Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles

Ursane-type triterpenoids containing functionalized heterocyclic substituents were chemically modified. Aminomethylation of ursane hybrids with 1,3,4-oxadiazole- and 1,2,4-triazolethiones occurred smoothly to form new potentially biologically active derivatives of pentacyclic triterpenoids containin...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry of natural compounds 2022, Vol.58 (1), p.65-70
Hauptverfasser: Semenova, M. D., Popov, S. A., Shul’ts, E. E., Turks, M.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 70
container_issue 1
container_start_page 65
container_title Chemistry of natural compounds
container_volume 58
creator Semenova, M. D.
Popov, S. A.
Shul’ts, E. E.
Turks, M.
description Ursane-type triterpenoids containing functionalized heterocyclic substituents were chemically modified. Aminomethylation of ursane hybrids with 1,3,4-oxadiazole- and 1,2,4-triazolethiones occurred smoothly to form new potentially biologically active derivatives of pentacyclic triterpenoids containing 4-morphlinomethyl-5-thioxo-1,3,4-oxadiazole or 4-morpholinomethyl-5-thioxo-1,2,4-triazole substituents. Nucleophilic substitution of a methanesulfonyl group in a 1,3,4-oxadiazole substituent of a pentacyclic triterpenoid synthesized ursane-type hybrids with 2-hydroxyoxadiazoles and 2-dialkylaminooxadiazoles.
doi_str_mv 10.1007/s10600-022-03597-x
format Article
fullrecord <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_2634583206</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A695327698</galeid><sourcerecordid>A695327698</sourcerecordid><originalsourceid>FETCH-LOGICAL-c343t-f3dffc123f55681dff93177e42052994987574c20a43ce1d9866e803b04e060f3</originalsourceid><addsrcrecordid>eNp9kV1PFDEUhhuDiQv6B7yaxCsTCqftfLSXG1AhQU1cuG66M6e7hdnp2nbCjr-ewpgYbkwvmnP6PP16CfnI4IwBNOeRQQ1AgXMKolINPbwhC1Y1gkoh5RFZAICiggl4R45jvM-lrGu5IA-raUhbjC4W3hY_8LG4C9EMSG-nPRZX0zq4LhaPLm2L7z7st753g99h2k49PS0unekfpt7scjOXZuiy0gV_yKurcR2TS2PCrlj-8T3G9-StNX3ED3_nE3L39cvtxRW9-fnt-mJ5Q1tRikSt6KxtGRe2qmrJcqEEaxosOVRcqVLJpmrKloMpRYusU_klKEGsocT8C1ackE_zvvvgf48Yk773YxjykZrXoqyk4FBn6mymNqZH7QbrUzBtHh3uXOsHtC73l7WqBG9qJbPw-ZWQmYSHtDFjjPp69es1y2e2DT7GgFbvg9uZMGkG-jkxPSemc2L6JTF9yJKYpZjhYYPh373_Yz0Bs-iYhA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2634583206</pqid></control><display><type>article</type><title>Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles</title><source>SpringerLink Journals</source><creator>Semenova, M. D. ; Popov, S. A. ; Shul’ts, E. E. ; Turks, M.</creator><creatorcontrib>Semenova, M. D. ; Popov, S. A. ; Shul’ts, E. E. ; Turks, M.</creatorcontrib><description>Ursane-type triterpenoids containing functionalized heterocyclic substituents were chemically modified. Aminomethylation of ursane hybrids with 1,3,4-oxadiazole- and 1,2,4-triazolethiones occurred smoothly to form new potentially biologically active derivatives of pentacyclic triterpenoids containing 4-morphlinomethyl-5-thioxo-1,3,4-oxadiazole or 4-morpholinomethyl-5-thioxo-1,2,4-triazole substituents. Nucleophilic substitution of a methanesulfonyl group in a 1,3,4-oxadiazole substituent of a pentacyclic triterpenoid synthesized ursane-type hybrids with 2-hydroxyoxadiazoles and 2-dialkylaminooxadiazoles.</description><identifier>ISSN: 0009-3130</identifier><identifier>EISSN: 1573-8388</identifier><identifier>DOI: 10.1007/s10600-022-03597-x</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Heterocyclic compounds ; Hydroxides ; Organic Chemistry ; Oxadiazoles ; Plant Sciences ; Triazoles</subject><ispartof>Chemistry of natural compounds, 2022, Vol.58 (1), p.65-70</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2022</rights><rights>COPYRIGHT 2022 Springer</rights><rights>Springer Science+Business Media, LLC, part of Springer Nature 2022.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c343t-f3dffc123f55681dff93177e42052994987574c20a43ce1d9866e803b04e060f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10600-022-03597-x$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10600-022-03597-x$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Semenova, M. D.</creatorcontrib><creatorcontrib>Popov, S. A.</creatorcontrib><creatorcontrib>Shul’ts, E. E.</creatorcontrib><creatorcontrib>Turks, M.</creatorcontrib><title>Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles</title><title>Chemistry of natural compounds</title><addtitle>Chem Nat Compd</addtitle><description>Ursane-type triterpenoids containing functionalized heterocyclic substituents were chemically modified. Aminomethylation of ursane hybrids with 1,3,4-oxadiazole- and 1,2,4-triazolethiones occurred smoothly to form new potentially biologically active derivatives of pentacyclic triterpenoids containing 4-morphlinomethyl-5-thioxo-1,3,4-oxadiazole or 4-morpholinomethyl-5-thioxo-1,2,4-triazole substituents. Nucleophilic substitution of a methanesulfonyl group in a 1,3,4-oxadiazole substituent of a pentacyclic triterpenoid synthesized ursane-type hybrids with 2-hydroxyoxadiazoles and 2-dialkylaminooxadiazoles.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Heterocyclic compounds</subject><subject>Hydroxides</subject><subject>Organic Chemistry</subject><subject>Oxadiazoles</subject><subject>Plant Sciences</subject><subject>Triazoles</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kV1PFDEUhhuDiQv6B7yaxCsTCqftfLSXG1AhQU1cuG66M6e7hdnp2nbCjr-ewpgYbkwvmnP6PP16CfnI4IwBNOeRQQ1AgXMKolINPbwhC1Y1gkoh5RFZAICiggl4R45jvM-lrGu5IA-raUhbjC4W3hY_8LG4C9EMSG-nPRZX0zq4LhaPLm2L7z7st753g99h2k49PS0unekfpt7scjOXZuiy0gV_yKurcR2TS2PCrlj-8T3G9-StNX3ED3_nE3L39cvtxRW9-fnt-mJ5Q1tRikSt6KxtGRe2qmrJcqEEaxosOVRcqVLJpmrKloMpRYusU_klKEGsocT8C1ackE_zvvvgf48Yk773YxjykZrXoqyk4FBn6mymNqZH7QbrUzBtHh3uXOsHtC73l7WqBG9qJbPw-ZWQmYSHtDFjjPp69es1y2e2DT7GgFbvg9uZMGkG-jkxPSemc2L6JTF9yJKYpZjhYYPh373_Yz0Bs-iYhA</recordid><startdate>2022</startdate><enddate>2022</enddate><creator>Semenova, M. D.</creator><creator>Popov, S. A.</creator><creator>Shul’ts, E. E.</creator><creator>Turks, M.</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope></search><sort><creationdate>2022</creationdate><title>Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles</title><author>Semenova, M. D. ; Popov, S. A. ; Shul’ts, E. E. ; Turks, M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c343t-f3dffc123f55681dff93177e42052994987574c20a43ce1d9866e803b04e060f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Heterocyclic compounds</topic><topic>Hydroxides</topic><topic>Organic Chemistry</topic><topic>Oxadiazoles</topic><topic>Plant Sciences</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Semenova, M. D.</creatorcontrib><creatorcontrib>Popov, S. A.</creatorcontrib><creatorcontrib>Shul’ts, E. E.</creatorcontrib><creatorcontrib>Turks, M.</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><jtitle>Chemistry of natural compounds</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Semenova, M. D.</au><au>Popov, S. A.</au><au>Shul’ts, E. E.</au><au>Turks, M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2022</date><risdate>2022</risdate><volume>58</volume><issue>1</issue><spage>65</spage><epage>70</epage><pages>65-70</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>Ursane-type triterpenoids containing functionalized heterocyclic substituents were chemically modified. Aminomethylation of ursane hybrids with 1,3,4-oxadiazole- and 1,2,4-triazolethiones occurred smoothly to form new potentially biologically active derivatives of pentacyclic triterpenoids containing 4-morphlinomethyl-5-thioxo-1,3,4-oxadiazole or 4-morpholinomethyl-5-thioxo-1,2,4-triazole substituents. Nucleophilic substitution of a methanesulfonyl group in a 1,3,4-oxadiazole substituent of a pentacyclic triterpenoid synthesized ursane-type hybrids with 2-hydroxyoxadiazoles and 2-dialkylaminooxadiazoles.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10600-022-03597-x</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0009-3130
ispartof Chemistry of natural compounds, 2022, Vol.58 (1), p.65-70
issn 0009-3130
1573-8388
language eng
recordid cdi_proquest_journals_2634583206
source SpringerLink Journals
subjects Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Heterocyclic compounds
Hydroxides
Organic Chemistry
Oxadiazoles
Plant Sciences
Triazoles
title Synthesis of New Ursane-Type Hybrids with Morpholinomethyl-, Dialkylamino-, and Hydroxyl-Substituted Azoles
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-20T00%3A00%3A52IST&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%20of%20New%20Ursane-Type%20Hybrids%20with%20Morpholinomethyl-,%20Dialkylamino-,%20and%20Hydroxyl-Substituted%20Azoles&rft.jtitle=Chemistry%20of%20natural%20compounds&rft.au=Semenova,%20M.%20D.&rft.date=2022&rft.volume=58&rft.issue=1&rft.spage=65&rft.epage=70&rft.pages=65-70&rft.issn=0009-3130&rft.eissn=1573-8388&rft_id=info:doi/10.1007/s10600-022-03597-x&rft_dat=%3Cgale_proqu%3EA695327698%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=2634583206&rft_id=info:pmid/&rft_galeid=A695327698&rfr_iscdi=true