Прогнозований скринінг біологічної активності тіосульфонатних похідних піримідину

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dc.citation.epage60
dc.citation.issue2
dc.citation.spage53
dc.contributor.affiliationНаціональний університет “Львівська політехніка”
dc.contributor.affiliationLviv Polytechnic National University
dc.contributor.authorМонька, Н. Я.
dc.contributor.authorСтадницька, Н. Є.
dc.contributor.authorЧарка, Р. В.
dc.contributor.authorРоман, Ю. В.
dc.contributor.authorШиян, Г. Б.
dc.contributor.authorХоміцька, Г. М.
dc.contributor.authorЛубенець, В. І.
dc.contributor.authorMonka, N. Ya.
dc.contributor.authorStadnytska, N. Ye.
dc.contributor.authorCharka, R. V.
dc.contributor.authorRoman, Y. V.
dc.contributor.authorShiyan, G. B.
dc.contributor.authorKhomitska, G. M.
dc.contributor.authorLubenets, V. I.
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2024-01-22T07:35:21Z
dc.date.available2024-01-22T07:35:21Z
dc.date.created2020-03-16
dc.date.issued2020-03-16
dc.description.abstractПіримідин та його похідні є важливими об’єктами для хімічного синтезу та розробки на їх основі нових лікарських засобів. Відоме практичне застосування ряду речовин з піримідиновим гетероциклом у медичній практиці. Проведено прогнозований скринінг біологічної активності, цитотоксичності та токсичної дії на щурах деяких синтезованих тіосульфонатів піримідину з використанням відповідних on line програм. Виявлено, що вони є малотоксичними речовинами з широким спектром біологічної дії та високим значенням ймовірної активності, що засвідчує доцільність продовження експериментальних досліджень їхньої біологічної дії, зокрема протиракової. Особливої уваги для поглибленого вивчення заслуговує S-(4,6-диметилпіримідин-2-іл) бензенсульфонотіоат.
dc.description.abstractPyrimidine and its derivatives are important objects for chemical synthesis and development of new drugs based on them. There is a practical application of a number of substances with a pyrimidine heterocycle in medical practice. We performed a predicted screening of biological activity, cytotoxicity and toxicity in rats of some synthesized pyrimidine thiosulfonates using appropriate on-line programs. It was found that they are low-toxic substances with a wide range of biological action and a high value of probable activity, which indicates the feasibility of continuing experimental studies of their biological action, in particular anticancer. S- (4,6-dimethylpyrimidin-2-yl) benzenesulfonothioate deserves special attention for in-depth study.
dc.format.extent53-60
dc.format.pages8
dc.identifier.citationПрогнозований скринінг біологічної активності тіосульфонатних похідних піримідину / Н. Я. Монька, Н. Є. Стадницька, Р. В. Чарка, Ю. В. Роман, Г. Б. Шиян, Г. М. Хоміцька, В. І. Лубенець // Chemistry, Technology and Application of Substances. — Львів : Видавництво Львівської політехніки, 2020. — Том 3. — № 2. — С. 53–60.
dc.identifier.citationenPredicted screening of biological activity of thiosulphonate pyrimidine derivatives / N. Ya. Monka, N. Ye. Stadnytska, R. V. Charka, Y. V. Roman, G. B. Shiyan, G. M. Khomitska, V. I. Lubenets // Chemistry, Technology and Application of Substances. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 3. — No 2. — P. 53–60.
dc.identifier.doidoi.org/10.23939/ctas2020.02.053
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/60806
dc.language.isouk
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry, Technology and Application of Substances, 2 (3), 2020
dc.relation.references1. Stadnyts’ka N. Ye., Mon’ka N. Ya., Hubyts’ka I. I., Kurka M. S., Lubenets’ V. I. (2020) Prohnozovanyy skryninh biolohichnoyi aktyvnosti S-alkilovykh esteriv 8-khinolintiosul’fokysloty. Chemistry, Technology and Application of Substances., 2(2). 122–128. [in Ukrainian]
dc.relation.references2. O. M. Shcherbak, I. D. Andreyeva, V. V. Kazmirchuk, P. S. Rusak, O. V. Menkus. (2012) Perspektyvy zastosuvannya novykh pokhidnykh pirymidynu pry nozokomial’nykh infektsiyakh, vyklykanykh hramnehatyvnymy mikroorhanizmamy. Ukrainian journal of surgery. 3 (18). 34–37 [in Ukrainian]
dc.relation.references3. Shcherbak O. M. (2011) Perspektyvy vyvchennya protymikrobnoyi diyi novykh pokhidnykh 4Npirydo[4´,3´:5,6]pirano-, [2,3-D]pirymidynu. Aktual’ni pytannya farmatsevtychnoyi i medychnoyi nauky ta praktyky. 2(24). 116–118 [in Ukrainian]
dc.relation.references4. P. Mampuys, C. R. McElroy, J. H. Clark, R. V. A. Orru, and B.U.W. Maes (2020) Thiosulfonates as Emerging Reactants: Synthesis and Applications Adv. Synth. Catal. 362, 3–64. https://doi.org/10.1002/adsc.201901597
dc.relation.references5. V. Lubenets, N. Stadnytska, D. Baranovych, S. Vasylyuk, O. Karpenko, V. Havryliak and V. Novikov (March 15th 2019). Thiosulfonates: The Prospective Substances against Fungal Infections. In: Fungal Infection . Eds. Érico Silva de Loreto and Juliana Simoni Moraes Tondolo, IntechOpen, London. DOI:10.5772/intechopen.84436. ;
dc.relation.references6. Pylypets A. Z., Iskra R. Y., Havryliak V. V., Nakonechna A. V., Novikov V. P., Lubenets V. I. (2017) Effects of thiosulfonates on the lipid composition of rat tissues. Український біохімічний журнал. 89. 6, 58–64. doi: https://doi.org/10.15407/ubj89.06.056
dc.relation.references7. Oriabinska L. B., Starovoitova S. О., Vasylyuk S. V., Novikov V. P., Lubenets V. I. (2017) Ethylthiosulfanilate effect on Candida tropicalis. Український біохімічний жур- нал. 89( 5). 70–76. doi: https://doi.org/10.15407/ubj89.05.070
dc.relation.references8. T. I. Halenova, I. V. Nikolaeva, A. V. Nakonechna, K. B. Bolibrukh, N. Y. Monka, V. I. Lubenets, O. M. Savchuk, V. P. Novikov, L. I. Ostapchenko. (2015). The search of compounds with antiaggregation activity among S-esters of thiosulfonic acids. Ukr. Biochem. J. 87. 5.83–92. doi: https://doi.org/10.15407/ubj87.05.083
dc.relation.references9. V. I. Lubenets, Stadnitskaya, V. P. Novikov. (2000) Synthesis of thiosulfonates belonging to quinoline derivatives. Russ. J. Org. Chem. 36, 851–853. DOIhttps://doi.org/10.1007/BF02757443
dc.relation.references10. Sato, R., Akutsu, Y., Goto, T., Saito, M. (1987). Benzopentathiepin as sulfurization reagent. Novel synthesis of thiosulfonates from sulfinates. Chem. Lett. 16. 2161–2162.
dc.relation.references11. D. B. Baranovich, V. I. Lubenets, V. P. Novikov, (2001). Synthesis of thiosulfonates with functional groups in the aliphatic chain, Russ. J. Org. Chem. 37, 1046–1047.
dc.relation.references12. D. B. Baranovich, V. I. Lubenets, V. P. Novikov (2001). Synthesis of S-[2-(4-Aminobenzenesulfonyl) ethyl] and S-[2-(3-Amino-4-methoxybenzenesulfonyl) ethyl] Thiosulfonates. Russ. J. Gen. Chem. 71, 1827–1827. DOIhttps://doi.org/10.1023/A:1013987618313
dc.relation.references13. Q. Zhao, L. Lu, Q. (2017). Direct Monofluoromethylthiolation with S-(Fluoromethyl) Benzenesulfonothioate. Shen, Angew. Chem. 2017, 129, 11733–11736; Angew. Chem. Int. Ed. 56, 11575–11578. DOI:10.1002/anie.201705633
dc.relation.references14. V. I. Lubenets, S. V. Vasylyuk, V. P. Novikov. (2005). Synthesis of S-(3-chloroquinoxalin-2-yl) esters of aliphatic and aromatic thiosulfonic acids. Chem. Heterocycl. Compd. 41, 1547–1548. https://doi.org/10.1007/s10593-006-0039-9
dc.relation.references15. B. Chura, V. I. Lubenets, O. V. Goi, V. P. Novikov (2002). The Reaction of Sodium 4-Acetylaminobenzenethiosulfonate with 2,3-Dichloroquinoxaline. Chem. Heterocycl. Compd. 38, 1432–1433. DOI: 10.1023/A:1022163417299
dc.relation.references16. V. I. Lubenets, S. V. Vasylyuk, O. V. Goi, V. P. Novikov (2006). Reaction of 6,7-dichloroquinoline-5,8- quinone with thiosulfonic acid salts. Chem. Heterocycl. Compd. 42, 961–962. DOIhttps://doi.org/10.1007/s10593-006-0189-9
dc.relation.references17. Lubenets V., Parashchyn Z., Vasylyuk S., Novikov V. (2017). The S-methyl-(2-methoxycarbonylaminobenzimidazole-5) thiosulfo-nate as potential anticancer agents. Global journal of Pharmacy & pharmaceutical Science. 3 (2). 001–003.
dc.relation.references18. Shvets V., Karpenko O., Karpenko I., Novikov V., Lubenets V. (2017) Antimicrobial action of compositions based on thiosulfonates and biosurfactants on phytopathogens. Innovative Biosystems and Bioengineering. 1(1), 43–48.
dc.relation.references19. І. А. Martyrosyan, O. V. Pakholyuk, B. D. Semak, O. Z. Komarovs’ka-Porokhnyavets’, V. I. Lubenets’, S. A. Pambuk. (2019). Novi tekhnolohiyi efektyvnoho zakhystu tekstylyu vid mikrobiolohichnykh poshkodzhen’. Nanosystemy, nanomaterialy, nanotekhnolohiyi.17(4). 621–636 [in Ukrainian]
dc.relation.references20. N. Ya. Monka, D. B. Baranovich, G. B. Shiyan, G. M. Khomitskaya, V. I. Lubenets (2019). Synthesis and properties of 4–amino-2-methylpyrimidin-5-yl-methyl esters of aromatic thiosulfonic acids. Chemistry, Technology and Application of Substances., 2(2). 122–128. [in Ukrainian]
dc.relation.references21. N. Ya. Monka, H. M. Khomitska, S. V. Vasyliuk, L. V. Fizer, L. D. Bolibrukh, V. I. Lubenets (2020). Synthesis and properties of 4,6-dimethylpyrimidine-2-yl esters of aromatic thiosulfoacids. Chemistry, Technology and Application of Substances., 2(2). 122–128.
dc.relation.references22. T. A. Gloriozova, D. A. Filimonov, A. A. Lagunin, V. V. Poroykov (1998) Testirovaniye komp'yuternoy sistemy dlya predskazaniya biologicheskoy aktivnosti PASS na vyborke novykh khimicheskikh soyedineniy. Khim.-farm. zhurnal. 32(12), 32–39. [in Russian]
dc.relation.references23. A. Lagunin, A. Stepanchikova, D. Filimonov, V. Poroikov (2000). PASS: prediction of activity spectra for biologically active substances. Bioinformatics. 16 (8), 747–748.
dc.relation.referencesen1. Stadnyts’ka N. Ye., Mon’ka N. Ya., Hubyts’ka I. I., Kurka M. S., Lubenets’ V. I. (2020) Prohnozovanyy skryninh biolohichnoyi aktyvnosti S-alkilovykh esteriv 8-khinolintiosul’fokysloty. Chemistry, Technology and Application of Substances., 2(2). 122–128. [in Ukrainian]
dc.relation.referencesen2. O. M. Shcherbak, I. D. Andreyeva, V. V. Kazmirchuk, P. S. Rusak, O. V. Menkus. (2012) Perspektyvy zastosuvannya novykh pokhidnykh pirymidynu pry nozokomial’nykh infektsiyakh, vyklykanykh hramnehatyvnymy mikroorhanizmamy. Ukrainian journal of surgery. 3 (18). 34–37 [in Ukrainian]
dc.relation.referencesen3. Shcherbak O. M. (2011) Perspektyvy vyvchennya protymikrobnoyi diyi novykh pokhidnykh 4Npirydo[4´,3´:5,6]pirano-, [2,3-D]pirymidynu. Aktual’ni pytannya farmatsevtychnoyi i medychnoyi nauky ta praktyky. 2(24). 116–118 [in Ukrainian]
dc.relation.referencesen4. P. Mampuys, C. R. McElroy, J. H. Clark, R. V. A. Orru, and B.U.W. Maes (2020) Thiosulfonates as Emerging Reactants: Synthesis and Applications Adv. Synth. Catal. 362, 3–64. https://doi.org/10.1002/adsc.201901597
dc.relation.referencesen5. V. Lubenets, N. Stadnytska, D. Baranovych, S. Vasylyuk, O. Karpenko, V. Havryliak and V. Novikov (March 15th 2019). Thiosulfonates: The Prospective Substances against Fungal Infections. In: Fungal Infection . Eds. Érico Silva de Loreto and Juliana Simoni Moraes Tondolo, IntechOpen, London. DOI:10.5772/intechopen.84436. ;
dc.relation.referencesen6. Pylypets A. Z., Iskra R. Y., Havryliak V. V., Nakonechna A. V., Novikov V. P., Lubenets V. I. (2017) Effects of thiosulfonates on the lipid composition of rat tissues. Ukrainskyi biokhimichnyi zhurnal. 89. 6, 58–64. doi: https://doi.org/10.15407/ubj89.06.056
dc.relation.referencesen7. Oriabinska L. B., Starovoitova S. O., Vasylyuk S. V., Novikov V. P., Lubenets V. I. (2017) Ethylthiosulfanilate effect on Candida tropicalis. Ukrainskyi biokhimichnyi zhur- nal. 89( 5). 70–76. doi: https://doi.org/10.15407/ubj89.05.070
dc.relation.referencesen8. T. I. Halenova, I. V. Nikolaeva, A. V. Nakonechna, K. B. Bolibrukh, N. Y. Monka, V. I. Lubenets, O. M. Savchuk, V. P. Novikov, L. I. Ostapchenko. (2015). The search of compounds with antiaggregation activity among S-esters of thiosulfonic acids. Ukr. Biochem. J. 87. 5.83–92. doi: https://doi.org/10.15407/ubj87.05.083
dc.relation.referencesen9. V. I. Lubenets, Stadnitskaya, V. P. Novikov. (2000) Synthesis of thiosulfonates belonging to quinoline derivatives. Russ. J. Org. Chem. 36, 851–853. DOIhttps://doi.org/10.1007/BF02757443
dc.relation.referencesen10. Sato, R., Akutsu, Y., Goto, T., Saito, M. (1987). Benzopentathiepin as sulfurization reagent. Novel synthesis of thiosulfonates from sulfinates. Chem. Lett. 16. 2161–2162.
dc.relation.referencesen11. D. B. Baranovich, V. I. Lubenets, V. P. Novikov, (2001). Synthesis of thiosulfonates with functional groups in the aliphatic chain, Russ. J. Org. Chem. 37, 1046–1047.
dc.relation.referencesen12. D. B. Baranovich, V. I. Lubenets, V. P. Novikov (2001). Synthesis of S-[2-(4-Aminobenzenesulfonyl) ethyl] and S-[2-(3-Amino-4-methoxybenzenesulfonyl) ethyl] Thiosulfonates. Russ. J. Gen. Chem. 71, 1827–1827. DOIhttps://doi.org/10.1023/A:1013987618313
dc.relation.referencesen13. Q. Zhao, L. Lu, Q. (2017). Direct Monofluoromethylthiolation with S-(Fluoromethyl) Benzenesulfonothioate. Shen, Angew. Chem. 2017, 129, 11733–11736; Angew. Chem. Int. Ed. 56, 11575–11578. DOI:10.1002/anie.201705633
dc.relation.referencesen14. V. I. Lubenets, S. V. Vasylyuk, V. P. Novikov. (2005). Synthesis of S-(3-chloroquinoxalin-2-yl) esters of aliphatic and aromatic thiosulfonic acids. Chem. Heterocycl. Compd. 41, 1547–1548. https://doi.org/10.1007/s10593-006-0039-9
dc.relation.referencesen15. B. Chura, V. I. Lubenets, O. V. Goi, V. P. Novikov (2002). The Reaction of Sodium 4-Acetylaminobenzenethiosulfonate with 2,3-Dichloroquinoxaline. Chem. Heterocycl. Compd. 38, 1432–1433. DOI: 10.1023/A:1022163417299
dc.relation.referencesen16. V. I. Lubenets, S. V. Vasylyuk, O. V. Goi, V. P. Novikov (2006). Reaction of 6,7-dichloroquinoline-5,8- quinone with thiosulfonic acid salts. Chem. Heterocycl. Compd. 42, 961–962. DOIhttps://doi.org/10.1007/s10593-006-0189-9
dc.relation.referencesen17. Lubenets V., Parashchyn Z., Vasylyuk S., Novikov V. (2017). The S-methyl-(2-methoxycarbonylaminobenzimidazole-5) thiosulfo-nate as potential anticancer agents. Global journal of Pharmacy & pharmaceutical Science. 3 (2). 001–003.
dc.relation.referencesen18. Shvets V., Karpenko O., Karpenko I., Novikov V., Lubenets V. (2017) Antimicrobial action of compositions based on thiosulfonates and biosurfactants on phytopathogens. Innovative Biosystems and Bioengineering. 1(1), 43–48.
dc.relation.referencesen19. I. A. Martyrosyan, O. V. Pakholyuk, B. D. Semak, O. Z. Komarovska-Porokhnyavets, V. I. Lubenets, S. A. Pambuk. (2019). Novi tekhnolohiyi efektyvnoho zakhystu tekstylyu vid mikrobiolohichnykh poshkodzhen. Nanosystemy, nanomaterialy, nanotekhnolohiyi.17(4). 621–636 [in Ukrainian]
dc.relation.referencesen20. N. Ya. Monka, D. B. Baranovich, G. B. Shiyan, G. M. Khomitskaya, V. I. Lubenets (2019). Synthesis and properties of 4–amino-2-methylpyrimidin-5-yl-methyl esters of aromatic thiosulfonic acids. Chemistry, Technology and Application of Substances., 2(2). 122–128. [in Ukrainian]
dc.relation.referencesen21. N. Ya. Monka, H. M. Khomitska, S. V. Vasyliuk, L. V. Fizer, L. D. Bolibrukh, V. I. Lubenets (2020). Synthesis and properties of 4,6-dimethylpyrimidine-2-yl esters of aromatic thiosulfoacids. Chemistry, Technology and Application of Substances., 2(2). 122–128.
dc.relation.referencesen22. T. A. Gloriozova, D. A. Filimonov, A. A. Lagunin, V. V. Poroykov (1998) Testirovaniye komp'yuternoy sistemy dlya predskazaniya biologicheskoy aktivnosti PASS na vyborke novykh khimicheskikh soyedineniy. Khim.-farm. zhurnal. 32(12), 32–39. [in Russian]
dc.relation.referencesen23. A. Lagunin, A. Stepanchikova, D. Filimonov, V. Poroikov (2000). PASS: prediction of activity spectra for biologically active substances. Bioinformatics. 16 (8), 747–748.
dc.relation.urihttps://doi.org/10.1002/adsc.201901597
dc.relation.urihttps://doi.org/10.15407/ubj89.06.056
dc.relation.urihttps://doi.org/10.15407/ubj89.05.070
dc.relation.urihttps://doi.org/10.15407/ubj87.05.083
dc.relation.urihttps://doi.org/10.1007/BF02757443
dc.relation.urihttps://doi.org/10.1023/A:1013987618313
dc.relation.urihttps://doi.org/10.1007/s10593-006-0039-9
dc.relation.urihttps://doi.org/10.1007/s10593-006-0189-9
dc.rights.holder© Національний університет “Львівська політехніка”, 2020
dc.subjectпіримідин
dc.subjectестери тіосульфокислот
dc.subjectпрогнозована активність
dc.subjectтоксичність
dc.subjectцитотоксичніть
dc.subjectpyrimidine
dc.subjectthiosulfonic acid esters
dc.subjectpredicted activity
dc.subjecttoxicity
dc.subjectcytotoxicity
dc.titleПрогнозований скринінг біологічної активності тіосульфонатних похідних піримідину
dc.title.alternativePredicted screening of biological activity of thiosulphonate pyrimidine derivatives
dc.typeArticle

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Chemistry, Technology and Application of Substances. – 2020. – Vol. 3, No. 2