Review
Education, Scientific Disciplines
Jorge Trilleras, Jose -Jose De-La-Ossa-Alian, Alfredo Perez-Gamboa
Summary: This review focuses on the recent advances in eco-friendly synthetic procedures for obtaining 2-pyrazolines. It provides a bibliographic analysis of research conducted from 2019 to 2021, with a particular emphasis on performance, short reaction time, and clean conditions. The role of pyrazole derivatives in medicinal chemistry is highlighted due to their wide range of biological activities.
REVISTA CIENTIFICA
(2022)
Article
Biochemistry & Molecular Biology
Eman K. A. Abdelall, Lamees S. Aboelnaga, Randa M. Hassan, Phoebe F. Lamie
Summary: Novel chalcone 3a-c, pyrazoline 4a-i and pyridine 5a-c, 6a & b derivatives bearing methanesulfonamide moiety were synthesized and their structures were confirmed. In vitro and in vivo studies showed their COX-1/COX-2 inhibitory and anti-inflammatory activities. Histopathological and histochemical studies revealed the safety of the most active anti-inflammatory derivatives 4f-4i, especially 4h derivative, on gastric mucosa. Docking studies and physicochemical property predictions indicated good oral bio-availability for compounds 4f-i and 6b.
BIOORGANIC CHEMISTRY
(2023)
Review
Chemistry, Organic
Rajnish Kumar, Himanshu Singh, Avijit Mazumder, Salahuddin, Ranjeet Kumar Yadav
Summary: The pyrazoline moiety is widely used in pharmaceutical, agricultural, and industrial sectors, and its chemistry has been extensively studied. Various synthesis strategies have been developed, but researchers are continuously exploring greener and more economical methods.
CURRENT ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Ioanna Kostopoulou, Antonia Diassakou, Eleni Kavetsou, Eftichia Kritsi, Panagiotis Zoumpoulakis, Eleni Pontiki, Dimitra Hadjipavlou-Litina, Anastasia Detsi
Summary: This study investigates the structure-activity relationship of quinolinone-chalcone and quinolinone-pyrazoline hybrids to discover potential antioxidant and anti-inflammatory agents. Four bioactive quinolinone-chalcone compounds were synthesized and chemically modified into fifteen new pyrazoline analogues. Among them, compounds 9b and 9m showed the best combined activity, with 9b exhibiting the most potent LOX inhibitory activity. Docking results revealed that pyrazoline analogue 9b had a high AutoDock Vina score and all tested derivatives interacted allosterically with the enzyme.
MOLECULAR DIVERSITY
(2021)
Review
Chemistry, Medicinal
T. M. Rangarajan, Bijo Mathew
Summary: Pyrazolines are five-membered heterocyclic compounds with two nitrogen atoms, serving as a privileged scaffold for diverse bioactive compounds. Synthesized from chalcones and hydrazine derivatives, they can greatly enhance physicochemical and pharmacological properties, particularly for CNS-related issues such as neurodegenerative disorders.
CURRENT TOPICS IN MEDICINAL CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Aditi Tiwari, Anjaneyulu Bendi, Anirudh Singh Bhathiwal
Summary: Chalcones are a group of aromatic ketones with enone moiety that exhibit a wide range of biological activities, and when synthesized into pyrazolines, their biological activity can be enhanced. This study reviews the chemistry of various chalcone-based pyrazolines and their derivatives up to 2021.
Article
Chemistry, Organic
Gajanan Kottapalle, Nagesh Deshmukh, Avinash Shinde
Summary: A new series of pyrazolines derivatives containing isoniazid moiety were synthesized and evaluated for their antitubercular activity. The presence of disubstituted halogen compound and electron-withdrawing group on the phenyl ring was found to be important for increasing the antitubercular activity.
LETTERS IN ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Hemantkumar N. Akolkar, Sujata G. Dengale, Keshav K. Deshmukh, Bhausaheb K. Karale, Nirmala R. Darekar, Vijay M. Khedkar, Mubarak H. Shaikh
Summary: Novel compounds targeting Malaria were synthesized based on computational docking data, and showed excellent anti-malarial activity. However, they did not exhibit significant antimicrobial activity.
POLYCYCLIC AROMATIC COMPOUNDS
(2022)
Article
Chemistry, Organic
D. S. Martsinkevich, K. F. Chernyavskaya, T. Ahramovich, V. A. Tarasevich
Summary: A series of chalcones with various substituents and their novel pyrazole and pyrazoline derivatives were synthesized in this study, showing antibacterial activity against bacteria such as Staphylococcus.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Rajnish Kumar, Himanshu Singh, Avijit Mazumder, Salahuddin, Ranjeet Kumar Yadav
Summary: It has been confirmed that pyrazolines and their analogs have pharmacological activity. The pyrazoline moiety is present in several marketed molecules with a wide range of uses, establishing its importance in pharmaceutical, agricultural, and industrial sectors. Scientists are continuously exploring the chemistry of pyrazolines and their derivatives due to their broad-spectrum utility. Various synthesis strategies, such as chalcones, hydrazines, diazo compounds, and hydrazones, have been commonly used for the synthesis of pyrazoline and its analogs, but there are opportunities for other starting reagents to be employed.
TOPICS IN CURRENT CHEMISTRY
(2023)
Article
Chemistry, Organic
Silja Hofmann, Martin Linden, Julian Neuner, Felix N. Weber, Siegfried R. Waldvogel
Summary: This article presents an electrochemically enabled approach for the sustainable synthesis of pyrazoles via oxidative aromatization of pyrazolines. It utilizes inexpensive sodium chloride as a redox mediator and supporting electrolyte in a biphasic system (aqueous/organic), and can be conducted using carbon-based electrodes in a simple electrolysis set-up. The method allows for simple work-up strategies such as extraction and crystallization, enabling its application on a technically relevant scale.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Martin Linden, Silja Hofmann, Antonia Herman, Nicole Ehler, Robin M. M. Baer, Siegfried R. R. Waldvogel
Summary: This study presents the first electrochemical approach for the direct synthesis of pyrazolines and pyrazoles from easily accessible hydrazones and dipolarophiles. The method allows for large-scale production and even conversion of highly sensitive alkenes. The use of a biphasic system with sodium iodide as a supporting electrolyte and mediator is cost-effective. Mechanistic insight is provided by the isolation of key intermediates, and the synthesis of a commercial herbicide safener further highlights the significance of this reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Pharmacology & Pharmacy
Hesti Lina Wiraswati, M. Hasan Bashari, Nayla Majeda Alfarafisa, Ilma Fauziah Ma'ruf, Eti Nurwening Sholikhah, Tutik Dwi Wahyuningsih, Pamungkas Bagus Satriyo, Denny Mustofa, Denny Satria, Ema Damayanti
Summary: This study conducted virtual screening to predict the anticancer potential of chalcone and pyrazoline derivatives against breast cancer cells. The results showed that pyrazolines A, A1, A2, B, C2, D, and M have potential as anticancer agents. Further studies are needed to synthesize and evaluate their anticancer activity in vitro and in vivo.
JOURNAL OF PHARMACY & PHARMACOGNOSY RESEARCH
(2023)
Article
Chemistry, Organic
Vikram Singh, Bal Krishna Mishra, Deepak Kumar, Bhoopendra Tiwari
Summary: In this study, we have demonstrated a novel method for the construction of C4-heterofunctionalized pyrazolines by introducing heteroatoms onto the ring. This method has important applications for the synthesis of oxyacylated and aminated products with multiple stereocenters.
Article
Biochemistry & Molecular Biology
Olga Petrova, Arsalan B. Budaev, Elena F. Sagitova, Igor A. Ushakov, Lyubov N. Sobenina, Andrey Ivanov, Boris A. Trofimov
Summary: An efficient method for the synthesis of pharmaceutically prospective pyrrole-aminopyrimidine ensembles has been developed, with yields up to 91%. The reaction proceeds under heating conditions and unexpected triple bond additions were observed in certain cases.
Article
Chemistry, Physical
Efrain Polo, Luis Prent-Penaloza, Yeray A. Rodriguez Nunez, Lady Valdes-Salas, Jorge Trilleras, Juan Ramos, Jose A. Henao, Antonio Galdamez, Alejandro Morales-Bayuelo, Margarita Gutierrez
Summary: The study describes a highly regioselective method for synthesizing pyrazoles and tetrahydroindazoles through condensation reactions, with potential therapeutic implications for Alzheimer's disease as well as antioxidant and acetylcholinesterase inhibitory properties. Molecular docking studies showed key interactions with the butyrylcholinesterase active site, and various reactivity descriptors were calculated to analyze the reactivity patterns of the compounds.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Chemistry, Multidisciplinary
Yazmin Villarreal, Braulio Insuasty, Rodrigo Abonia, Alejandro Ortiz, Pablo Romo, Jairo Quiroga
Summary: The method involves a 1,3-dipolar cycloaddition between azomethine ylides generated in situ from the condensation of isatins with sarcosine and trans-1,2-dibenzoylethylene. It provides mild reaction conditions with high regioselectivity and stereoselectivity, allowing for the assembly of a complex structural entity in a single step.
MONATSHEFTE FUR CHEMIE
(2021)
Article
Chemistry, Physical
Lorena Camargo-Ayala, Luis Prent-Penaloza, Efrain Polo-Cuadrado, Brito Ivan, Jonathan Cisterna, Edison Osorio, Wendy Gonzalez, Margarita Gutierrez
Summary: This study presented the crystalline and molecular structure of N-(naphthalen-1-yl)-2-(piperidin-1-yl) acetamide for the first time, and experimental characterization was conducted using various techniques. Interestingly, acetamide exhibited a unique solid-state structure and showed significant selectivity for butyrylcholinesterase and acetylcholinesterase inhibition activities. Additionally, molecular coupling analysis indicated a more stable complex formation between compound 5 and butyricholinesterase compared to acetylcholinesterase.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Organic
Jorge Trilleras, Jairo Quiroga, Angelina Hormaza
Summary: The synthesis and structural diversification of N-heterocycles systems using conventional Claisen-Schmidt condensation reactions and [2+3] cycloaddition reactions have been conducted. This protocol offers a new approach for the synthesis of 3-(substituted aroyl)-4-heteroaryl pyrrole derivatives.
Article
Chemistry, Organic
Jorge Trilleras, Alfredo Perez-Gamboa, Jairo Quiroga
Summary: We report the unexpected aromatic nucleophilic substitution reaction products on 2-amino-4,6-dichloropyrimidine-5-carbaldehyde under mild and environmentally friendly conditions, due to the influence of structural factors of the starting pyrimidine and a high concentration of alkoxide ions. This method allows the synthesis of pyrimidine-based compound precursors of N-heterocyclic systems.
Article
Biochemistry & Molecular Biology
Lina Fernanda Castano, Jairo Quiroga, Rodrigo Abonia, Daniel Insuasty, Oscar M. Vidal, Rosalia Sena, Vivian Rubio, Gloria Puerto, Manuel Nogueras, Justo Cobo, Juan Guzman, Alberto Insuasty, Braulio Insuasty
Summary: A series of sulfonamides and chalcone-sulfonamide hybrids were synthesized and evaluated for their anticancer and antituberculosis activities. Some of the compounds showed potential activity against cancer and tuberculosis, but further optimization is needed.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Physical
Lorena Camargo-Ayala, Efrain Polo-Cuadrado, Edison Osorio, Jorge Soto-Delgado, Yorley Duarte, Luis Prent-Penaloza, Margarita Gutierrez
Summary: The compounds derived from isocyanide-based multicomponent reactions show potential inhibitory activity against cholinesterase enzymes, making them promising candidates for the treatment of Alzheimer's disease.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Green & Sustainable Science & Technology
Joaquin Hernandez-Fernandez, Esneyder Puello-Polo, Jorge Trilleras
Summary: This study evaluates the total atmospheric deposition of microplastics near an industrial complex in Cartagena, Colombia. Samples were taken at different distances from the industrial zone and treated to identify and quantify the types of plastic present. The results showed that the presence of microplastics was influenced by wind and rainfall, with plastic fragments being the most affected.
Review
Education, Scientific Disciplines
Jorge Trilleras, Jose -Jose De-La-Ossa-Alian, Alfredo Perez-Gamboa
Summary: This review focuses on the recent advances in eco-friendly synthetic procedures for obtaining 2-pyrazolines. It provides a bibliographic analysis of research conducted from 2019 to 2021, with a particular emphasis on performance, short reaction time, and clean conditions. The role of pyrazole derivatives in medicinal chemistry is highlighted due to their wide range of biological activities.
REVISTA CIENTIFICA
(2022)
Article
Environmental Sciences
Rene A. Rojas-Luna, Luisa Oquendo-Ruiz, Carlos A. Garcia-Alzate, Victoria A. Arana, Roberto Garcia-Alzate, Jorge Trilleras
Summary: This study investigated the presence and distribution of microplastic particles in the surface water of Luruaco Lake in Colombia. The results showed that the abundance of microplastics varied between the dry and rainy seasons, with higher contamination in the rainy season. The most abundant types of microplastics in the lake were polyester, polystyrene, and polyethylene terephthalate.
Review
Green & Sustainable Science & Technology
Carlos David Grande-Tovar, Domingo Cesar Carrascal-Hernandez, Jorge Trilleras, Katelediana Mora, Victoria A. Arana
Summary: Microplastics and nanoplastics have negative impacts on the environment and human health, and their interactions with microorganisms have various effects. More research is needed on biodegradable alternatives. China, the United States, the United Kingdom, and Germany lead the scientific production in this field, but large-scale pilot studies in the environment are lacking. Increased research funding from governments and collaboration among universities, institutes, and industries are required to find alternative pathways for MP/NP degradation and standardize extraction and characterization methods.
Article
Chemistry, Multidisciplinary
Ricelia Gonzalez, Juliana Murillo-Lopez, Walter Rabanal-Leon, Luis Prent-Penaloza, Odette Concepcion, Pedro Olivares, Yorley Duarte, Alexander F. de la Torre, Margarita Gutierrez, Julio Caballero
Summary: Novel alpha, beta-unsaturated carbonyl depsipeptides and peptoids incorporating various chromophores were synthesized using multicomponent reactions. UV/Vis spectroscopy was used to study the photophysical properties of the compounds, and the differences in electron delocalization caused by different chromophores were captured in the spectra. A photostability study for one compound showed that its molecular structure remained unchanged after exposure to UV radiation. Fluorescence analysis revealed incipient emission and blue fluorescence for specific compounds under UV radiation. The photophysical properties and electronic structure were also studied theoretically.
FRONTIERS IN CHEMISTRY
(2023)
Article
Biodiversity Conservation
Lindys Miranda-Pena, Milena Urquijo, Victoria A. Arana, Roberto Garcia-Alzate, Carlos A. Garcia-Alzate, Jorge Trilleras
Summary: This study provides scientific data on the presence and abundance of microplastics in water and fish from Tocagua Lake, a wetland in the Colombian Caribbean. The average concentration of microplastics in the lake water was 0.96 ± 0.40 MPs/L, and microplastics were found in the gastrointestinal tract of 83.7% of the fish. Black and blue-colored fiber microplastics were the dominant particles, and seven types of polymers were identified. The abundance, type, and color of microplastics did not differ significantly between seasons.
