Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives
The molecular and crystal structures of six compounds containing sulfonamide moieties are described. It has been shown that the geometric parameters of the sulfonamide group depend little on the nature of the substituents. Their bond lengths and bond angles remain almost the same and are in good acc...
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The Royal Society
2025-02-01
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| Series: | Royal Society Open Science |
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| Online Access: | https://royalsocietypublishing.org/doi/10.1098/rsos.241402 |
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| author | Anh Van Nguyen Anh Thi Ngoc Vu Andrey N. Utenyshev Valeriy Tkachev Nadezhda Polyanskaya Dmitriy Shchevnikov Magrarita Vasil’eva Hieu Tran-Trung Xuan Ha Nguyen Olga V. Kovalchukova |
| author_facet | Anh Van Nguyen Anh Thi Ngoc Vu Andrey N. Utenyshev Valeriy Tkachev Nadezhda Polyanskaya Dmitriy Shchevnikov Magrarita Vasil’eva Hieu Tran-Trung Xuan Ha Nguyen Olga V. Kovalchukova |
| author_sort | Anh Van Nguyen |
| collection | DOAJ |
| description | The molecular and crystal structures of six compounds containing sulfonamide moieties are described. It has been shown that the geometric parameters of the sulfonamide group depend little on the nature of the substituents. Their bond lengths and bond angles remain almost the same and are in good accordance with those known from the literature. In crystals, depending on the type of substituents the molecules exist in the form of either monomers or dimers joined by intermolecular hydrogen bonds involving sulfonamide fragments. Introduction of large substituents into the molecules changes the way of packing of the studied sulfonamides and decreases the number of intermolecular hydrogen bonds in the crystals. The value of this dihedral angle may affect the nature and strength of the intermolecular bonding of the species in crystals. In silico analyses predicted low toxicity and potential enzyme inhibition, along with antiprotozoal properties, suggesting these compounds as candidates against protozoan pathogens. Molecular docking confirmed inhibitory potential against trypanothione reductase, supporting antiprotozoal activity. Consequently, these compounds may serve as promising lead-like molecules for drug development targeting protozoan infections. |
| format | Article |
| id | doaj-art-ac704cd590884e91ad7b66d634c8ac50 |
| institution | Kabale University |
| issn | 2054-5703 |
| language | English |
| publishDate | 2025-02-01 |
| publisher | The Royal Society |
| record_format | Article |
| series | Royal Society Open Science |
| spelling | doaj-art-ac704cd590884e91ad7b66d634c8ac502025-02-05T00:05:15ZengThe Royal SocietyRoyal Society Open Science2054-57032025-02-0112210.1098/rsos.241402Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivativesAnh Van Nguyen0Anh Thi Ngoc Vu1Andrey N. Utenyshev2Valeriy Tkachev3Nadezhda Polyanskaya4Dmitriy Shchevnikov5Magrarita Vasil’eva6Hieu Tran-Trung7Xuan Ha Nguyen8Olga V. Kovalchukova9Faculty of Food Science and Technology, Ho Chi Minh City University of Industry and Trade, Ho Chi Minh City, VietnamLaboratory of Advanced Materials Chemistry, Institute for Advanced Study in Technology, Ton Duc Thang University, Ho Chi Minh City, VietnamFederal Research Center of Problem of Chemical Physics and Medicinal Chemistry RAS, Chernogolovka, Moscow Region 142432, RussiaFederal Research Center of Problem of Chemical Physics and Medicinal Chemistry RAS, Chernogolovka, Moscow Region 142432, RussiaKosygin Russian State University (Technology Design, Art), Moscow 117997, RussiaPeoples’ Friendship University of Russia (RUDN University), Moscow 117198, RussiaKosygin Russian State University (Technology Design, Art), Moscow 117997, RussiaDepartment of Chemistry, Vinh University, 182 Le Duan, Vinh City, Nghean 43000, VietnamInstitute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), Hanoi, VietnamKosygin Russian State University (Technology Design, Art), Moscow 117997, RussiaThe molecular and crystal structures of six compounds containing sulfonamide moieties are described. It has been shown that the geometric parameters of the sulfonamide group depend little on the nature of the substituents. Their bond lengths and bond angles remain almost the same and are in good accordance with those known from the literature. In crystals, depending on the type of substituents the molecules exist in the form of either monomers or dimers joined by intermolecular hydrogen bonds involving sulfonamide fragments. Introduction of large substituents into the molecules changes the way of packing of the studied sulfonamides and decreases the number of intermolecular hydrogen bonds in the crystals. The value of this dihedral angle may affect the nature and strength of the intermolecular bonding of the species in crystals. In silico analyses predicted low toxicity and potential enzyme inhibition, along with antiprotozoal properties, suggesting these compounds as candidates against protozoan pathogens. Molecular docking confirmed inhibitory potential against trypanothione reductase, supporting antiprotozoal activity. Consequently, these compounds may serve as promising lead-like molecules for drug development targeting protozoan infections.https://royalsocietypublishing.org/doi/10.1098/rsos.241402sulfonamide derivativesstructuretarget fishingin silicodocking |
| spellingShingle | Anh Van Nguyen Anh Thi Ngoc Vu Andrey N. Utenyshev Valeriy Tkachev Nadezhda Polyanskaya Dmitriy Shchevnikov Magrarita Vasil’eva Hieu Tran-Trung Xuan Ha Nguyen Olga V. Kovalchukova Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives Royal Society Open Science sulfonamide derivatives structure target fishing in silico docking |
| title | Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| title_full | Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| title_fullStr | Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| title_full_unstemmed | Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| title_short | Crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| title_sort | crystallographic and computational characterization and in silico target fishing of six aromatic and aliphatic sulfonamide derivatives |
| topic | sulfonamide derivatives structure target fishing in silico docking |
| url | https://royalsocietypublishing.org/doi/10.1098/rsos.241402 |
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