Review
Biochemistry & Molecular Biology
Shima Nasri, Mohammad Bayat, Khudaidad Kochia
Summary: Compounds containing 1,2,4-triazole scaffolds play a crucial role in drug discovery, this review article summarizes their pharmacological significance and synthesis strategies, encouraging further research to discover new drug candidates.
MOLECULAR DIVERSITY
(2022)
Article
Chemistry, Organic
Fenghai Zhao, Thishana Singh, Yumei Xiao, Wangcang Su, Dongyan Yang, Changqing Jia, Jia-Qi Li, Zhaohai Qin
Summary: An efficient assembly of disubstituted 1,2,4-triazoles was achieved by cyclization of readily accessible N'-nitro-2-hydrocarbylidene-hydrazinecarboximidamides with moderate to excellent yields under mild reaction conditions. This divergent synthetic strategy allows for the formation of amino-1,2,4-triazoles under acidic conditions and nitroimino-1,2,4-triazoles under neutral conditions with water as the solvent.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Pradip Ramdas Thorve, Kakoli Maji, Biplab Maji
Summary: In this study, a practical and regioselective synthesis of 1,2,4-triazoles utilizing amine oxidase-inspired catalysis was reported. The method is atom-economical and environmentally benign, resulting in molecules with varying structural diversity.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Joel C. Mather, Jessica A. Wyllie, Alex Hamilton, Tatiana P. Soares da Costa, Peter J. Barnard
Summary: A series of gold(I) and silver(I) complexes were synthesized and their antibacterial activities were tested. The gold(I) complexes showed good activity against Gram-positive bacteria, with the complexes of the 1,2,4-triazolylidene ligands being more active. The silver(I) complexes exhibited good antibacterial activity against Acinetobacter baumannii. High levels of antibacterial activity were observed against multi-drug resistant bacterial strains for both the gold(I) and silver(I) complexes. Resistance to these metal-containing complexes was less likely to develop compared to the widely used broad-spectrum antibiotic. Furthermore, the stability of these complexes was investigated, revealing possible decomposition reactions for silver complexes in aqueous solution.
DALTON TRANSACTIONS
(2022)
Review
Biochemistry & Molecular Biology
Bhagyashri Rathod, Kapil Kumar
Summary: Cancer remains a leading cause of death worldwide, and there is a need for new anticancer drugs. Fused 1,2,4-triazoles have shown a wide range of biological potential, particularly strong anticancer activity. This review article focuses on fused/hybrid 1,2,4-triazoles and poly-functionalized 1,2,4-triazoles as anticancer agents, providing a detailed explanation of synthesis methods, structure-activity relationship, and in vitro results.
CHEMISTRY & BIODIVERSITY
(2022)
Article
Pharmacology & Pharmacy
Wei Zhao, Ying Duan, Hong-Mei Li, Shengying Li, Yuemao Shen, Youming Zhang, Yue-zhong Li, Ya-Jie Tang
Summary: This study preliminarily disclosed the intrinsic regularity between different types of heterocycle-substituted DMEP derivative compounds and their antitumor activity mechanisms, including inducing severe DNA damage and promoting cell cycle arrest.
EUROPEAN JOURNAL OF PHARMACOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Pirudhan Karak, P. A. Sreelakshmi, Barsha Chakraborty, Manisha Pal, Bitasik Khatua, Apurba Lal Koner, Joyanta Choudhury
Summary: An unusual hidden reactivity of the 1,2,4-triazole backbone involving the N-N bond-cleaving ring-opening reaction was unveiled. This reaction allowed the synthesis of unsymmetrically substituted 2,2-dipyridylamines and consequently the preparation of unsymmetrical boron aza-dipyridylmethene fluorescent dyes suitable for intracellular selective lipid droplet imaging studies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yongxing Tang, Ziwei An, Ajay Kumar Chinnam, Richard J. Staples, Jean'ne M. Shreeve
Summary: 3,6-Diamino-1H-[1,2,4]triazolo[4,3-b][1,2,4]triazole and its energetic salts were designed and synthesized based on a fused-triazole backbone with superior thermostability. The compounds exhibit high thermal stability and promising potential as building blocks for very thermally stable energetic materials.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Polymer Science
Alexey A. Zezin, Alexey A. Zharikov, Artem I. Emel'yanov, Alexander S. Pozdnyakov, Galina F. Prozorova, Sergei S. Abramchuk, Elena A. Zezina
Summary: Metal-polymer nanocomposite polyvinyltriazole-silver nanoparticles were successfully obtained through one-pot synthesis in irradiated aqueous solutions. The results showed effective stabilization of nanoparticles by triazole substituents, with increased monomer concentration leading to higher molecular weight of the polymer.
Article
Spectroscopy
K. Mucha, M. Pagacz-Kostrzewa, J. Krupa, M. Wierzejewska
Summary: This article investigates the interaction between 1,2,4-triazole and 3-amino-1,2,4-triazole with dinitrogen through both computational and experimental methods. The study reveals that these compounds can interact with dinitrogen in various specific ways. The analysis of infrared spectra suggests that 1:1 hydrogen-bonded complexes between the compounds and dinitrogen are predominant in low-temperature solid argon matrices.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2023)
Article
Thermodynamics
Spartak S. Khutsishvili, Nikolay I. Tikhonov, Nadezhda P. Kuznetsova, Artem I. Emel'yanov, Maksim V. Penzik, Aleksandr N. Kozlov, Aleksandr S. Pozdnyakov
Summary: New insoluble polymer nanocomposites containing zero-valent Ag-0 silver nanoparticles in the polymeric matrix were synthesized by thermal treatment of a polymer complex of silver nitrate without the use of an additional reducing agent. The nanocomposites are paramagnetic with a spin concentration of about 10(18) spin g(-1) and have an average size of 4-9 nm for silver particles. The formation of the nanosystem involves the oxidation of the matrix and reduction of silver ions Ag+ and Ag2+, and leads to structural changes in the polymer matrix.
JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY
(2023)
Article
Chemistry, Multidisciplinary
Wenli Cao, Wenshuai Dong, Zujia Lu, Yufan Bi, Yong Hu, Tingwei Wang, Chao Zhang, Zhimin Li, Qiyao Yu, Jianguo Zhang
Summary: By combining different nitrogen-rich heterocycles into a molecule, the energetic performance, physical properties, and safety of energetic materials can be fine-tuned. The study focused on the design and synthesis of new energetic backbones using 1,2,4-oxadiazole and 1,2,4-triazole, leading to the creation of nitrogen-rich salts with promising properties. The compounds showed significant detonation performance comparable to RDX, with satisfying thermal stabilities and mechanical sensitivities.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Benjamin N. Atkinson, Nicky J. Willis, Jennifer Smith, Rebecca Gill, Jody Ali, Zhou Xu, Ping-Shan Lai, Paul Fish
Summary: In this study, 1-Phenyl-1H-1,2,3-triazole 1 (ARUK3001185) was prepared on a large scale using both copper-catalyzed azide-alkyne cycloaddition (CuAAC) and a Clark modification of the Sakai reaction. The Sakai-Clark method proved to be superior, with operational simplicity, metal-free conditions, and avoiding the use of aryl azide 7. The method was reliable for the large-scale production of >100 g of 1 with good efficiency and high purity.
Article
Chemistry, Inorganic & Nuclear
Sahar Amiri, Mitra Ghassemzadeh, Bernhard Neumueller, Farshid Mohsenzadeh
Summary: A novel silver(I) coordination polymer based on a bis 1,2,4-triazole derivative was synthesized and characterized, with its thermal behavior investigated. The pyrolysis product of the complex was found to be highly pure, uniform silver nanosheets.
Article
Agriculture, Multidisciplinary
Muhan Ding, Suran Wan, Nan Wu, Ya Yan, Junhong Li, Xiaoping Bao
Summary: In this study, 52 novel compounds were designed, synthesized, and evaluated for their antimicrobial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Rhizoctonia solani. Some of these compounds showed excellent antibacterial activities and good pesticide-likeness, making them potential candidates for agricultural antimicrobial agents.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Chemistry, Organic
Khoubaib Ben Haj Salah, Sanjit Das, Nicolas Ruiz, Vanessa Andreu, Jean Martinez, Emmanuel Wenger, Muriel Amblard, Claude Didierjean, Baptiste Legrand, Nicolas Inguimbert
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)
Article
Chemistry, Organic
Guillaume Laconde, Muriel Amblard, Jean Martinez
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Organic
Guillaume Laconde, Muriel Amblard, Jean Martinez
TETRAHEDRON LETTERS
(2019)
Article
Chemistry, Multidisciplinary
Laurine Valot, Marie Maumus, Titouan Montheil, Jean Martinez, Daniele Noel, Ahmad Mehdi, Gilles Subra
Article
Chemistry, Organic
Pierre Milbeo, Francois Quintin, Laure Moulat, Claude Didierjean, Jean Martinez, Xavier Bantreil, Monique Calmes, Frederic Lamaty
Summary: (R)-1,2-Diaminobicyclo[2.2.2]octane was used to prepare a salen ligand, and five metal salen complexes were synthesized with high yield. The original manganese salen complex showed the highest cytotoxic activity, being 16 times more potent than cisplatin, highlighting the advantage of the bridging backbone. An alternative mechanochemical method for preparing this complex was also explored.
TETRAHEDRON LETTERS
(2021)
Review
Chemistry, Medicinal
Yohan Malki, Jean Martinez, Nicolas Masurier
Summary: The 1,3-diazepine scaffold is widely used in medicinal chemistry for designing biologically active compounds, including clinically used drugs and natural products. Many compounds containing this scaffold have entered clinical trials for applications such as enzyme inhibition.
MEDICINAL RESEARCH REVIEWS
(2021)
Article
Chemistry, Organic
Guillaume Laconde, Muriel Amblard, Jean Martinez
Summary: A simple method for synthesizing α-amino acid N-carboxyanhydrides (NCAs) without using phosgene and halogen is described. The process is safe, easy to operate, and does not require special installation, generating nontoxic, easy to remove byproducts. It is suitable for on-demand on-site production of NCAs in small or large quantities.
Article
Materials Science, Multidisciplinary
Titouan Montheil, Laurine Raimond, Laurine Valot, Marie Maumus, Matthieu Simon, Jean Martinez, Muriel Amblard, Daniele Noel, Ahmad Mehdi, Gilles Subra
Summary: We have developed a general methodology to synthesize and isolate hybrid silylated polysaccharides, which can be used to prepare cell-laden hydrogels through sol-gel polymerization in aqueous buffer and can be transformed into hybrid xerogels by freeze-drying. These materials have the potential to be used as biocompatible foams for biological applications.
ACS APPLIED POLYMER MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Charlene Lucas-Valmalle, Gilles Subra, Pascal Verdie, Marie-Lou Kemel, Valerie Dauge, Karine Puget, Jean Martinez
Summary: This study investigated the structure-activity relationships of acein by conducting displacement experiments using guinea pig brain membranes with high-affinity acein binding sites, using the labeled ligand [I-125]Tyr-Pro-Pro-Thr-Thr-Thr-Lys-Phe-Ala-Ala-OH. The results showed that the C-terminal pentapeptide H-Thr-Lys-Phe-Ala-Ala-OH is the minimal structure with high affinity for acein binding sites. Among the synthesized analogues, the pentapeptide H-Thr-Lys-Tyr-Ala-Ala-OH exhibited the highest binding affinity.
AUSTRALIAN JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Corine Tourne-Peteilh, Maeva Barege, Mathieu Lions, Jean Martinez, Jean-Marie Devoisselle, Anne Aubert-Pouessel, Gilles Subra, Ahmad Mehdi
Summary: Hybrid hydrogels based on silylated polyethylene glycol (Si-PEG) were evaluated as matrices for controlled release of bovine serum albumin (BSA), with investigations into the parameters affecting the hydrogel structure and protein release behavior. The study provided insights into the stability, swelling, and mechanical properties of the network, as well as the impact of different factors on the protein release profiles.
Article
Polymer Science
Laurine Valot, Marie Maumus, Luc Brunel, Jean Martinez, Muriel Amblard, Daniele Noel, Ahmad Mehdi, Gilles Subra
Summary: Researchers have developed a biomimetic chemical hydrogel based on silylated collagen-mimetic synthetic peptides, which successfully encapsulated MSCs and improved mechanical properties, resulting in prolonged survival of the embedded cells and enhanced expression of chondrocyte markers. This long-standing hybrid hydrogel shows promise as a synthetic and modular scaffold for cartilage tissue engineering.
Article
Chemistry, Multidisciplinary
Pierre Milbeo, Matthieu Simon, Claude Didierjean, Emmanuel Wenger, Emmanuel Aubert, Jean Martinez, Muriel Amblard, Monique Calmes, Baptiste Legrand
CHEMICAL COMMUNICATIONS
(2020)
Article
Chemistry, Multidisciplinary
Said Jebors, Laurine Valot, Cecile Echalier, Baptiste Legrand, Remi Mikhaleff, Arie Van der Lee, Raul Arenal, Pascal Dumy, Muriel Amblard, Jean Martinez, Ahmad Mehdi, Gilles Subra
MATERIALS HORIZONS
(2019)
Article
Chemistry, Multidisciplinary
Corine Tourne-Peteilh, Baptiste Robin, Mathieu Lions, Jean Martinez, Ahmad Mehdi, Gilles Subra, J. M. Devoisselle
CHEMICAL COMMUNICATIONS
(2019)
Review
Chemistry, Multidisciplinary
Laurine Valot, Jean Martinez, Ahmad Mehdi, Gilles Subra
CHEMICAL SOCIETY REVIEWS
(2019)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)