-phenylene-bis(di-p-fluorophenylmethanol) in mixed pyridines","authors":"Benita Barton, Jarryd A. Vorgers, Eric C. Hosten","doi":"10.1007/s10847-024-01264-y","DOIUrl":"10.1007/s10847-024-01264-y","url":null,"abstract":"<div><p>In this investigation, the wheel-and-axle host compound, 1,4-phenylene-bis(di-<i>p</i>-fluorophenylmethanol) (<b>H</b>), was demonstrated to have inclusion ability for each of PYR, 2MP, 3MP and 4MP (1:1, 1:2, 1:2 and 1:2 were the H: G ratios). In the equimolar guest competition experiments, <b>H</b> was observed to have an overwhelming affinity for PYR and 4MP relative to 2MP and 3MP. In fact, selectivity coefficients calculated from the non-equimolar binary guest competition experiments suggested that this host compound would be an efficient candidate for the separation of all PYR/2MP mixtures and a 40:60 4MP/3MP solution through host-guest chemistry strategies. SCXRD analyses established the preferred guests (PYR and 4MP) to be involved in significantly shorter stabilizing classical hydrogen bonding interactions with <b>H</b>, explaining the selectivity behaviour of this host compound in the guest mixtures. Additionally, Hirshfeld surface considerations also explained this behaviour, but only for PYR. Furthermore, thermal analyses were used to ascertain the relative thermal stabilities of the four complexes and, satisfyingly, the PYR- and 4MP-containing complexes possessed the greater thermal stabilities compared with <b>H</b>·2(2MP) and <b>H</b>·2(3MP), as was demonstrated by a comparison of their guest release onset temperatures.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"35 - 48"},"PeriodicalIF":2.3,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-024-01264-y.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143110048","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Asymmetric direct Aldol reaction between acetone and aromatic aldehydes catalyzed by diazadioxocalix[2]arene[2]triazine derivatives 重氮二氧羰基[2]炔[2]三嗪衍生物催化丙酮与芳香醛的不对称直接醛醇反应

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-10-26 DOI: 10.1007/s10847-024-01260-2

Ummu Ozgun, Abdulkadir Sirit, Hayriye Nevin Genc

引用次数: 0

Preparation, characterization and properties of quercetin cyclodextrin nanosponges

IF 2.3 4区化学

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-10-22 DOI: 10.1007/s10847-024-01263-z

Wanping Zhang, Houchen Gai, Qianjie Zhang, Dongmei Zhang, Shilian Zheng, Guangyong Zhu

{"title":"Preparation, characterization and properties of quercetin cyclodextrin nanosponges","authors":"Wanping Zhang, Houchen Gai, Qianjie Zhang, Dongmei Zhang, Shilian Zheng, Guangyong Zhu","doi":"10.1007/s10847-024-01263-z","DOIUrl":"10.1007/s10847-024-01263-z","url":null,"abstract":"<div><p>Quercetin (QC) has various biological activities such as anti-inflammatory and antibacterial properties. However, due to its poor solubility and stability, the application of QC in clinical practice is limited. Nanosponge (NS), as a new drug carrier, can significantly improve the solubility of low-soluble drug components, and significantly improve the efficacy and bioavailability of drugs. In this paper, cyclodextrin nanosponges (CDNS) were synthesized by cross-linking β-cyclodextrin with diphenyl carbonate (DPC) in a green and safe synthetic pathway. As wall material, CDNS were further used to encapsulate quercetin and quercetin-cyclodextrin nanosponges (QCNS) were formed. The resultant CDNS and QCNS were characterized by scanning electron microscopy, infrared spectroscopy, X-ray diffraction, and thermogravimetric analysis. The results showed that CDNS and QCNS were successful prepared. The solubilizing impact of CDNS on quercetin was investigated. The results showed that its solubility in water was 176 times higher than that of pure QC. The cumulative release of quercetin and QCNS over 48 h and the cumulative transdermal penetration over 12 h were measured. The antioxidant and antibacterial properties of QCNS were determined. QCNS exhibited superior stability, permeability, and sustained-release properties compared to pure quercetin, and had notable bacteriostatic and antioxidant capabilities.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 1-2","pages":"23 - 34"},"PeriodicalIF":2.3,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143109237","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0