Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives
Among the fused azaheterocycles, quinolines have long attracted the attention of chemists. First of all, this is due to their wide range of practically useful properties. Quinolines and their derivatives exhibit a wide range of biological activities, including antimalarial, anticancer, antiviral, an...
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| Format: | Article |
| Language: | English |
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Saratov State University
2025-03-01
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| Series: | Известия Саратовского университета. Новая серия: Серия Химия. Биология. Экология |
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| Online Access: | https://ichbe.sgu.ru/sites/ichbe.sgu.ru/files/text-pdf/2025/04/himiya_2025_1-14-22.pdf |
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| author | Gribanova, Yana Александровна Potapov, Andrey Юрьевич Karelina, Kristina Olegovna Slivkin, Aleksei I. Shikhaliev, Khidmet S. Селеменев, Владимир Федорович Рудаков, Олег Борисович |
| author_facet | Gribanova, Yana Александровна Potapov, Andrey Юрьевич Karelina, Kristina Olegovna Slivkin, Aleksei I. Shikhaliev, Khidmet S. Селеменев, Владимир Федорович Рудаков, Олег Борисович |
| author_sort | Gribanova, Yana Александровна |
| collection | DOAJ |
| description | Among the fused azaheterocycles, quinolines have long attracted the attention of chemists. First of all, this is due to their wide range of practically useful properties. Quinolines and their derivatives exhibit a wide range of biological activities, including antimalarial, anticancer, antiviral, antifungal and anti-infl ammatory activities. These compounds are also used as fl uorescent probes, luminescent labels, and in dye production. In the course of this work, a series of pyridocoumarin systems have been obtained, which have been tested as inhibitors of blood clotting factors Xa and XIa. The method for the synthesis of the proposed compounds involves the condensation of 7-hydroxy-2,2,4-trimethyl-1,2- dihydroquinolines and 7-hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydroquinolines with malononitrile and aryl(hetaryl)aldehydes. It has been found that as a result of this interaction, new 4H-pyrano[3,2-g]quinoline-3-carbonitriles are formed. In addition, new derivatives of 7-hydroxy-2,2,4- trimethyl-1,2,3,4-tetrahydroquinoline containing an aryl fragment in the 4-position have been obtained, which have been also used as starting compounds for the annelation reaction of the pyran ring. The pyridocoumarin systems obtained in the study have showed promising inhibitory activity against these coagulation factors, making them promising candidates for further study as potential anticoagulant drugs. |
| format | Article |
| id | doaj-art-e72f8d4fd725478d9f4f41be9335970b |
| institution | Kabale University |
| issn | 1816-9775 2541-8971 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Saratov State University |
| record_format | Article |
| series | Известия Саратовского университета. Новая серия: Серия Химия. Биология. Экология |
| spelling | doaj-art-e72f8d4fd725478d9f4f41be9335970b2025-08-24T14:44:25ZengSaratov State UniversityИзвестия Саратовского университета. Новая серия: Серия Химия. Биология. Экология1816-97752541-89712025-03-01251142210.18500/1816-9775-2025-25-1-14-22Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivativesGribanova, Yana Александровна0Potapov, Andrey Юрьевич1Karelina, Kristina Olegovna2Slivkin, Aleksei I.3Shikhaliev, Khidmet S.4Селеменев, Владимир Федорович5Рудаков, Олег БорисовичVoronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Voronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Voronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Voronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Voronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Voronezh State University, Universitetskaya sq., 1, Voronezh, Voronezh region, 394036Among the fused azaheterocycles, quinolines have long attracted the attention of chemists. First of all, this is due to their wide range of practically useful properties. Quinolines and their derivatives exhibit a wide range of biological activities, including antimalarial, anticancer, antiviral, antifungal and anti-infl ammatory activities. These compounds are also used as fl uorescent probes, luminescent labels, and in dye production. In the course of this work, a series of pyridocoumarin systems have been obtained, which have been tested as inhibitors of blood clotting factors Xa and XIa. The method for the synthesis of the proposed compounds involves the condensation of 7-hydroxy-2,2,4-trimethyl-1,2- dihydroquinolines and 7-hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydroquinolines with malononitrile and aryl(hetaryl)aldehydes. It has been found that as a result of this interaction, new 4H-pyrano[3,2-g]quinoline-3-carbonitriles are formed. In addition, new derivatives of 7-hydroxy-2,2,4- trimethyl-1,2,3,4-tetrahydroquinoline containing an aryl fragment in the 4-position have been obtained, which have been also used as starting compounds for the annelation reaction of the pyran ring. The pyridocoumarin systems obtained in the study have showed promising inhibitory activity against these coagulation factors, making them promising candidates for further study as potential anticoagulant drugs.https://ichbe.sgu.ru/sites/ichbe.sgu.ru/files/text-pdf/2025/04/himiya_2025_1-14-22.pdfhydroxy-224-trimethylhydroquinolines4h-pyran ringannelation |
| spellingShingle | Gribanova, Yana Александровна Potapov, Andrey Юрьевич Karelina, Kristina Olegovna Slivkin, Aleksei I. Shikhaliev, Khidmet S. Селеменев, Владимир Федорович Рудаков, Олег Борисович Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives Известия Саратовского университета. Новая серия: Серия Химия. Биология. Экология hydroxy-2 2 4-trimethylhydroquinolines 4h-pyran ring annelation |
| title | Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives |
| title_full | Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives |
| title_fullStr | Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives |
| title_full_unstemmed | Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives |
| title_short | Synthesis of new hybrid molecules based on 7-hydroxy-2,2,4-trimethylhydroquinoline derivatives |
| title_sort | synthesis of new hybrid molecules based on 7 hydroxy 2 2 4 trimethylhydroquinoline derivatives |
| topic | hydroxy-2 2 4-trimethylhydroquinolines 4h-pyran ring annelation |
| url | https://ichbe.sgu.ru/sites/ichbe.sgu.ru/files/text-pdf/2025/04/himiya_2025_1-14-22.pdf |
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