Article
Chemistry, Applied
Paola Peluso, David Landy, Lamia Nakhle, Roberto Dallocchio, Alessandro Dessi, Sulaiman Krait, Antonio Salgado, Bezhan Chankvetadze, Gerhard K. E. Scriba
Summary: The complex formation between daclatasvir and gamma-CD or TM-beta-CD was studied using isothermal titration calorimetry and molecular modeling. The results showed that a 2:1 complex was predominantly formed with gamma-CD, while a 1:1 complex was formed to a lesser extent. In contrast, the TM-beta-CD complex had a stoichiometry of 1:1. The complex formation with gamma-CD did not require dissociation of the daclatasvir dimer and had a binding constant of 1.67x10^7 M-2, while the weak TM-beta-CD complex required dissociation of the daclatasvir dimer and had a binding constant of 371 M-1.
CARBOHYDRATE POLYMERS
(2023)
Review
Pharmacology & Pharmacy
Iago Dillion Lima Cavalcanti, Francisco Humberto Xavier Junior, Nereide Stela Santos Magalhaes, Mariane Cajuba de Britto Lira Nogueira
Summary: Isothermal titration calorimetry (ITC) is a technique for evaluating the thermodynamic profiles of connection between two molecules, allowing the experimental design of nanoparticles systems with drugs and/or biological molecules. In the field of pharmaceutical nanotechnology, ITC has been increasingly used to understand the interaction mechanisms in the formation of nanoparticles and the behavior of nanocarriers in in vivo studies. This technique provides quick and easy results to optimize the formulation process of nano-systems.
INTERNATIONAL JOURNAL OF PHARMACEUTICS
(2023)
Article
Chemistry, Multidisciplinary
Tzu-Yi Tai, Fanrui Sha, Xiaoliang Wang, Xingjie Wang, Kaikai Ma, Kent O. Kirlikovali, Shengyi Su, Timur Islamoglu, Satoshi Kato, Omar K. Farha
Summary: This study presents the first systematic investigation on the thermodynamics of protein immobilization in metal-organic frameworks (MOFs). It demonstrates that MOFs provide a hydrophobic stabilizing microenvironment for proteins, leading to an entropically driven encapsulation process. Among a series of Zr-MOFs, pyrene-based NU-1000 exhibits the most favorable encapsulation process for insulin.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Pharmacology & Pharmacy
Karim S. Shalaby, Muhammad I. Ismail, Alf Lamprecht
Summary: Cyclodextrin complexes with water-soluble drugs were found to form spontaneously, with different stoichiometries observed for naloxone, oxycodone, and tramadol. The binding affinity of cyclodextrins to drugs is influenced by the drugs' hydrophobicity and flexibility. The stoichiometry of the complex has a significant impact on drug release profiles.
Article
Chemistry, Physical
Mathilde Coquil, Nathalie Boubals, Magali Duvail, Marie-Christine Charbonnel, Jean-Francois Dufreche
Summary: Despite the challenges in describing liquid-liquid extraction due to various organization phenomena, a new methodology combining microcalorimetric measurements and molecular modeling has been proposed to better understand the interactions in these complex fluids.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Physical
Falin He, Shanshan Chu, Ning Sun, Xiangxiang Li, Mingyang Jing, Jingqiang Wan, Wansong Zong, Jingchun Tang, Rutao Liu
Summary: Acrylamide interacts with lysozyme under physiological conditions, affecting the structure and function of lysozyme by unfolding polypeptide chains and decreasing alpha-helical content. The interaction is primarily driven by acrylamide's interactions with lysozyme's tryptophan and tyrosine residues, and directly affects the enzyme's active center and fluorescence sensitization phenomenon.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Biotechnology & Applied Microbiology
Shams T. A. Islam, Jie Zhang, Fabio Tonin, Renske Hinderks, Yanthi N. Deurloo, Vlada B. Urlacher, Peter-Leon Hagedoorn
Summary: Lignin valorization through laccase catalysis can release aromatic products, but different enzymes exhibit significant variations in conversion efficiency and rate. Trametes versicolor laccase follows Michaelis-Menten kinetics in converting Kraft lignin, with specific thermodynamic and kinetic parameters, making it a promising tool for guiding enzymatic lignin valorization strategies.
BIOTECHNOLOGY AND BIOENGINEERING
(2022)
Article
Chemistry, Physical
Pablo F. Garrido, Margarida Bastos, Adrian Velazquez-Campoy, Alfredo Amigo, Philippe Dumas, Angel Pineiro
Summary: The injection of air into an isothermal titration calorimeter's sample cell allows for accurate determination of the surface tension of the target liquid, despite the periodic contribution from bubbles. The new algorithm successfully identifies and analyzes these contributions, improving the analysis of calorimetric signals.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2022)
Article
Multidisciplinary Sciences
Lavanya Prabhakar, Dicky John G. Davis
Summary: In recent decades, there has been a significant increase in weight gain due to lifestyle changes, which has had a significant impact on individual well-being. The fat mass and obesity-associated (FTO) gene plays a crucial role in regulating energy expenditure and food intake. Edible seaweeds have been found to enhance satiety and are considered potential anti-obesity agents. This study screened and identified three seaweed compounds as potential leads for anti-obesity targeting FTO.
Article
Biochemistry & Molecular Biology
Chiaki Handa, Yuki Yamazaki, Shigeru Yonekubo, Noritaka Furuya, Takaki Momose, Tomonaga Ozawa, Takayuki Furuishi, Kaori Fukuzawa, Etsuo Yonemochi
Summary: This study examines the binding mode and interaction between ERβ and DPN or its derivatives using X-ray crystallography, isothermal titration calorimetry (ITC), and fragment molecular orbital (FMO) calculations. The results show that the chlorine atom in DPN derivatives enhances binding affinity, and FMO calculations are valuable for enhancing enthalpy contributions in drug design.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY
(2022)
Article
Food Science & Technology
Yuhong Gong, Jun Li, Jinwei Li, Li Wang, Liuping Fan
Summary: In this study, five polyphenols (rutin, quercetin, hyperoside, quercitrin, and kaempferol) were identified as α-glucosidase inhibitors in Flos sophorae immaturus (FSI). The results showed that quercetin played a significant role in α-glucosidase inhibition in FSI. In addition, the combination of quercetin with kaempferol had a subadditive effect, and the combination with rutin, hyperoside, and quercitrin exhibited an interference effect. The polyphenols acted as mixed inhibitors and enhanced the fluorescence intensity of α-glucosidase through hydrophobic interactions and hydrogen bonding.
Article
Thermodynamics
Ziga Medos, Isidora Cobanov, Marija Bester-Rogac, Bojan Sarac
Summary: This research paper examines the issues associated with power compensation isothermal titration calorimetry, highlighting the possibility of obtaining different enthalpy values with different instruments and setting parameters. It emphasizes that modern calorimeters' dynamic power compensation mode may lead to overcompensation of heat effects, resulting in experimental results heavily reliant on chosen parameters. To avoid these problems, the paper suggests checking raw signals and conducting experiments with low or disabled power compensation when observing switching effects.
JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY
(2021)
Article
Pharmacology & Pharmacy
Miao Zhang, Ning Zhang, Xinluan Lu, Wenjin Li, Ruiyong Wang, Junbiao Chang
Summary: Chlorogenic acid, as a polyphenolic compound, has antioxidant, anti-inflammatory, antiviral, anti-obesity, and other effects. This study analyzed the interaction between chlorogenic acid and four proteins (human serum albumin, pepsin, trypsin, fat mass and obesity-associated protein) and found that chlorogenic acid had a binding affinity for three proteins (human serum albumin, trypsin, and pepsin), but not for fat mass and obesity-associated protein. Hydrophobic interaction and hydrogen bonding were observed in the binding process.
PHARMACOLOGICAL REPORTS
(2022)
Article
Chemistry, Physical
Yichen Yin, Shiwei Sun, Hui Wang, Mengru Guo, Zhizhou Li, Chaoyi Lv, Zhao Yang, Wei Wang
Summary: The interaction between urolithin A and α-glucosidase, as well as its inhibitory activity, was characterized in this study. Urolithin A showed reversible inhibitory activity for α-glucosidase in an uncompetitive manner. It was found that urolithin A quenched the fluorescence of α-glucosidase and altered the microenvironments of tryptophan and tyrosine. Molecular docking revealed the formation of hydrogen bonds between urolithin A and key residues outside the active center of α-glucosidase. These findings indicate the potential of ellagitannin-rich diets in preventing postprandial hyperglycemia and suggest urolithin A as a promising lead compound for α-glucosidase inhibitors.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Biochemistry & Molecular Biology
Jose L. Neira, Bruno Rizzuti, David Ortega-Alarcon, A. Marcela Giudici, Olga Abian, Maria Esther Farez-Vidal, Adrian Velazquez-Campoy
Summary: The interaction between SAMp73 and ARM-PKP1 may have potential therapeutic relevance in tumour pathways involving PKP1, especially in conditions where p53 is potentially inactivated.
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS
(2021)
Article
Chemistry, Medicinal
Yonggang Meng, Bin Yu, He Huang, Youmei Peng, Ertong Li, Yongfang Yao, Chuanjun Song, Wenquan Yu, Kaikai Zhu, Kai Wang, Dongxu Yi, Jinfa Du, Junbiao Chang
Summary: Osimertinib is a standard therapy for advanced EGFR mutation-positive NSCLC, but its toxic metabolite AZ5104 has caused unwanted toxicities. Through structural optimization, dosimertinib was discovered as a highly potent, selective, and less toxic clinical candidate for EGFR-targeted therapy, showing promising preclinical efficacy.
JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Applied
Zhengyan Huang, Qianqian Zhang, Xiaofei Yi, Zongxiang Zhao, Wenquan Yu, Junbiao Chang
Summary: A new synthetic strategy for synthesizing 2-imino-1,3,4-selenadiazole derivatives has been proposed, which involves sequential oxidation and a tributylphosphine-promoted annulation reaction. The method has the advantages of absence of transition metals and potential for gram-scale synthesis.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Wei Hao, Kailu Li, Chenyang Ye, Wenquan Yu, Junbiao Chang
Summary: This study describes a transition-metal-free C???C double bond cleavage reaction using molecular iodine as the catalyst. In the presence of K2CO3, the I2-mediated C???C bond cleavage followed by intramolecular annulation reaction can generate pyrido-[2,1-b]quinazolinones and related heterocyclic compounds with important biological activities.
Article
Chemistry, Organic
Kailu Li, Qianmin Li, Qinhao Shi, Yanmin He, Wenquan Yu, Junbiao Chang
Summary: An iodine-mediated direct sp(3) C-H amination reaction has been developed for the synthesis of nitrogen-containing compounds from readily available substrates under transition-metal-free conditions. This method is operationally simple and can be conveniently conducted on a large scale under mild reaction conditions.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Yingchao Fang, Manman Wang, Wei Hao, Yinggao Meng, Wenquan Yu, Junbiao Chang
Summary: Direct N-functionalization of benzimidazoles and related azaheterocycles was achieved using readily accessible alpha-acyloxy sulfides under transition metal-free conditions. The reaction is operationally simple and has a broad substrate scope.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Medicinal
Qianqian Zhang, Youmei Peng, Jiao Hou, Yanhong Chen, Bingjie Liu, Pinghu Zhang, Junbiao Chang, Wenquan Yu
Summary: This research designed and synthesized a series of new O-(substituted benzyl) phosphoramidate prodrugs for the treatment of HBV infections. Prodrug 1a showed the most potent anti-HBV activity and demonstrated good tolerability in experimental animals. It exhibited significant inhibitory effect on viral replication without causing liver damage.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Aolin Jia, Shijia Huang, Wen Song, Junli Wang, Yonggang Meng, Yue Sun, Lina Xu, Henriette Laessle, Jan Jirschitzka, Jiao Hou, Tiantian Zhang, Wenquan Yu, Giuliana Hessler, Ertong Li, Shoucai Ma, Dongli Yu, Jan Gebauer, Ulrich Baumann, Xiaohui Liu, Zhifu Han, Junbiao Chang, Jane E. Parker, Jijie Chai
Summary: In this study, the researchers discovered the enzymatic activity of TIR proteins, which can catalyze the ribosylation of ADP to ATP and ADPR. This enzymatic activity plays a role in activating the immune branch in plants.
Article
Chemistry, Organic
Manman Wang, Wenjun Ye, Nannan Sun, Wenquan Yu, Junbiao Chang
Summary: An iodine-mediated intramolecular sp3 C-H amination reaction that produces quinazolinone-fused polycyclic skeletons from 2-aminobenzamide precursors is described. The reaction is transition metal-free, has a wide substrate scope, and can be performed on a large scale. By using crude 2-aminobenzamide derivatives, the synthesis of quinazolinone-fused tetrahydroisoquinolines and Rutaecarpine derivatives from easily accessible compounds is possible without purification of the intermediates. Some of the synthesized polycyclic products exhibit inhibitory activity against Cereblon (CRBN) and show potential as anti-myeloma drugs in preliminary biological experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Xiaofei Yi, Zongxiang Zhao, Manman Wang, Wenquan Yu, Junbiao Chang
Summary: In this study, an intramolecular sp3 C-H amination reaction of aniline derivatives was established using molecular iodine under transition-metal-free conditions. The reaction yielded 1,2-fused or 1,2-disubstituted benzimidazoles in an efficient and scalable fashion. This synthetic process also produced novel benzimidazolium frameworks and bioactive compounds.
Article
Chemistry, Organic
Zhongkang Yang, Manman Wang, Ruiqi Liu, Wenquan Yu, Junbiao Chang
Summary: An iodine-catalyzed aerobic alpha-hydroxylation reaction of beta-dicarbonyl compounds is developed. This synthetic method can be applied to a wide range of accessible acyclic and cyclic substrates with amide, ester, and/or ketone groups, and can be conveniently scaled up on a gram scale.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Manman Wang, Xiaofei Yi, Wenjun Ye, Qinhao Shi, Wenquan Yu, Junbiao Chang
Summary: A new synthetic strategy for direct C(sp(3))-H amination of carbonyl compounds has been established using molecular iodine and nitrogen-directed oxidative umpolung. This approach is applicable to various carbonyl substrates, does not require transition metals, has mild reaction conditions, short reaction times, and can be used for gram-scale synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Manman Wang, Wenquan Yu, Junbiao Chang
Summary: A sustainable oxidation reaction of amines in water using environmentally friendly molecular iodine as the sole oxidant was established for the synthesis of imines and amides. This reaction features no use of transition metals, simplicity in operation, and gram-scale synthesis. It provides an easy access to imine and amide derivatives, including bioactive molecules, from readily available amine precursors.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Jiao Hou, Youmei Peng, Bingjie Liu, Qianqian Zhang, Jian-Hua Wang, Wenquan Yu, Junbiao Chang
Summary: 2'-Deoxy-2'-β-fluoroadenosines with 4'-azido or 4'-ethynyl groups have been synthesized for the treatment of HIV-1 infection. These compounds exhibit nanomolar anti-HIV-1 activity, with the 4'-ethynyl-2-fluoroadenosine analog 1c (CL-197) being the most potent and least cytotoxic (EC50 = 0.9 nM, CC50 > 100 μM). It shows strong inhibitory activity against drug resistant and clinical HIV-1 strains. Oral administration of 1c in Beagle dogs results in high levels of the bioactive form 1c-TP in peripheral blood mononuclear cells, where it exhibits long-term intracellular retention and prevents HIV-1 infection for an extended time. 1c displays low in vivo toxicity and favorable pharmacokinetic profiles in Sprague-Dawley rats. The preclinical data support the further development of 1c as a highly potent and orally bioavailable clinical candidate for treating HIV-1 infection. Currently, CL-197 is in clinical trials in China (registration number: CXHL2200529).
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yangxu Du, Jiao Hou, Qing Lu, Wei Hao, Wenquan Yu, Junbiao Chang
Summary: A new synthetic method has been developed for the transformation of primary benzhydrylamines into aromatic secondary amine derivatives using an iodine-mediated 1,2-aryl migration reaction. The process is operationally simple and can be conducted successfully on a gram scale.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Ning Bai, Ya Gan, Xitong Li, Shuting Gao, Wenquan Yu, Ruiyong Wang, Junbiao Chang
Summary: In this study, seven acrylonitrile derivatives were investigated as potential inhibitors of FTO, with 3-amino-2-(4-chlorophenyl)-3-phenylacrylonitrile (1a) showing the strongest interaction with FTO via hydrophobic forces. The cytotoxicity test revealed that 1a had the best inhibitory effect on leukemia K562 cells, with chlorine atoms playing a crucial role in the binding of small molecules and FTO. This work provides new insights for the development of FTO inhibitors.
JOURNAL OF MOLECULAR RECOGNITION
(2021)
