Article
Chemistry, Multidisciplinary
Marina S. Borisova, Dmitry I. Ivankin, Dmitry N. Sokolov, Olga A. Luzina, Tatjana Rybalova, Tatjana G. Tolstikova, Nariman F. Salakhutdinov
Summary: New thiazolidinones, thiazinanones, and thiazolidinediones based on a monoterpenoid (-)-campholenic aldehyde were synthesized and their antiulcer and anti-inflammatory activity was investigated. Thiazolidinones and thiazinanones containing (-)-campholenic moiety exhibited antiulcerogenic properties, while thiazolidinediones did not show antiulcerative activity. One of the (-)-campholenic aldehyde-derived thiazolidinones displayed high anti-inflammatory activity.
Review
Chemistry, Medicinal
Nazar Trotsko
Summary: The thiazolidin-4-one scaffold is widely used in medicinal chemistry due to its broad biological activity, particularly in the field of anti-tuberculosis activity. Some compounds derived from this scaffold have shown promising anti-tuberculosis activity, outperforming reference drugs against various strains of Mycobacterium tuberculosis. The structure-activity relationship (SAR) and potential molecular targets of these compounds were also discussed in the review.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Dmitry I. Ivankin, Nadezhda S. Dyrkheeva, Alexandra L. Zakharenko, Ekaterina S. Ilina, Timofey O. Zarkov, Johannes Reynisson, Olga A. Luzina, Konstantin P. Volcho, Nariman F. Salakhutdinov, Olga I. Lavrik
Summary: This study synthesized novel compounds with benzyl and monoterpene substituents, and found that compounds with a monoterpene fragment attached via a phenyloxy linker showed activity against TDP1. Molecular modeling revealed that these active compounds effectively blocked access to the catalytic site of TDP. Furthermore, the active ligands potentiated the efficacy of the TOP1 poison topotecan in human cervical cancer cells.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Chuan-Kun Ran, Lei Song, Ya-Nan Niu, Ming-Kai Wei, Zhen Zhang, Xiao-Yu Zhou, Da-Gang Yu
Summary: This study demonstrates the simultaneous utilization of elemental sulfur and CO2 in a multi-component reaction to generate valuable products efficiently. The transition-metal-free reaction conditions allow for the conversion of readily available arylamines to thiazolidin-2-ones and 1,3-thiazinan-2-ones through C-H bond functionalization, showcasing high step economy and good functional groups tolerance.
Article
Chemistry, Multidisciplinary
Hendawy N. Tawfeek, Alaa A. Hassan, S. Brase, M. Nieger, Yaser A. Mostafa, Hesham A. M. Gomaa, Bahaa G. M. Youssif, Essmat M. El-Shreef
Summary: A series of novel thiazolidine-4-one derivatives were synthesized and evaluated for their antiproliferative, inhibitory, and apoptotic activities. Compounds 5d, 5e, and 5f exhibited the strongest antiproliferative activity and showed potent inhibition against CDK2 and EGFR. The compounds were also found to increase the activity of caspases and cytochrome C levels. Molecular docking studies confirmed the strong binding affinity of compound 5h to the active sites of CDK2 and EGFR.
ARABIAN JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jianguo Sun, Taimin Wang, Xuecheng Zhu, Wei Xu, Bin Cheng, Hongbin Zhai
Summary: Thiazolidin-4-ones were successfully synthesized from alpha-enolic dithioesters and alpha-halohydroxamates via active 1,3-dipolar aza-oxyallyl cations, resulting in five-membered heterocycles with Z-exocyclic double bonds and diverse substituents. This synthetic pathway demonstrates regio- and stereoselectivity in achieving the desired products through a formal [3+2] cycloaddition approach.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Organic
Sengodagounder Muthusamy, Muthukumar Malarvizhi, Eringathodi Suresh
Summary: The study presents an unambiguous and precise method for the synthesis of 3,1-benzoxathiin-4-ones/1,3-benzodioxin-4-ones using propargylic alcohols and salicylic/thiosalicylic acids under catalyst-free and open-air conditions. This strategy is shown to be quite general, yielding benzoxathiinones/benzodioxinones in good amounts with various 2-mercapto and 2-hydroxybenzoic acids.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Hadis Goudarzi, Davood Habibi, Arezo Monem
Summary: A novel deep eutectic solvent (ETPP-Br/THF-TCA-DES) was prepared and used as a catalyst for the synthesis of two sets of compounds, with short reaction time, high yields, and easy recycling of the catalyst. Characterization tests confirmed the consistency between the proposed structure of the solvent and the NMR results, providing evidence of hydrogen bond formation.
SCIENTIFIC REPORTS
(2023)
Article
Chemistry, Multidisciplinary
Yusuf Sicak, Bedriye Seda Kursun Aktar, Gizem Tatar Yilmaz, Fatma Aydogmus Ozturk, Mehmet Ozturk, Tugba Taskin Tok, Emine Elcin Oruc Emre
Summary: This study aimed to synthesize novel morpholine- and thiazolidine-based compounds and evaluate their inhibition activities against antioxidant, acetylcholinesterase (AChE), butyrylcholinesterase (BChE), tyrosinase, and urease enzymes. The synthesized compounds showed significant inhibition activities, and molecular docking and molecular dynamics simulations provided further evidence.
Article
Biochemistry & Molecular Biology
Christophe Tratrat, Anthi Petrou, Athina Geronikaki, Marija Ivanov, Marina Kostic, Marina Sokovic, Ioannis S. Vizirianakis, Nikoleta F. Theodoroula, Michelyne Haroun
Summary: This study reports the assessment of the antimicrobial and antifungal activity of twenty one 2,3-diaryl-thiazolidin-4-ones. All synthesized compounds showed varied antibacterial activity against six different bacteria and no cytotoxicity in human cells. S. Typhimurium was the most sensitive bacterium, while S. aureus was the most resistant. Some compounds exhibited better antifungal activity than reference drugs. Computational studies suggested that the antibacterial and antifungal actions may be due to the inhibition of E. coli Mur B and CYP51, respectively.
Article
Chemistry, Inorganic & Nuclear
Xingyue Wei, Xingmin Wang
Summary: This study successfully utilized elemental sulfur and CO2 to synthesize valuable thiazolidin-2-ones in the presence of a catalyst, demonstrating good tolerance for functional groups.
INORGANIC CHEMISTRY COMMUNICATIONS
(2021)
Article
Biochemistry & Molecular Biology
Kseniya Kovaleva, Evgeniya Mamontova, Olga Yarovaya, Olga Zakharova, Alexandra Zakharenko, Olga Lavrik, Nariman Salakhutdinov
Summary: TDP1 is a DNA repair enzyme that could be a target for cancer treatment; its natural mutant causes neurodegenerative disease, inhibiting which may help control the progression of the disease; effective TDP1 inhibitors were found among the synthesized compounds.
MOLECULAR DIVERSITY
(2021)
Review
Biochemistry & Molecular Biology
Dominika Mech, Antonina Kurowska, Nazar Trotsko
Summary: This review summarizes the latest scientific reports on the biological activities of thiazolidin-4-ones published in 2020 and 2021, covering a wide range of properties such as antioxidant, anticancer, anti-inflammatory, analgesic, anticonvulsant, antidiabetic, antiparasitic, antimicrobial, antitubercular and antiviral activities. It also discusses the influence of different substituents in molecules on their biological activity, aiming to provide insights for the rational design of new small molecules with biological activities, especially among thiazolidin-4-ones.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Biochemistry & Molecular Biology
Maria Karelou, Dionysis Kampasis, Amalia D. Kalampaliki, Leentje Persoons, Andreas Kraemer, Dominique Schols, Stefan Knapp, Steven De Jonghe, Ioannis K. Kostakis, Sotiris S. Nikolaropoulos
Summary: Sixteen new 2-substituted quinazolines were synthesized and evaluated for their anti-proliferative activity against multiple cancer cell lines. Compound 17 showed remarkable activity against the majority of tested cell lines.
Article
Infectious Diseases
Michelyne Haroun, Christophe Tratrat, Aggeliki Kolokotroni, Anthi Petrou, Athina Geronikaki, Marija Ivanov, Marina Kostic, Marina Sokovic, Alejandro Carazo, Premysl Mladenka, Nagaraja Sreeharsha, Katharigatta N. Venugopala, Anroop B. Nair, Heba S. Elsewedy
Summary: The newly synthesized 5-methylthiazole based thiazolidinones showed good antimicrobial activity against various bacteria and fungi, with some compounds demonstrating particularly strong inhibition against E. coli and B. cereus. Compound 12 exhibited the best antibacterial activity against MRSA, P. aeruginosa, and E. coli, surpassing reference drugs in efficacy. Molecular docking studies suggested that the compounds may inhibit certain enzymes to exert their antibacterial and antifungal activities.
Review
Chemistry, Organic
Marcus Vinicius Nora de Souza, Cristiane Franca da Costa, Victor Facchinetti, Claudia Regina Brandao Gomes, Paula Mania Pacheco
CURRENT ORGANIC SYNTHESIS
(2019)
Article
Biochemistry & Molecular Biology
Gabriele A. Berwaldt, Daniela P. Gouvea, Daniel S. da Silva, Adriana M. das Neves, Mayara S. P. Soares, Juliana H. Azambuja, Geonir M. Siqueira, Roselia M. Spanevello, Wilson Cunico
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
(2019)
Article
Chemistry, Organic
Adriana M. das Neves, Jose C. Campos, Daniela P. Gouvea, Gabriele A. Berwaldt, Tais B. Goulart, Cinara T. Avila, Pablo Machado, Georgia C. Zimmer, Wilson Cunico
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2019)
Article
Cell Biology
Elita Ferreira da Silveira, Luana Mota Ferreira, Mailine Gehrcke, Leticia Cruz, Nathalia Stark Pedra, Priscila Treptow Ramos, Natalia Pontes Bona, Mayara Sandrielly Pereira Soares, Rodrigo Rodrigues, Roselia Maria Spanevello, Wilson Cunico, Francieli M. Stefanello, Juliana Hofstatter Azambuja, Ana Paula Horn, Elizandra Braganhol
CELLULAR AND MOLECULAR NEUROBIOLOGY
(2019)
Article
Immunology
Karina M. Rebello, Valter V. Andrade-Neto, Claudia Regina B. Gomes, Marcos Vinicius N. de Souza, Marta H. Branquinha, Andre L. S. Santos, Eduardo Caio Torres-Santos, Claudia M. d'Avila-Levy
FRONTIERS IN CELLULAR AND INFECTION MICROBIOLOGY
(2019)
Article
Biochemistry & Molecular Biology
Adriana M. das Neves, Gabriele A. Berwaldt, Cinara T. Avila, Tais B. Goulart, Bruna C. Moreira, This P. Ferreira, Mayara S. P. Soares, Nathalia S. Pedra, Luiza Spohr, Anita A. A. dE Souza, Roselia M. Spanevello, Wilson Cunico
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
(2020)
Review
Chemistry, Organic
Ligia S. da Silveira Pinto, Thatyana R. Alves Vasconcelos, Claudia Regina B. Gomes, Marcus Vinicius N. de Souza
CURRENT ORGANIC CHEMISTRY
(2020)
Review
Chemistry, Organic
Claudia R. B. Gomes, Marcus V. N. de Souza, Victor Facchinetti
CURRENT ORGANIC SYNTHESIS
(2020)
Article
Biochemistry & Molecular Biology
Daniel Schuch da Silva, Mayara Sandrielly Pereira Soares, Franciele Martini, Ana Paula Pesarico, Bruna da Silveira de Mattos, Anita Avila de Souza, Cesar Emiliano Hoffman da Silva, Joao Luis Rheingantz Scaini, Karina dos Santos Machado, Cristina Wayne Nogueira, Roselia Maria Spanevello, Wilson Cunico
NEUROCHEMICAL RESEARCH
(2020)
Article
Chemistry, Medicinal
Alana de Vasconcelos, Ana Julia Zulian Boeira, Bruna Bento Drawanz, Nathalia Stark Pedra, Natalia Pontes Bona, Francieli Moro Stefanello, Wilson Cunico
Summary: This study synthesized 2,4-thiazolidinediones and evaluated their antitumor activity, demonstrating cytotoxicity to glioblastoma cells but not astrocytes, indicating selective activity. Compound 4CI showed the best anti-glioma activity among all derivatives tested.
MEDICINAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Daniel Schuch da Silva, Mayara Sandrielly Pereira Soares, Fernanda Cardoso Teixeira, Julia Eisenhardt de Mello, Anita Avila de Souza, Karina Pereira Luduvico, Cinthia Melazzo de Andrade, Roselia Maria Spanevello, Wilson Cunico
Summary: The compound DS12 emerged as an important multitarget compound capable of preventing neurochemical changes associated with memory deficits in a scopolamine-induced memory deficit model.
NEUROCHEMICAL RESEARCH
(2021)
Article
Biochemistry & Molecular Biology
Luiz Roberto Carraro Junior, Amalia Goncalves Alves, Tais da Silva Teixeira Rech, Jose Coan Campos Junior, Geonir Machado Siqueira, Wilson Cunico, Cesar Augusto Bruning, Cristiani Folharini Bortolatto
Summary: The study showed that PPIT has antioxidant properties, selectively inhibits the MAO-B isoform, and does not cause apparent toxicity. These findings suggest that PPIT may be a potential therapeutic candidate to be tested in preclinical models of brain diseases involving perturbations of MAO-B activity and redox status.
JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Eliza L. Chazin, Leonardo B. Martins, Marcus Vinicius N. de Souza, Claudia Regina B. Gomes, Ana Claudia R. da Silva, Marcelly C. Branco, Eladio F. Sanchez, Andre L. Fuly, Thatyana R. A. Vasconcelos
Summary: This work describes the synthesis of new sulfonamide compounds and their potential to inhibit toxic activities of snake venoms. The compounds showed promising results in inhibiting toxic activities, indicating their potential as therapeutic agents for snakebite.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Victor Facchinetti, Claudia R. B. Gomes, Marcus V. N. de Souza
Summary: The importance of 5-membered azaheterocycles, especially in medicinal chemistry, is well established. Nitrile-containing compounds are useful precursors for these heterocycles, simplifying synthesis processes. This review provides an update on the synthesis of 1,3-oxazoles, 2-oxazolines, and oxadiazoles from nitriles, focusing on interesting reactions and methodologies reported from 2014 to 2021.
Article
Chemistry, Multidisciplinary
Eliza de L. Chazin, Luciana Terra, Lucas F. E. Moor, Paola de S. Sanches, Laine C. Pinto, Talita Martins, Marcus Vinicius N. de Souza, Claudia Regina B. Gomes, Raquel C. Montenegro, Juliana S. Novais, Mariana F. Carvalho, Francislene J. Martins, Agnes Marie S. Figueiredo, Ana Joffily, Helena Carla Castro, Thatyana R. A. Vasconcelos
REVISTA VIRTUAL DE QUIMICA
(2020)
