Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments
Objectives. This study aimed to obtain ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments and evaluate their cytotoxic properties against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Methods. The qualitative and quantitative compositions of the reaction masses were determined usin...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | Russian |
| Published: |
MIREA - Russian Technological University
2021-05-01
|
| Series: | Тонкие химические технологии |
| Subjects: | |
| Online Access: | https://www.finechem-mirea.ru/jour/article/view/1699 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850028711152189440 |
|---|---|
| author | Sh. Sh. Dzhumaev Yu. G. Borisova G. Z. Raskil’dina U. Sh. Kuzmina R. R. Daminev S. S. Zlotskii |
| author_facet | Sh. Sh. Dzhumaev Yu. G. Borisova G. Z. Raskil’dina U. Sh. Kuzmina R. R. Daminev S. S. Zlotskii |
| author_sort | Sh. Sh. Dzhumaev |
| collection | DOAJ |
| description | Objectives. This study aimed to obtain ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments and evaluate their cytotoxic properties against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Methods. The qualitative and quantitative compositions of the reaction masses were determined using mass spectrometry (using a Chromatek-Kristall 5000M device with the 2012 National Institute of Standards and Technology, USA database) and nuclear magnetic resonance spectroscopy (using a Bruker AM-500 device with operating frequencies of 500 and 125 MHz).Results. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were synthesized in the presence of a catamine AB catalyst. The structures of the obtained substances were confirmed using gas-liquid chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy. The cytotoxicity of the esters was studied against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Conclusions. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were obtained in quantitative yields; however, only 4-{[(2,2-dichloro-3-{[(2,2-dichlorocyclopropyl) methoxy]methyl}cyclopropyl)methoxy]methyl}-2,2-dimethyl-1,3-dioxolane exhibited cytotoxic activity against HEK293, SH-SY5Y, MCF-7, and A549 cell lines. |
| format | Article |
| id | doaj-art-2e235642b0bf4e84b2ddfbf82843ab3d |
| institution | DOAJ |
| issn | 2410-6593 2686-7575 |
| language | Russian |
| publishDate | 2021-05-01 |
| publisher | MIREA - Russian Technological University |
| record_format | Article |
| series | Тонкие химические технологии |
| spelling | doaj-art-2e235642b0bf4e84b2ddfbf82843ab3d2025-08-20T02:59:45ZrusMIREA - Russian Technological UniversityТонкие химические технологии2410-65932686-75752021-05-0116215616610.32362/2410-6593-2021-16-2-156-1661632Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragmentsSh. Sh. Dzhumaev0Yu. G. Borisova1G. Z. Raskil’dina2U. Sh. Kuzmina3R. R. Daminev4S. S. Zlotskii5Ufa State Petroleum Technological UniversityUfa State Petroleum Technological UniversityUfa State Petroleum Technological UniversityInstitute of Biochemistry and Genetics, Ufa Federal Research Center, Russian Academy of SciencesUfa State Petroleum Technological University, Branch in SterlitamakUfa State Petroleum Technological UniversityObjectives. This study aimed to obtain ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments and evaluate their cytotoxic properties against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Methods. The qualitative and quantitative compositions of the reaction masses were determined using mass spectrometry (using a Chromatek-Kristall 5000M device with the 2012 National Institute of Standards and Technology, USA database) and nuclear magnetic resonance spectroscopy (using a Bruker AM-500 device with operating frequencies of 500 and 125 MHz).Results. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were synthesized in the presence of a catamine AB catalyst. The structures of the obtained substances were confirmed using gas-liquid chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy. The cytotoxicity of the esters was studied against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Conclusions. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were obtained in quantitative yields; however, only 4-{[(2,2-dichloro-3-{[(2,2-dichlorocyclopropyl) methoxy]methyl}cyclopropyl)methoxy]methyl}-2,2-dimethyl-1,3-dioxolane exhibited cytotoxic activity against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.https://www.finechem-mirea.ru/jour/article/view/169922-dimethyl-4-hydroxymethyl-13-dioxolanecarbenationcell linescytotoxicity |
| spellingShingle | Sh. Sh. Dzhumaev Yu. G. Borisova G. Z. Raskil’dina U. Sh. Kuzmina R. R. Daminev S. S. Zlotskii Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments Тонкие химические технологии 2 2-dimethyl-4-hydroxymethyl-1 3-dioxolane carbenation cell lines cytotoxicity |
| title | Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments |
| title_full | Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments |
| title_fullStr | Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments |
| title_full_unstemmed | Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments |
| title_short | Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments |
| title_sort | synthesis of ethers containing 1 3 dioxolane and gem dichlorocyclopropane fragments |
| topic | 2 2-dimethyl-4-hydroxymethyl-1 3-dioxolane carbenation cell lines cytotoxicity |
| url | https://www.finechem-mirea.ru/jour/article/view/1699 |
| work_keys_str_mv | AT shshdzhumaev synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments AT yugborisova synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments AT gzraskildina synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments AT ushkuzmina synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments AT rrdaminev synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments AT sszlotskii synthesisofetherscontaining13dioxolaneandgemdichlorocyclopropanefragments |