Article
Chemistry, Organic
Sooyun Choi, Melody C. Guo, Gavin M. Coombs, Scott J. Miller
Summary: An atroposelective synthesis method for N-aryl 1,2,4-triazoles was developed. By utilizing a chiral phosphoric acid catalyst, a cyclodehydration reaction achieved asymmetric induction, resulting in atropisomeric N-aryl 1,2,4-triazoles with up to 91:9 enantiomeric ratio. Further crystallization of the isolated heterocycle enhanced the atropisomeric ratio of several analogs to 99:1 or higher. Additionally, a divergent and substrate-dependent reaction pathway leading to a different heterocyclic product was revealed.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Azusa Kondoh, Masahiro Terada
Summary: In this review, the challenge of expanding the scope of pronucleophiles in the field of chiral Bronsted base catalysis is addressed. The recent efforts to overcome this challenge and broaden the range of viable enantioselective transformations are summarized, focusing on the development and application of two types of chiral organosuperbase catalyst.
Review
Chemistry, Multidisciplinary
Zhichao Lu, Tingting Li, Sagar R. Mudshinge, Bo Xu, Gerald B. Hammond
Summary: Gold catalysis has been a significant breakthrough in organic synthesis due to its tunable nature, unique properties, and mild reaction conditions. Despite its popularity, gold-catalyzed reactions still face limitations such as low turnover numbers. Optimizing catalysts and reaction conditions may enhance the efficiency of gold-catalyzed reactions. This review focuses on examples of counterion or additive-regulated gold catalysis from a mechanistic perspective, highlighting the impact of physical properties on gold catalyst reactivity.
Article
Biochemistry & Molecular Biology
Yangming Dong, Moucui Li, Yun Hao, Yunrui Feng, Yinghui Ren, Haixia Ma
Summary: In this study, fourteen novel Schiff base compounds (AS-1 to AS-14) containing 5-amino-1H-1,2,4-triazole-3-carboxylic acid and substituted benzaldehyde were synthesized and their structures were verified. The antifungal activities of the compounds against Wheat gibberellic, Maize rough dwarf and Glomerella cingulate were investigated. It was found that some compounds showed better antifungal activity than the standard drug fluconazole, and the introduction of halogen elements and electron withdrawing groups on the benzene ring improved the activity.
CHEMISTRY & BIODIVERSITY
(2023)
Article
Chemistry, Organic
Zara M. Seibel, Jeffrey S. Bandar, Tristan H. Lambert
Summary: The enantioselective synthesis of alpha-substituted glutamates and pyroglutamates via a cyclopropenimine-catalyzed Michael addition of amino ester imines has been described, achieving enantioselectivities of up to 94% and compatibility with various functional groups. The impact of catalyst structure and imine substitution was discussed, highlighting a broader and more enantioselective access to pyroglutamate derivatives compared to other methods.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Halit Muglu, Belma Zengin Kurt, Fatih Sonmez, Emre Guzel, M. Serdar Cavul, Hasan Yakan
Summary: A series of novel bis(thio/carbohydrazone) compounds were synthesized and their structures were elucidated using various spectroscopic techniques. The compounds exhibited antioxidant activity, with thiourea-based compounds showing better activity than urea-based compounds. Among them, compound 11 showed the highest antioxidant activity. DFT calculations were performed to analyze the electronic characteristics and bond properties of the compounds.
JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS
(2022)
Article
Biochemistry & Molecular Biology
Deblina Roy, Mohammad Anas, Ashan Manhas, Satyen Saha, Niti Kumar, Gautam Panda
Summary: In this study, a series of quinoline-imidazole hybrid compounds were synthesized and evaluated for their blood-stage antimalarial activity against Plasmodium falciparum. The results showed that one of the compounds exhibited significant antimalarial efficacy with low cytotoxicity and high selectivity. Furthermore, the study revealed the influence of substituents on the quinoline ring and the role of stereochemistry in the inhibitory activity.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Melissa M. Cadelis, Tim Liu, Kenneth Sue, Florent Rouvier, Marie-Lise Bourguet-Kondracki, Jean Michel Brunel, Brent R. Copp
Summary: Antibiotic resistance is a growing global health threat. One approach to overcome this is to discover and develop new antibiotic enhancers that can enhance the efficacy of existing antibiotics against resistant bacteria.
Article
Biochemistry & Molecular Biology
Iredia D. D. Iyamu, Yingzhao Zhao, Prakash T. T. Parvatkar, Bracken F. F. Roberts, Debora R. R. Casandra, Lukasz Wojtas, Dennis E. E. Kyle, Debopam Chakrabarti, Roman Manetsch
Summary: A compound with promising antimalarial activity against chloroquine-resistant and chloroquine-sensitive strains of the parasite was identified through screening and structure-activity relationship studies. The essential features necessary for its activity and properties were determined through extensive research.
BIOORGANIC & MEDICINAL CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Jiyang Jie, Haijun Yang, Yufen Zhao, Hua Fu
Summary: The development of adjustable axially chiral biphenyl ligands and catalysts is reported, with six model reactions attempted. The results showed that variation of 2,2'-substituent groups could provide different types of ligands and catalysts, and adjustment of substituent groups at the 3,3', 5,5', 6,6'-positions could make ligands and catalysts more efficient in the asymmetric catalytic synthesis.
Article
Chemistry, Physical
Dongjae Shin, Moon Hyeon Kim, Jeong Woo Han
Summary: By utilizing density functional theory calculations, the study demonstrates the relationship between the coordinative environment of V in the VOx/TiO2 catalyst and the catalytic activity towards Hg-0 oxidation, as well as the effect of hydroxylation. Mechanistic estimation of the Hg-0 oxidation activity and calculation of the thermodynamic stabilities of the catalyst models suggest thermodynamic conditions that favor high catalytic activity.
APPLIED SURFACE SCIENCE
(2021)
Article
Chemistry, Medicinal
Mohit K. Tiwari, Paolo Coghi, Prakhar Agrawal, Dharmendra K. Yadav, Li Jun Yang, Qiu Congling, Dinkar Sahal, Vincent Kam Wai Wong, Sandeep Chaudhary
Summary: A series of lipophilic, halogenated-arylvinyl-1,2,4-trioxanes were synthesized and evaluated for their in vitro anti-plasmodial activity, with ten analogues showing potent activity and selective potential against Plasmodium cells. The most active compound, arylvinyl-1,2,4-trioxane 8f(2), exhibited significant cytotoxic potential in comparison to standard drugs against lung cancer cell lines. Furthermore, in-silico docking studies demonstrated strong virtual interaction of the potent halogenated 1,2,4-trioxanes with the epidermal growth factor receptor.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Ken Nunettsu Asaba, Yohei Adachi, Kazuyuki Tokumaru, Akira Watanabe, Yasufumi Goto, Takumi Aoki
Summary: The novel series of 1,5-bisphenylpyrazoles discovered in this study showed potent inhibition against MALT1, with compound 33 demonstrating strong activity, cellular potency, and high selectivity against other caspases. Kinetic study results indicated that compound 33 is a non-competitive inhibitor of MALT1 protein.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2021)
Review
Pharmacology & Pharmacy
Kapil Kumar Goel, Somesh Thapliyal, Rajeev Kharb, Gaurav Joshi, Arvind Negi, Bhupinder Kumar
Summary: This article discusses the structure-activity relationship and development overview of imidazole derivatives as antidepressant drugs, as well as their role in modulating the serotonergic system.
Review
Biochemistry & Molecular Biology
Nur Farisya Shamsudin, Qamar Uddin Ahmed, Syed Mahmood, Syed Adnan Ali Shah, Murni Nazira Sarian, Muhammad Muzaffar Ali Khan Khattak, Alfi Khatib, Awis Sukarni Mohmad Sabere, Yusnaini Md Yusoff, Jalifah Latip
Summary: Flavonoids are naturally occurring polyphenolic secondary metabolites with antidiabetic and anti-inflammatory properties. The presence of a C2-C3 double bond and hydroxyl groups at certain positions are essential for exerting these effects. Structural features play an important role in synthesizing drugs with dual effects.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Multidisciplinary
Yujing Zhou, Jeffrey S. Bandar, Stephen L. Buchwald
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2017)
Article
Chemistry, Multidisciplinary
Michael W. Gribble, Michael T. Pirnot, Jeffrey S. Bandar, Richard Y. Liu, Stephen L. Buchwald
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2017)
Article
Chemistry, Multidisciplinary
Chaosheng Luo, Jeffrey S. Bandar
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Yujing Zhou, Jeffrey S. Bandar, Richard Y. Liu, Stephen L. Buchwald
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Juri Litterscheidt, Paul Judge, Andrea Buehlmeyer, Korinna Bader, Jeffrey S. Bandar, Tristan Lambert, Sabine Laschat
Article
Chemistry, Multidisciplinary
Thomas R. Puleo, Alivia J. Strong, Jeffrey S. Bandar
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Multidisciplinary
Chaosheng Luo, Jeffrey S. Bandar
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Multidisciplinary
Juri Litterscheidt, Jeffrey S. Bandar, Max Ebert, Robert Forschner, Korinna Bader, Tristan H. Lambert, Wolfgang Frey, Andrea Buehlmeyer, Marcus Braendle, Finn Schulz, Sabine Laschat
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Review
Chemistry, Multidisciplinary
Thomas R. Puleo, Stephen J. Sujansky, Shawn E. Wright, Jeffrey S. Bandar
Summary: The Concept article discusses recent applications of commercial organic superbases in modern synthetic methodologies, highlighting the advantages of organic superbases in discovering new base-catalyzed reactions, optimizing reactions that require stoichiometric Bronsted base, and in high-throughput experimentation technology.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Thomas R. Puleo, Danielle R. Klaus, Jeffrey S. Bandar
Summary: A new method is reported for the direct C-H etherification of N-heteroarenes under basic conditions, using potassium tert-butoxide as a catalyst and 2-halothiophenes as a reagent for halogen transfer. This protocol allows for regioselective oxidative coupling of alcohols with a variety of N-heteroarenes, such as 1,3-azoles, pyridines, diazines, and polyazines.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Tyler W. Reidl, Jeffrey S. Bandar
Summary: The Lewis basic salts facilitate the coupling of benzyltrimethylsilane with (hetero)aryl nitriles, sulfones, and chlorides, providing a new route to 1,1-diarylalkanes with high selectivity. This method shows great potential in the synthesis of pharmaceutical analogues and multicomponent reactions, offering a complementary scope to existing methods.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Chaosheng Luo, Juan V. Alegre-Requena, Stephen J. Sujansky, Spencer P. Pajk, Liliana C. Gallegos, Robert S. Paton, Jeffrey S. Bandar
Summary: This study investigates the mechanism of nucleophilic addition of alcohols to simple alkenes, revealing the influence of alcohol stoichiometry on reaction rate and proposing a new solution. The improved method does not require excess alcohol, expands the substrate scope, and utilizes more practical catalyst systems.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Review
Chemistry, Multidisciplinary
Leidy V. Hooker, Jeffrey S. Bandar
Summary: This article summarizes the development and application of C-F bonds, focusing on the advantages of defluorination reactions in small molecule synthesis and illustrating how defluorofunctionalization can streamline synthesis and enable new reactions. The goal of the article is to educate chemists on the opportunities available for incorporating C-F bonds and exploiting their unique mechanistic pathways.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Spencer P. Pajk, Zisong Qi, Stephen J. Sujansky, Jeffrey S. Bandar
Summary: The base-catalyzed addition of 1-cyclopropylethanol to styrene derivatives with an acidic reaction workup enables anti-Markovnikov hydration. This method allows for the hydration of various styrene derivatives, including electron-deficient, ortho-substituted and heteroaryl variants. It offers an alternative route to terminal alcohols that avoids stoichiometric reduction and oxidation processes, demonstrating its utility in multigram scale reactions and a two-step hydration/cyclization process for the preparation of 2,3-dihydrobenzofuran derivatives.
Article
Chemistry, Multidisciplinary
Thomas R. Puleo, Jeffrey S. Bandar
Article
Chemistry, Multidisciplinary
Alexander M. Prophet, Kritanjan Polley, Gary J. Van Berkel, David T. Limmer, Kevin R. Wilson
Summary: The oxidation kinetics of iodide by ozone at the air-water interface is studied in single microdroplets. Molecular simulations and kinetic modeling are used to understand the underlying multiphase mechanism.
Article
Chemistry, Multidisciplinary
Rong Zhang, Jiajing Lan, Fei Wang, Shumei Chen, Jian Zhang
Summary: By utilizing 1,1'-ferrocene dicarboxylic acid as a chelating and surface protection ligand, we have synthesized multi-nuclear indium oxide clusters with varying nuclear sizes, including heptanuclear and thirteen-nuclear clusters. These clusters possess labile coordination sites, allowing for structural modification and self-assembly, resulting in the formation of various cluster structures.
Article
Chemistry, Multidisciplinary
Hui Wang, Hui Liu, Mingsen Wang, Jiaheng Hou, Yongjun Li, Yuancheng Wang, Yingjie Zhao
Summary: Two supramolecular complexes were prepared using CBs and M1, and their single-crystal structures were analyzed by SCXRD. The unexpected 1:2 self-assembly structure between M1 and CB[8] was discovered for the first time. These complexes exhibit unique photophysical properties and provide valuable information about the structure and photophysical properties of supramolecular complexes.
Article
Chemistry, Multidisciplinary
Chang-Hee Lee, Sookil Park, Sanggil Kim, Ji Young Hyun, Hyun Soo Lee, Injae Shin
Summary: The epidermal growth factor receptor (EGFR) is a cell-surface glycoprotein involved in cell proliferation and tumor development. This study used a fluorescently labeled EGFR to investigate its time-dependent endocytosis in live cells and found that appended glycans affect EGFR internalization. Additionally, the study detected sialic acid residues attached to EGFR on the live cell surface using FRET-based imaging. This research provides valuable insights into the cellular functions of EGFR.
Article
Chemistry, Multidisciplinary
Subhankar Sahu, Lokesh Kumar, Sumita Das, Dipti Gupta, Ruchi Anand
Summary: This study proposes a strategy that combines organic electronics with biosensor scaffolds to create a compact device for monitoring environmental aromatic pollution. By coupling biosensing protein MopR with an organic electrochemical transistor (OECT), a sensor module capable of efficient detection of phenol was designed. Exclusive phenol detection with minimal loss of sensitivity could be achieved in complex pollutant mixtures and real environmental samples.
Review
Chemistry, Multidisciplinary
Changseok Lee, Hyung-Joon Kang, Sungwoo Hong
Summary: The formation of C-N bonds through hydroamination reactions catalyzed by nickel hydrides has been a topic of recent interest. This approach offers a way to efficiently transform a variety of alkene and alkyne substrates into compounds enriched with C-N bonds. The review provides a concise overview of the underlying reaction mechanisms and aims to stimulate further progress in NiH-catalytic techniques and catalyst design.
Article
Chemistry, Multidisciplinary
Yueci Wu, Lu-Lu Sun, Hai-Hao Han, Xiao-Peng He, Weiguo Cao, Tony D. James
Summary: Drug-induced liver injury (DILI) is a common cause of acute liver failure in the USA and Europe, but most cases can be recovered or prevented by discontinuing the offending drug. Recent research has found that peroxynitrite (ONOO-) can be used as a potential indicator for early diagnosis of DILI, and there is an urgent need to establish a method to detect and track peroxynitrite in DILI cases. In this study, a FRET-based nano fluorescent probe CD-N-I was developed, which showed high selectivity and sensitivity in detecting peroxynitrite. The probe successfully detected exogenous peroxynitrite in live cells and endogenous peroxynitrite in APAP-induced liver injury of HepG2 cells.
Article
Chemistry, Multidisciplinary
Dmitry L. Lipilin, Mikhail O. Zubkov, Mikhail D. Kosobokov, Alexander D. Dilman
Summary: This article describes a direct photocatalytic method for the thiolation of unprotected acids, which was previously challenging. By using a thionocarbonate reagent with an N-O bond, the efficient conversion of carboxylic acids to thiols is achieved.
Article
Chemistry, Multidisciplinary
Jason Malenfant, Lucille Kuster, Yohann Gagne, Kouassi Signo, Maxime Denis, Sylvain Canesi, Mathieu Frenette
Summary: Raman microscopy can reveal compound-specific vibrational fingerprints without sample preparation. The combination of efficient theoretical calculations and a user-friendly software can accurately predict peak positions and provide match scores to assist with structure determination.
Article
Chemistry, Multidisciplinary
Jayoh A. Hernandez, Paul S. Micus, Sean Alec Lois Sunga, Luca Mazzei, Stefano Ciurli, Gabriele Meloni
Summary: Essential trace metals play crucial roles in the survival and virulence of bacterial pathogens. Helicobacter pylori requires nickel for colonization and persistence in the stomach, and NixA is an essential nickel transporter in this process. This study characterizes the selectivity and electrogenic nature of NixA-mediated nickel transport.
Article
Chemistry, Multidisciplinary
Tarali Devi, Kuheli Dutta, Jennifer Deutscher, Stefan Mebs, Uwe Kuhlmann, Michael Haumann, Beatrice Cula, Holger Dau, Peter Hildebrandt, Kallol Ray
Summary: This study emphasizes the importance of subtle electronic changes and secondary interactions in the stability of biologically relevant metal-dioxygen intermediates. It also shows that the role of the chloride ligand in stabilizing the Fe-III-(OOBu)-Bu-t moiety can extend to other anions, including the thiolate ligand.
Article
Chemistry, Multidisciplinary
Jacqueline R. Santhouse, Jeremy M. G. Leung, Lillian T. Chong, W. Seth Horne
Summary: By studying the folding kinetics and mechanism of the BdpA sequence, researchers found that altering the backbone connectivity can affect protein folding. This suggests that protein mimetic chains have a significant degree of plasticity in transitioning between unfolded and folded states.
Article
Chemistry, Multidisciplinary
Divanshu Gupta, Ralf Einholz, Holger F. Bettinger
Summary: This study presents the first direct spectroscopic evidence of a cyclic seven-membered iminoborane. Compared to linear amino-iminoboranes, this cyclic iminoborane exhibits weakened bond strength and lower Lewis acidity value. The study suggests that the reduced ring strain of cyclic iminoborane prevents nitrogen fixation but allows facile (2 + 2) cycloaddition reaction with C2H4.
Article
Chemistry, Multidisciplinary
Renny Mathew, Aniruddha Mazumder, Praveen Kumar, Julie Matula, Sharmarke Mohamed, Petr Brazda, Mahesh Hariharan, Brijith Thomas
Summary: This study reveals the packing arrangement of partially disordered nitro-perylenediimide (NO2-PDI) using a synergistic approach that combines 3D ED, ssNMR, and DFT techniques. By overcoming these challenges, this methodology opens up new avenues for material characterization, driving exciting advancements in the field.