Article
Chemistry, Multidisciplinary
Ana de Lucas, Juan A. Vega, Aranzazu Garcia Molina, Maria Lourdes Linares, Gary Tresadern, Hilde Lavreysen, Daniel Oehlrich, Andres A. Trabanco, Jose M. Cid
Summary: The discovery and optimization of a novel series of imidazopyrazinone mGlu2 PAMs are reported in this study, which originated from computational searching of fragment databases and comparison with previously explored scaffolds. Optimization guided by a thorough understanding of SAR from former series resulted in potent, selective, and brain-penetrant compounds.
Article
Chemistry, Organic
Shangyuan Wang, Jiajun Zhao, Jun Ying, Xiao-Feng Wu
Summary: This study developed a palladium-catalyzed one-pot two-step radical mediated carbonylative cyclization method to construct polycyclic 3,4-dihydroquinolin-2-(1H)-one scaffolds using perfluoroalkyl iodides and Mo-(CO)(6) with 1,7-enynes. Various polycyclic 3,4-dihydroquinolin-2-(1H)-one derivatives containing perfluoroalkyl and carbonyl units were synthesized with high yields. Moreover, modification of several bioactive molecules was demonstrated using this protocol.
Article
Chemistry, Medicinal
Shuhao Liu, Wen Ding, Weifeng Huang, Zhijing Zhang, Yinfeng Guo, Qiyi Zhang, Linna Wu, Yukai Li, Rui Qin, Jiahao Li, Taoda Shi, Xiaolei Zhang, Jinping Lei, Wenhao Hu
Summary: The blockade of A(2A) adenosine receptor activates an immunostimulatory response and has been proposed as a promising target for cancer immunotherapy. In this study, a new series of compounds were designed and tested, with one compound showing higher affinity towards the receptor and significant immunostimulatory anticancer activity, making it a promising candidate for immunotherapy anticancer drug.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Mei Sun, Chang Wang, Peipei Wang, Qingqing Ye, Yubo Zhou, Jia Li, Tao Liu
Summary: This study describes the design, synthesis, and biological evaluation of a novel series of potent pyrido.[3,4-b]pyrazin-2(1H)-one derivatives as FLT3 inhibitors for AML. Compound 13 demonstrated the most potent kinase activity against FLT3-D835Y and excellent antiproliferative activity against MV4-11 cells. Moreover, compound 13 efficiently inhibited the growth of multiple mutant BaF3 cells expressing different FLT3 mutations. These findings suggest that compound 13 is a promising candidate for AML treatment.
BIOORGANIC & MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Shangyuan Wang, Jiangjie Zhang, Jian-Shu Wang, Jun Ying, Xiao-Feng Wu
Summary: A palladium-catalyzed cascade radical cyclization and carbonylation reaction of 1,7-enynes with perfluoroalkyl iodides and alcohols has been developed. The use of benzene-1,3,5-triyl triformate (TFBen) as the CO source enables the construction of 3,4-dihydroquinolin-2(1H)-one skeletons with the incorporation of both perfluoroalkyl and carbonyl units. This method provides a facile and efficient approach for the synthesis of various 3,4-dihydroquinolin-2(1H)-one derivatives with moderate to high yields and excellent E/Z selectivity.
Article
Chemistry, Organic
Nilay Kanova, Buse Aysen Dundar, Yilmaz Kelgokmen, Metin Zora
Summary: A one pot two step protocol has been developed for the synthesis of 2-acetyl-1H-pyrroles from N-propargylic beta-enaminones. The method is general, providing a diverse range of products with good to high yields and tolerating various functional groups. This operationally easy method offers a rapid access to functionalized 2-acetyl-1H-pyrroles with potential pharmacological interest.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Ying Lv, Li Chen, Kun Li, Xing-Han Yun, Sheng-Jiao Yan
Summary: A method for the synthesis of 2-(1H-imidazol-1-yl)-4H-chromen-4-one derivatives (IMCMs) was developed through a one-pot cascade reaction, involving various reactions such as 1,2-addition, Michael reaction, ring-closing, tautomerization, ring-opening, and [3 + 2] cyclization. This strategy not only enabled the synthesis of functionalized imidazoles (IMCMs), but also the synthesis of useful enamine building blocks, making it suitable for combinatorial and parallel syntheses of IMCMs.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Satish S. Bhat, Vidyanand K. Revankar, Rahul V. Pinjari, Vijay Kumbar, Kishore Bhat, Vitthal A. Kawade
Summary: Two water-soluble ruthenium(II) polypyridyl complexes have been synthesized and characterized, and their structural, optical, and cellular imaging properties have been investigated. The complexes exhibit strong emission in aqueous solutions and show low toxicity towards human cancer and kidney cell lines. Fluorescence microscopy confirms their potential for cellular imaging applications.
INORGANIC CHEMISTRY COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Kai-Wen Hu, Xiao You, Xiaoan Wen, Haoliang Yuan, Qing-Long Xu, Zengwei Lai
Summary: An efficient and environmentally friendly method for synthesizing thiazolidine-2-imine and oxazolidine-2-one derivatives has been developed. The method utilizes [3 + 2] annulation reactions to achieve good to excellent yields of the desired products. The strategy can be performed on a gram scale and is tolerant of a wide range of functional groups.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Feng-Zhen Hua, Chao Feng, Ling-Mei Zhang, Yu-Meng Yang, Guo-Ning Zhang, Yu-Cheng Wang, Hong Zhao
Summary: Four new polymers based on the H2L ligand were synthesized, each with unique structures. Polymer 2 showed high efficiency in fluorescent quenching detection of Cu2+, Co2+, and Fe(3+) in aqueous solution.
Article
Chemistry, Organic
Zhi-Peng Ye, Yuan-Zhuo Hu, Jian-Ping Guan, Kai Chen, Fang Liu, Jie Gao, Jun-An Xiao, Hao-Yue Xiang, Xiao-Qing Chen, Hua Yang
Summary: In this study, an unprecedented photoinduced cyclization/defluorination domino process of N-allylbromodi-fluoroacetamide with cyclic secondary amines was reported, leading to the facile preparation of valuable 3-fluoro-1,5-dihydro-2H-pyrrol-2-ones from readily available starting materials under mild conditions. Preliminary mechanistic investigations suggest that a radical chain propagation and amine-promoted defluorination pathway are presumably involved in this transformation.
Article
Chemistry, Organic
Xiaoyu Yang, Liang Wang, Fangzhi Hu, Lubin Xu, Sanming Li, Shuai-Shuai Li
Summary: The switchable synthesis of 3-non, 3-mono, 3,3'-disubstituted 3,4-dihydroquinolin-2(1H)-ones was achieved using a redox-neutral hydride-transfer/N-dealkylation/N-acylation strategy. This unprecedented method allowed for the synthesis of highly functionalized products with in situ utilization of released HCHO via o-QM involved Michael addition, showcasing the synthetic utility of the protocol for concise synthesis of CYP11B2 inhibitor.
Article
Chemistry, Organic
Runye Gao, Fang Wang, Xiao Geng, Chuan-Ying Li, Lei Wang
Summary: In this study, a photoinitiated radical relay reaction of quinoxalin-2(1H)-ones using acyloxy nitroso compounds as radical sources is described. The difunctionalization of quinoxalin-2(1H)-ones, involving the simultaneous construction of C-C and N-N bonds via radical relay reaction, is rarely reported. Furthermore, the obtained products undergo sequential reactions to access C7-NO2 of quinoxalin-2(1H)-ones under mild conditions.
Article
Chemistry, Physical
Hisakazu Miyamoto, Hiroki Takahashi
Summary: The title compounds, 3-(p-phenylphenyl)-3-hydroxy-N-isopropyl-4,4-dimethylazetidin-2-one (2d) and 3-phenyl-3-hydroxy-N-isopropyl-4,4-dimethylazetidin-2-one (2a), were synthesized by photoreaction of N,N-diisopropyl(p-phenylphenyl)glyoxylamide 1d and N,N-diisopropylphenylglyoxylamide 1a, respectively, in solution. The formation of the compounds was confirmed by various spectroscopic techniques and X-ray diffraction. The crystal structures of compounds 2d and 2a belong to the orthorhombic and monoclinic systems, with space groups Pna2(1) and P2(1)/c, respectively.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Applied
A. Srinivasulu, D. Vani, G. Sathish Kumar, B. Shantharjun, Kapil Chahal, Balasubramanian Sridhar, K. Rajender Reddy
Summary: This study reports a method for the synthesis of pharmaceutically interested compounds by activating N-alkyl formamide using a copper/oxidant system via a tandem/domino reaction pathway to construct C-N/C-O bond formation, without the need for toxic chemicals.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Dmytro V. Kravtsov, Oleksii Yu. Voskoboinik, Serhii I. Kovalenko
Summary: A series of novel compounds were synthesized and characterized, showing significant cytotoxicity for meristematic cells and slight susceptibility to some microbial strains.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Svitlana Shishkina, Irina S. Konovalova, Svitlana S. Kovalenko, Lyudmila L. Nikolaeva, Natalya D. Bunyatyan, Sergiy M. Kovalenko
Summary: The study on a dipharmacophore compound revealed two polymorphic forms with different molecular and crystal structures, varying in conformers and energy levels. The monoclinic form showed an abundance of interactions with close energies, while the orthorhombic form had fewer but stronger interactions. Stacking interactions differed between the two forms, with the monoclinic structure having 'head-to-head' type interactions and the orthorhombic structure having 'head-to-tail' type interactions, leading to stacked columns. Periodic calculations confirmed the lower lattice energy of the orthorhombic structure compared to the monoclinic structure.
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Svitlana Shishkina, Irina S. Konovalova, Sergiy M. Kovalenko, Dmitriy Kravchenko, Natalya D. Bunyatyan
Summary: Methyl 4-amino-3-phenylisothiazole-5-carboxylate, a close analogue of amflutizole, is capable of forming polymorphic structures, producing noncentrosymmetric and centrosymmetric polymorphs with different intermolecular interactions and stacking patterns. Pairwise interaction energies were analyzed using quantum chemical calculations to reveal the packing motifs, with molecules forming columns as the primary structural motif. The noncentrosymmetric structure has lower density and lattice energy than the centrosymmetric structure, with double columns and layers as secondary structural motifs.
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
(2021)
Article
Chemistry, Physical
Anna N. Laguta, Nikolay O. Mchedlov-Petrossyan, Sergey I. Bogatyrenko, Sergiy M. Kovalenko, Natalya D. Bunyatyan, Pavlo V. Trostianko, Vladimir L. Karbivskii, Dmitriy Yu. Filatov
Summary: This article reports the colloidal behavior of single-walled carbon nanotubes (SWCNT) decorated with COOH groups in water. Various characterization methods were used to analyze solid samples and SWCNT suspension, showing the deceleration of reactions with cationic and anionic dyes in the presence of SWCNT. The study also revealed the influence of inorganic electrolytes and surface-active organic cations on the behavior of SWCNT, particularly the changes in critical coagulation concentrations (CCC) after different treatments.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Medicine, General & Internal
K. Sokolova, V. V. Stavytskyi, S. Kovalenko, O. A. Podpletnya
Summary: Directed search for biologically active compounds among heterocycles, especially pteridines, is an important field of medical chemistry. This study aimed to identify diuretics among 6-substituted pteridine-2,4,7(1H,3H,8H)-triones and understand their mechanism of action. The synthesized compounds showed significant diuretic effects, superior to reference drugs, and a possible mechanism similar to thiazide diuretics was suggested. These findings support further exploration of this class of compounds as potential diuretics.
MEDICNI PERSPEKTIVI
(2022)
Article
Chemistry, Medicinal
Maxim S. Kazunin, N. Groma, Inna S. Nosulenko, Anna O. Kinichenko, Oleksii M. Antypenko, Volodymyr M. Shvets, Oleksii Y. Voskoboinik, Serhii Kovalenko
Summary: The present article focuses on the search for biologically active compounds among novel thio-containing pteridines. Synthetic protocols were developed to synthesize the target compounds through condensation reactions. The obtained compounds were studied for their spectral properties. Molecular simulation revealed comparable affinity of the compounds to the active site of DHFR. In vitro studies showed significant DHFR-inhibiting activity and antiradical activity of certain compounds. Structure-activity relationship analysis provided valuable data for further search of biologically active compounds among thio-containing pteridines.
ARCHIV DER PHARMAZIE
(2022)
Article
Medicine, General & Internal
K. V. Sokolova, V. V. Stavytskyi, O. Yu. Voskoboinik, O. A. Podpletnya, S. I. Kovalenko
Summary: By modifying the structure of the traditional diuretic drug triamterene, researchers successfully synthesized a series of promising novel diuretics that exhibit higher diuretic activity than triamterene. This study combines chemical synthesis, computer predictions, and biological pharmacology experiments to demonstrate the potential value of these compounds.
MEDICNI PERSPEKTIVI
(2022)
Article
Medicine, General & Internal
K. V. Sokolova, V. V. Stavytskyi, S. O. Konovalova, O. A. Podpletnya, S. I. Kovalenko, A. P. Avdeenko
Summary: The design and search for new selective inhibitors of CA II with minimal electrolyte disturbances is an urgent problem in medical chemistry and pharmacology. This study identified and characterized potential diuretics among a group of compounds and found an effective compound that exceeds the effects of the comparison drug in terms of diuretic effect.
MEDICNI PERSPEKTIVI
(2022)
Article
Chemistry, Medicinal
Lyudmyla Antypenko, Oleksii Antypenko, Iryna Karnaukh, Oksana Rebets, Sergiy Kovalenko, Mieko Arisawa
Summary: Antimicrobial resistance is a serious challenge, especially with the misuse of over-the-counter drugs. The synthesis of novel substances, such as 5,6-dihydrotetrazolo[1,5-c]quinazolines, is a potential solution. In this study, 18 new compounds were synthesized and their identity and structure were determined. The antimicrobial screening identified several lead-compounds with potential for further modification to enhance their activity.
ARCHIV DER PHARMAZIE
(2023)
Article
Medicine, General & Internal
K. V. Sokolova, O. A. Podpletnia, S. O. Konovalova, A. P. Avdeenko, O. Z. Komarovska-Porokhnyavets, V. I. Lubenets, S. I. Kovalenko
Summary: This study investigated the potential diuretic and antibacterial activity of N-arylsulfonyl-2-aroylamino-1,4-quinone imines and their hydrogenated analogues using in vitro and in vivo methods. The results showed that these compounds have the potential to inhibit the growth of bacteria and fungi, as well as affect the excretory function of rat kidneys. Compound 2.3 exhibited comparable diuretic effect to Furosemide and had high antibacterial activity against Staphylococcus aureus.
MEDICNI PERSPEKTIVI
(2023)
Article
Medicine, General & Internal
Natalya Groma, Galyna Berest, Oleksii Antypenko, Oleksii Voskoboinik, Vira Kopiika, Serhii Kovalenko, Volodymyr Shvets
Summary: Liver damage is a global issue and current pharmacology and biochemistry are urgently searching for new drugs with high efficacy and low toxicity. Many existing drugs have side effects and do not meet evidence-based medicine criteria.
CURRENT ISSUES IN PHARMACY AND MEDICAL SCIENCES
(2023)
Article
Pharmacology & Pharmacy
Marjan Piponski, Tanja Bakovska Stoimenova, Tetiana Melnyk, Sergiy Kovalenko, Elena Lazarevska Todevska, Marjan Velkovski, Sami El Deeb, Yuriy Mysula, Liliya Logoyda
Summary: Two concepts for direct HPLC-UV quantification of fosfomycin trometamol were developed, one utilizing a specific column and mechanism, and the other utilizing an ion-pairing system with a suitable reversed-phase column. The second concept proved to be simpler and more cost-effective, suitable for high-throughput analysis in regular quality-control laboratories.
SCIENTIA PHARMACEUTICA
(2022)
Article
Pharmacology & Pharmacy
Halyna Hryhoriv, Illia Mariutsa, Sergiy M. Kovalenko, Victoriya Georgiyants, Lina Perekhoda, Nataliia Filimonova, Olga Geyderikh, Lyudmila Sidorenko
Summary: The research focuses on synthesizing novel hybrid derivatives of ciprofloxacin and norfloxacin, using docking studies and biological activity evaluations to find promising active molecules. A synthetic method was successfully developed, resulting in compounds with enhanced activity compared to the initial molecules, showing great potential.
SCIENTIA PHARMACEUTICA
(2022)
Article
Medicine, General & Internal
N. Krasovska, V. V. Stavytskyi, I. S. Nosulenko, O. Yu Voskoboinik, S. Kovalenko
Summary: Active pharmaceutical ingredients with aromatic or heterocyclic fragments combined with pharmacophore carboxylic groups are widely used in the pharmaceutical market. The role of the pharmacophore carboxylic group in enzyme-ligand interactions and its impact on activity and selectivity have been investigated. The development of selective COX-2 inhibitors has reduced side effects, but the problem of NSAIDs toxicity remains. Therefore, there is a current trend in medicinal chemistry to search for novel anti-inflammatory drugs using in silico methods and structural modification of known NSAIDs.
ZAPOROZHYE MEDICAL JOURNAL
(2022)
