Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes

Conjugates of isatin and hydrazones based on (+)-camphor and (–)-fenchone were synthesized for the first time. The physicochemical properties of the synthesized compounds have been studied, and for the hydrazone product of fenchone and isatin X-ray diffraction data have been obtained. Molecular mode...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Russian journal of general chemistry 2024, Vol.94 (1), p.81-92
Hauptverfasser: Yarovaya, O. I., Baev, D. S., Kovaleva, K. S., Gatilov, Yu. V., Meshkova, Yu. V., Marinina, M. K., Oreshko, V. V., Tolstikova, T. G., Salakhutdinov, N. F.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 92
container_issue 1
container_start_page 81
container_title Russian journal of general chemistry
container_volume 94
creator Yarovaya, O. I.
Baev, D. S.
Kovaleva, K. S.
Gatilov, Yu. V.
Meshkova, Yu. V.
Marinina, M. K.
Oreshko, V. V.
Tolstikova, T. G.
Salakhutdinov, N. F.
description Conjugates of isatin and hydrazones based on (+)-camphor and (–)-fenchone were synthesized for the first time. The physicochemical properties of the synthesized compounds have been studied, and for the hydrazone product of fenchone and isatin X-ray diffraction data have been obtained. Molecular modeling of the possible interaction of new compounds with the active site of the basic protease 3CLpro of the SARS-CoV-2 virus was carried out, and the properties of isatin-terpene compounds as inhibitors of the 3CLpro protease were studied. It was found that the new conjugates do not exhibit inhibitory properties against 3CLpro, which makes it possible to clarify the direction of further chemical modifications of monoterpenoid derivatives in order to obtain molecules with antiviral properties.
doi_str_mv 10.1134/S1070363224010080
format Article
fullrecord <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_3039886276</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A790440561</galeid><sourcerecordid>A790440561</sourcerecordid><originalsourceid>FETCH-LOGICAL-c335t-3240ed4014a8d20af0f89f4db6184a7715c46eff81be22dba929b237f9401f073</originalsourceid><addsrcrecordid>eNp1kU1LAzEQhhdRsFZ_gLcFz1snyTa7e6zFj0KtQvW8pNlJTWmTNUmR_ntTVyiikkPCzPNMXpgkuSQwIITl13MCBTDOKM2BAJRwlPQIhzJjbAjH8R3b2b5_mpx5v4I9xGkvmc13Jryh1z4VpkmfnW3RBY0-tSqd4Uc6tma1XYrQVSZeBG2-0Bstd3KtZfpojQ3oWjToz5MTJdYeL77vfvJ6d_syfsimT_eT8WiayZgnZCymxCYmzUXZUBAKVFmpvFlwUuaiKMhQ5hyVKskCKW0WoqLVgrJCVdFRULB-ctXNbZ1936IP9cpunYlf1gxYVZacFvxALcUaa22UDU7IjfayHhUV5DkMOYnU4A8qngY3WlqDSsf6D4F0gnTWe4eqbp3eCLerCdT7bdS_thEd2jk-smaJ7hD4f-kT9lCIyw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>3039886276</pqid></control><display><type>article</type><title>Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes</title><source>SpringerLink Journals - AutoHoldings</source><creator>Yarovaya, O. I. ; Baev, D. S. ; Kovaleva, K. S. ; Gatilov, Yu. V. ; Meshkova, Yu. V. ; Marinina, M. K. ; Oreshko, V. V. ; Tolstikova, T. G. ; Salakhutdinov, N. F.</creator><creatorcontrib>Yarovaya, O. I. ; Baev, D. S. ; Kovaleva, K. S. ; Gatilov, Yu. V. ; Meshkova, Yu. V. ; Marinina, M. K. ; Oreshko, V. V. ; Tolstikova, T. G. ; Salakhutdinov, N. F.</creatorcontrib><description>Conjugates of isatin and hydrazones based on (+)-camphor and (–)-fenchone were synthesized for the first time. The physicochemical properties of the synthesized compounds have been studied, and for the hydrazone product of fenchone and isatin X-ray diffraction data have been obtained. Molecular modeling of the possible interaction of new compounds with the active site of the basic protease 3CLpro of the SARS-CoV-2 virus was carried out, and the properties of isatin-terpene compounds as inhibitors of the 3CLpro protease were studied. It was found that the new conjugates do not exhibit inhibitory properties against 3CLpro, which makes it possible to clarify the direction of further chemical modifications of monoterpenoid derivatives in order to obtain molecules with antiviral properties.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363224010080</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Amino acids ; Antiviral agents ; Camphor ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Conjugates ; Diffraction ; Health aspects ; Hydrazones ; Marburg virus disease ; Protease ; Protease inhibitors ; Proteases ; Synthesis ; X-rays</subject><ispartof>Russian journal of general chemistry, 2024, Vol.94 (1), p.81-92</ispartof><rights>Pleiades Publishing, Ltd. 2024</rights><rights>COPYRIGHT 2024 Springer</rights><rights>Pleiades Publishing, Ltd. 2024.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c335t-3240ed4014a8d20af0f89f4db6184a7715c46eff81be22dba929b237f9401f073</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363224010080$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363224010080$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Yarovaya, O. I.</creatorcontrib><creatorcontrib>Baev, D. S.</creatorcontrib><creatorcontrib>Kovaleva, K. S.</creatorcontrib><creatorcontrib>Gatilov, Yu. V.</creatorcontrib><creatorcontrib>Meshkova, Yu. V.</creatorcontrib><creatorcontrib>Marinina, M. K.</creatorcontrib><creatorcontrib>Oreshko, V. V.</creatorcontrib><creatorcontrib>Tolstikova, T. G.</creatorcontrib><creatorcontrib>Salakhutdinov, N. F.</creatorcontrib><title>Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>Conjugates of isatin and hydrazones based on (+)-camphor and (–)-fenchone were synthesized for the first time. The physicochemical properties of the synthesized compounds have been studied, and for the hydrazone product of fenchone and isatin X-ray diffraction data have been obtained. Molecular modeling of the possible interaction of new compounds with the active site of the basic protease 3CLpro of the SARS-CoV-2 virus was carried out, and the properties of isatin-terpene compounds as inhibitors of the 3CLpro protease were studied. It was found that the new conjugates do not exhibit inhibitory properties against 3CLpro, which makes it possible to clarify the direction of further chemical modifications of monoterpenoid derivatives in order to obtain molecules with antiviral properties.</description><subject>Amino acids</subject><subject>Antiviral agents</subject><subject>Camphor</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Conjugates</subject><subject>Diffraction</subject><subject>Health aspects</subject><subject>Hydrazones</subject><subject>Marburg virus disease</subject><subject>Protease</subject><subject>Protease inhibitors</subject><subject>Proteases</subject><subject>Synthesis</subject><subject>X-rays</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp1kU1LAzEQhhdRsFZ_gLcFz1snyTa7e6zFj0KtQvW8pNlJTWmTNUmR_ntTVyiikkPCzPNMXpgkuSQwIITl13MCBTDOKM2BAJRwlPQIhzJjbAjH8R3b2b5_mpx5v4I9xGkvmc13Jryh1z4VpkmfnW3RBY0-tSqd4Uc6tma1XYrQVSZeBG2-0Bstd3KtZfpojQ3oWjToz5MTJdYeL77vfvJ6d_syfsimT_eT8WiayZgnZCymxCYmzUXZUBAKVFmpvFlwUuaiKMhQ5hyVKskCKW0WoqLVgrJCVdFRULB-ctXNbZ1936IP9cpunYlf1gxYVZacFvxALcUaa22UDU7IjfayHhUV5DkMOYnU4A8qngY3WlqDSsf6D4F0gnTWe4eqbp3eCLerCdT7bdS_thEd2jk-smaJ7hD4f-kT9lCIyw</recordid><startdate>2024</startdate><enddate>2024</enddate><creator>Yarovaya, O. I.</creator><creator>Baev, D. S.</creator><creator>Kovaleva, K. S.</creator><creator>Gatilov, Yu. V.</creator><creator>Meshkova, Yu. V.</creator><creator>Marinina, M. K.</creator><creator>Oreshko, V. V.</creator><creator>Tolstikova, T. G.</creator><creator>Salakhutdinov, N. F.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2024</creationdate><title>Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes</title><author>Yarovaya, O. I. ; Baev, D. S. ; Kovaleva, K. S. ; Gatilov, Yu. V. ; Meshkova, Yu. V. ; Marinina, M. K. ; Oreshko, V. V. ; Tolstikova, T. G. ; Salakhutdinov, N. F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-3240ed4014a8d20af0f89f4db6184a7715c46eff81be22dba929b237f9401f073</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Amino acids</topic><topic>Antiviral agents</topic><topic>Camphor</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Conjugates</topic><topic>Diffraction</topic><topic>Health aspects</topic><topic>Hydrazones</topic><topic>Marburg virus disease</topic><topic>Protease</topic><topic>Protease inhibitors</topic><topic>Proteases</topic><topic>Synthesis</topic><topic>X-rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yarovaya, O. I.</creatorcontrib><creatorcontrib>Baev, D. S.</creatorcontrib><creatorcontrib>Kovaleva, K. S.</creatorcontrib><creatorcontrib>Gatilov, Yu. V.</creatorcontrib><creatorcontrib>Meshkova, Yu. V.</creatorcontrib><creatorcontrib>Marinina, M. K.</creatorcontrib><creatorcontrib>Oreshko, V. V.</creatorcontrib><creatorcontrib>Tolstikova, T. G.</creatorcontrib><creatorcontrib>Salakhutdinov, N. F.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yarovaya, O. I.</au><au>Baev, D. S.</au><au>Kovaleva, K. S.</au><au>Gatilov, Yu. V.</au><au>Meshkova, Yu. V.</au><au>Marinina, M. K.</au><au>Oreshko, V. V.</au><au>Tolstikova, T. G.</au><au>Salakhutdinov, N. F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2024</date><risdate>2024</risdate><volume>94</volume><issue>1</issue><spage>81</spage><epage>92</epage><pages>81-92</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>Conjugates of isatin and hydrazones based on (+)-camphor and (–)-fenchone were synthesized for the first time. The physicochemical properties of the synthesized compounds have been studied, and for the hydrazone product of fenchone and isatin X-ray diffraction data have been obtained. Molecular modeling of the possible interaction of new compounds with the active site of the basic protease 3CLpro of the SARS-CoV-2 virus was carried out, and the properties of isatin-terpene compounds as inhibitors of the 3CLpro protease were studied. It was found that the new conjugates do not exhibit inhibitory properties against 3CLpro, which makes it possible to clarify the direction of further chemical modifications of monoterpenoid derivatives in order to obtain molecules with antiviral properties.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363224010080</doi><tpages>12</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1070-3632
ispartof Russian journal of general chemistry, 2024, Vol.94 (1), p.81-92
issn 1070-3632
1608-3350
language eng
recordid cdi_proquest_journals_3039886276
source SpringerLink Journals - AutoHoldings
subjects Amino acids
Antiviral agents
Camphor
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Conjugates
Diffraction
Health aspects
Hydrazones
Marburg virus disease
Protease
Protease inhibitors
Proteases
Synthesis
X-rays
title Synthesis and Properties of New Conjugates of Isatin and Bicyclic Monoterpenes
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-02T23%3A57%3A23IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_proqu&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20Properties%20of%20New%20Conjugates%20of%20Isatin%20and%20Bicyclic%20Monoterpenes&rft.jtitle=Russian%20journal%20of%20general%20chemistry&rft.au=Yarovaya,%20O.%20I.&rft.date=2024&rft.volume=94&rft.issue=1&rft.spage=81&rft.epage=92&rft.pages=81-92&rft.issn=1070-3632&rft.eissn=1608-3350&rft_id=info:doi/10.1134/S1070363224010080&rft_dat=%3Cgale_proqu%3EA790440561%3C/gale_proqu%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=3039886276&rft_id=info:pmid/&rft_galeid=A790440561&rfr_iscdi=true