Article
Biochemistry & Molecular Biology
Jaya Krishna Koneru, Suman Sinha, Jagannath Mondal
Summary: Extensive Molecular Dynamics simulations were used to reveal the complete binding event of human galectin-3 with its native ligand LacNAc, showing how the oligosaccharide diffuses around the protein and eventually binds to the specific binding site of galectin-3. The study also found that the efficacy of a more active structural variant of LacNAc lies in the ligand's resilience against disassociation from galectin-3. This research elucidates the detailed recognition mechanism of the carbohydrate-binding domain of galectin-3 and emphasizes the importance of ligand-target binary complex residence time in understanding the structure-activity relationship of cognate ligands.
JOURNAL OF BIOLOGICAL CHEMISTRY
(2021)
Review
Chemistry, Medicinal
Lizeth Arce-Ramos, Juan-Carlos Castillo, Diana Becerra
Summary: This review provides an overview of the synthesis and exhaustive biological studies conducted on benzo[b]furan derivatives, highlighting their potential as anticancer, antibacterial, and antifungal agents, as well as their applications in drug discovery and medicinal chemistry.
Article
Materials Science, Multidisciplinary
Omer Faruk Er, Hilal Kivrak, Omruye Ozok, Arif Kivrak
Summary: An electrochemical sensor based on PTFC was developed for the detection of CA125, showing a wide linear range and low detection limits, indicating promising detection potential.
MATERIALS CHEMISTRY AND PHYSICS
(2022)
Article
Chemistry, Medicinal
Mirna T. Helmy, Farid M. Sroor, Karima F. Mahrous, Khaled Mahmoud, Hamdi M. Hassaneen, Fatma M. Saleh, Ismail A. Abdelhamid, Mohamed A. Mohamed Teleb
Summary: Twelve novel chalcone derivatives were synthesized using the Claisen-Schmidt condensation reaction, and compound 7g showed the most promising anticancer activity among them.
ARCHIV DER PHARMAZIE
(2022)
Review
Chemistry, Organic
Zhang Zhihao, Jiang Xin, Li Qinghan
Summary: The benzo[b]furan structure is commonly found in natural products and bioactive compounds. Its derivatives have shown various pharmacological activities, such as antiviral, anticancer, insecticidal, anti-inflammatory, analgesic, and antioxidant properties. In recent years, the synthesis of substituted benzo[b]furan derivatives using cyclization or coupling reactions under transition metal catalysis or catalyst-free conditions has gained significant attention.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
V. V. Pelipko, R. I. Baichurin, E. V. Kondrashov, S. V. Makarenko
Summary: The conditions were optimized for the synthesis of 4-oxo-4,5,6,7-tetrahydro-1-benzofuran-3carboxylates based on the reactions of alkyl 3-bromo-3-nitroacrylates with cyclic CH-acids. Possible reaction pathways were estimated using quantum chemical calculations, taking into account solvent effects.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Tais da Silva Teixeira Rech, Estela Hartwig Ribeiro, Ediandra Tissot Castro, Amalia Goncalves Alves, Dianer Nornberg Strelow, Jose Sebastiao Santos Neto, Antonio Luiz Braga, Cesar Agusto Bruning, Cristiani Folharini Bortolatto
Summary: The study found that the functionalized 3-selanyl benzo[b]furan (SeBZF) has antidepressant-like potential in mice. Specifically, SeBZF3 exhibited antidepressant-like effects and interacted with 5-HT1A, 5-HT2A/C, and 5-HT3 receptors. Furthermore, SeBZF3 showed synergistic action with the selective serotonin reuptake inhibitor fluoxetine and did not induce acute oral toxicity at high doses.
ACS CHEMICAL NEUROSCIENCE
(2023)
Article
Biochemistry & Molecular Biology
Fatih Celik, Nevin Suleymanoglu, Resat Ustabas, Fikret Turkan, Halil Ibrahim Guler, Yasemin Unver, Nuran Kahriman
Summary: Compound I was characterized using proton and carbon-13 nuclear magnetic resonance, Fourier transform infrared, and mass spectroscopic methods. Density Functional Theory calculations were performed to obtain the molecular properties of compound I. The results showed that compound I exhibited inhibitory effects on cholinesterases and GST enzyme, and had high binding energies to three receptors.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2022)
Article
Biochemistry & Molecular Biology
Fatih Celik, Nevin Suleymanoglu, Resat Ustabas, Fikret Turkan, Halil Ibrahim Guler, Yasemin Unver, Nuran Kahriman
Summary: A newly synthesized compound was characterized through various methods, with calculation results supporting experimental findings. The compound demonstrated strong enzyme inhibition activity, particularly against AChE, huBChE, and GST enzymes, as indicated by high binding energies.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2021)
Article
Materials Science, Multidisciplinary
Hilal Kivrak, Omer Faruk Er, Omruye Ozok, Sebahattin Celik, Arif Kivrak
Summary: A chemical antibody based on MPBB was developed for more effective detection of CA125 levels through electrochemical methods. The study found optimal conditions for MPBB loading, antigen concentration, and incubation time, as well as determined the linear ranges and detection limits of the electrode. Molecular docking results suggested MPBB as a promising alternative to marketed CA125 immunoassays.
MATERIALS CHEMISTRY AND PHYSICS
(2022)
Article
Chemistry, Organic
Chang Wen, Chuan Wu, Ruiqiang Luo, Qinghan Li, Feng Chen
Summary: A highly efficient and simple method for synthesizing 2-substituted benzo[b]furans has been developed using palladium-catalyzed cross-coupling reaction, with isolated yields ranging from 23% to 97%. Substrates with electron-donating or electron-withdrawing groups in 2-halobenzo[b]furans can also successfully produce products.
SYNTHESIS-STUTTGART
(2021)
Article
Crystallography
Yuan-Fang Kong, De-Long Mu
Summary: The crystal of C23H17NSSi is in the orthorhombic system with cell parameters a = 7.7862 angstrom, b = 9.0728 angstrom, c = 25.3797 angstrom, and volume 1792.9 angstrom(3). The space group is P2(1)2(1)2(1), with a temperature of 100.0 K.
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES
(2021)
Article
Chemistry, Multidisciplinary
A. S. Steparuk, R. A. Irgashev, E. F. Zhilina, G. L. Rusinov, S. A. Petrova, D. S. Saranin, A. E. Aleksandrov, A. R. Tameev
Summary: ISC 1-4 are four new compounds with a D-pi-A structure, exhibiting good thermal stability, optical properties, and electronic properties. These compounds are applicable for high-efficiency perovskite solar cells.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Thuy Quynh Le, Chang Ho Oh
Summary: An efficient and facile method utilizing PTSA catalyst has been developed for the synthesis of 2,3-dihydronaphtho[2,3-b]furan and 3,4-dihydro-2H-benzo[g]chromene. This methodology shows high yield cyclization reaction of ortho-oxalate-, ortho-keto-, and ortho-formyl arylacetylenols. It is also successfully applied to the large-scale synthesis of the naphthofuran skeleton.
SYNTHETIC COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Karthik Manikandan Pandy, Radhakrishnan Krishnan, Senthilkumar Paratharaj
Summary: A new series of N-substituted pyrazoline derivatives containing benzo[b]thiophene and styryl with trifluoromethyl substitution at meta- position were synthesized. The newly synthesized compounds were characterized and screened for antioxidant and antimicrobial activity, showing potential in both areas.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kyoko Mandai, Yuta Tsuchihashi, Yousuke Ashikari, Jun-ichi Yoshida, Aiichiro Nagaki
TETRAHEDRON LETTERS
(2020)
Article
Chemistry, Applied
Yosuke Ashikari, Kei Maekawa, Masahiro Takumi, Noriyuki Tomiyasu, Chiemi Fujita, Kiyoshi Matsuyama, Riichi Miyamoto, Hongzhi Bai, Aiichiro Nagaki
Summary: A novel strategy involving hierarchical bimodal porous silica gel supported palladium column reactors has been demonstrated to increase the unit-time-productivity of flow synthesis. The reactors, with low pressure drop due to the significantly large surface area of HBPSG, enable high-volume production. Flow synthesis of the precursor of adapalene, a pharmaceutical compound, was achieved at a rate of 5 g/h, over 10-fold greater productivity than previous approaches.
Article
Chemistry, Multidisciplinary
Naresh Bhuma, Ludivine Lebedel, Hiroki Yamashita, Yutaka Shimizu, Zahra Abada, Ana Arda, Jerome Desire, Bastien Michelet, Agnes Martin-Mingot, Ali Abou-Hassan, Masahiro Takumi, Jerome Marrot, Jesus Jimenez-Barbero, Aiichiro Nagaki, Yves Bleriot, Sebastien Thibaudeau
Summary: Ferrier's research in 1962 on the transformation of glycals into unsaturated glycosyl derivatives involved an alpha,beta unsaturated glycosyl cation. Through NMR-based structural analysis and DFT calculations, this elusive ionic species was characterized, leading to the synthesis of unsaturated nitrogen-containing C-aryl glycosides and C-alkyl glycosides under different conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Aiichiro Nagaki, Yosuke Ashikari, Masahiro Takumi, Takashi Tamaki
Summary: This review showcases our approach to various synthetic reactions mediated by organolithium reagents based on flash chemistry conducted in flow reactors, particularly utilizing space-integration of the flow reactions.
Review
Chemistry, Organic
Yosuke Ashikari, Aiichiro Nagaki
Summary: This short review covers various aryl-aryl cross-coupling reactions carried out in flow, focusing on the metal species of the aryl nucleophiles used.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Multidisciplinary
Yosuke Ashikari, Takashi Tamaki, Tomoko Kawaguchi, Mai Furusawa, Yuya Yonekura, Susumu Ishikawa, Yusuke Takahashi, Yoko Aizawa, Aiichiro Nagaki
Summary: A chemoselectivity switchable microflow reaction has been developed to generate reactive and unstable intermediates, enabling the selection of different intermediates for polymerization. These reactions can produce polymers that are not achievable through typical polymerization reactions.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Takashi Tamaki, Aiichiro Nagaki
Summary: This study focused on transforming the commonly heterogeneous synthesis of phosphate esters into homogeneous synthesis, achieving high productivity in flow systems. Results showed that accelerating the reaction rate can further increase productivity. Additionally, the synthesis of the Akiyama-Terada catalyst was successfully completed in a short period.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Masahiro Takumi, Hodaka Sakaue, Aiichiro Nagaki
Summary: A novel flow electrochemical reactor has been developed to achieve electrolysis within a few seconds and enable reaction with nucleophiles before the decomposition of short-lived carbocations. Furthermore, continuous operation based on this system allows for rapid synthesis of pharmaceutical precursors on demand.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Kyoko Mandai, Tetsuya Yamamoto, Hiroki Mandai, Aiichiro Nagaki
Summary: This study discovered that the reaction rate of cyclohexene epoxidation can be enhanced by using air as an oxidant without the need for added catalysts. A continuous flow reactor constructed with readily available stainless steel parts and devices was utilized, demonstrating a significant improvement in reaction time and high productivity. The efficient mass transfer between the liquid phase and air was the key factor in achieving the highly selective epoxide production.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Kazuhiro Okamoto, Ryosuke Higuma, Kensuke Muta, Keita Fukumoto, Yuta Tsuchihashi, Yosuke Ashikari, Aiichiro Nagaki
Summary: In this study, H-D exchange of one methylene proton was achieved in various dihalomethanes. Highly unstable carbenoid intermediate generation and its decomposition were successfully controlled under high flow-rate conditions. Monofunctionalization of diiodomethane afforded various building blocks, and diverted functionalization of monodeuterated diiodomethane produced products with isotope labeling and monodeuteration.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Yuichi Nakahara, Yuta Endo, Kazutoshi Takahashi, Tomoko Kawaguchi, Keisuke Kato, Yutaka Matsuda, Aiichiro Nagaki
Summary: Protein PEGylation is a bioconjugation technology that enhances therapeutic efficacy and in vivo half-life of proteins. The traditional batch-mode reaction can result in heterogeneous mixture of PEGylated proteins. To overcome this, a manufacturing strategy utilizing structural analysis and continuous-flow-mode reaction was examined. This strategy can achieve mono-PEGylation of different proteins within seconds, enabling gram-scale manufacturing without generating aggregates.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Organic
Kensuke Muta, Kazuhiro Okamoto, Aiichiro Nagaki
Summary: A novel approach using a jacketed syringe pump was developed for the formylation of organolithium species in a continuous-flow system under ambient pressure. Highly volatile organic compounds were used as formylating agents, enabling successful continuous operation for over 30 minutes.
Article
Chemistry, Multidisciplinary
Masahiro Takumi, Hodaka Sakaue, Daiki Shibasaki, Aiichiro Nagaki
Summary: This study demonstrates the rapid synthesis of unstable compounds using a fast electrochemical reactor, enabling easy access to various chemical reactions.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Yosuke Ashikari, Kei Maekawa, Mai Ishibashi, Chiemi Fujita, Kiyonari Shiosaki, Hongzhi Bai, Kiyoshi Matsuyama, Aiichiro Nagaki
Summary: This study introduces a novel heterogeneous palladium catalyst for Suzuki-Miyaura cross-coupling and demonstrates its synthetic availability in batch and flow reactions. The research also includes the application of this catalyst in hydrogenative reduction reactions in flow, showcasing a sequential operation of coupling and hydrogenation reactions within 1 hour.
GREEN PROCESSING AND SYNTHESIS
(2021)
Review
Chemistry, Organic
Takashi Tamaki, Aiichiro Nagaki
Summary: This article discusses the importance of organic synthesis in creating functional materials and the role of chemoselective reactions in synthesizing complex compounds. Microreactors have more efficient heat and mass transfer compared to macro systems, leading to better chemoselectivity according to reaction kinetics.
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
(2021)
