MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]

Multi‐component reaction indoline‐2,3‐dione derivatives, malononitrile, carbon disulfide and dimedone have led to newly synthesized 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile derivatives under acidic and base conditions with high effic...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:ChemistrySelect (Weinheim) 2019-08, Vol.4 (31), p.9247-9251
Hauptverfasser: Moghaddam‐Manesh, Mohammadreza, Ghazanfari, Dadkhoda, Sheikhhossein, Enayatollah, Akhgar, Mohammadreza
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 9251
container_issue 31
container_start_page 9247
container_title ChemistrySelect (Weinheim)
container_volume 4
creator Moghaddam‐Manesh, Mohammadreza
Ghazanfari, Dadkhoda
Sheikhhossein, Enayatollah
Akhgar, Mohammadreza
description Multi‐component reaction indoline‐2,3‐dione derivatives, malononitrile, carbon disulfide and dimedone have led to newly synthesized 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile derivatives under acidic and base conditions with high efficiency during a simplified process. In acidic conditions, using MgO nanoparticleas as a catalyst, greater yields in shorter time was observed. The biological effects of synthetic derivatives such as antibacterial and antifungal effects based on inhibition zone diameter, minimum inhibitory concentration, minimum bactericidal concentration, minimum fungicidal concentration and antioxidant effects on DPPH free radical, have been the subject of previous studies. The results showed that some derivatives show higher antimicrobial effects compared to commercial drugs. In this study, six new derivatives of 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile in two ways were synthesized. The use of MgO nanoparticles showed high efficiency and reduced time in the synthesis of compounds. Biological properties including antibacterial, antifungal and antioxidant from synthetic compounds were investigated and good results were obtained from the compounds and acceptable relation between the structure of the compounds and its biological properties was found.
doi_str_mv 10.1002/slct.201900935
format Article
fullrecord <record><control><sourceid>wiley_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_slct_201900935</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>SLCT201900935</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2895-e86d730b1958c6f96c33189f6fdcd77796c702b733c1648d9a75583cd563a4713</originalsourceid><addsrcrecordid>eNqFUMtOwzAQjBBIVMCVcz6gKXZc2_GxispDKiBROCEUuXYCi1y7it2WcOon8C3wR3wJCSDgxmlnZ3dGuxNFhxgNMELpkTcqDFKEBUKC0K2olxJGE0aHYvsP3o0OvH9ECGGWsZTyXvR2fn_5vnm5kNYtZB1AmbJtcxmkaZ5LHU8bGx5KDz6WVsfjlTRLGcDZ2FXxyAaYg6rdDKT5nHeMewItbYhHKsAKQtNtXpTr-HxpArTeV2Dv49zNF25ptW-RDRJsR04XULtbsNoZsN0ZpD9837y24Bb3yZ2G8ADt4G4_2qmk8eXBd92Lbo7H1_lpMrk8OctHk0SlmaBJmTHNCZphQTPFKsEUITgTFau00pzzluAonXFCFGbDTAvJKc2I0pQROeSY7EWDL9_2Re_rsioWNcxl3RQYFV3qRZd68ZN6KxBfgjWYsvlnu5hO8utf7Qfp7o_M</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Moghaddam‐Manesh, Mohammadreza ; Ghazanfari, Dadkhoda ; Sheikhhossein, Enayatollah ; Akhgar, Mohammadreza</creator><creatorcontrib>Moghaddam‐Manesh, Mohammadreza ; Ghazanfari, Dadkhoda ; Sheikhhossein, Enayatollah ; Akhgar, Mohammadreza</creatorcontrib><description>Multi‐component reaction indoline‐2,3‐dione derivatives, malononitrile, carbon disulfide and dimedone have led to newly synthesized 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile derivatives under acidic and base conditions with high efficiency during a simplified process. In acidic conditions, using MgO nanoparticleas as a catalyst, greater yields in shorter time was observed. The biological effects of synthetic derivatives such as antibacterial and antifungal effects based on inhibition zone diameter, minimum inhibitory concentration, minimum bactericidal concentration, minimum fungicidal concentration and antioxidant effects on DPPH free radical, have been the subject of previous studies. The results showed that some derivatives show higher antimicrobial effects compared to commercial drugs. In this study, six new derivatives of 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile in two ways were synthesized. The use of MgO nanoparticles showed high efficiency and reduced time in the synthesis of compounds. Biological properties including antibacterial, antifungal and antioxidant from synthetic compounds were investigated and good results were obtained from the compounds and acceptable relation between the structure of the compounds and its biological properties was found.</description><identifier>ISSN: 2365-6549</identifier><identifier>EISSN: 2365-6549</identifier><identifier>DOI: 10.1002/slct.201900935</identifier><language>eng</language><subject>Antimicrobial activity ; Antioxidant activity ; MgO nanocatalyst ; Multicomponent reaction ; Spiro compounds ; Spiro[indoline-3,4′-[1,3]dithiine]</subject><ispartof>ChemistrySelect (Weinheim), 2019-08, Vol.4 (31), p.9247-9251</ispartof><rights>2019 Wiley‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2895-e86d730b1958c6f96c33189f6fdcd77796c702b733c1648d9a75583cd563a4713</citedby><cites>FETCH-LOGICAL-c2895-e86d730b1958c6f96c33189f6fdcd77796c702b733c1648d9a75583cd563a4713</cites><orcidid>0000-0003-0148-2462</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fslct.201900935$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fslct.201900935$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Moghaddam‐Manesh, Mohammadreza</creatorcontrib><creatorcontrib>Ghazanfari, Dadkhoda</creatorcontrib><creatorcontrib>Sheikhhossein, Enayatollah</creatorcontrib><creatorcontrib>Akhgar, Mohammadreza</creatorcontrib><title>MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]</title><title>ChemistrySelect (Weinheim)</title><description>Multi‐component reaction indoline‐2,3‐dione derivatives, malononitrile, carbon disulfide and dimedone have led to newly synthesized 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile derivatives under acidic and base conditions with high efficiency during a simplified process. In acidic conditions, using MgO nanoparticleas as a catalyst, greater yields in shorter time was observed. The biological effects of synthetic derivatives such as antibacterial and antifungal effects based on inhibition zone diameter, minimum inhibitory concentration, minimum bactericidal concentration, minimum fungicidal concentration and antioxidant effects on DPPH free radical, have been the subject of previous studies. The results showed that some derivatives show higher antimicrobial effects compared to commercial drugs. In this study, six new derivatives of 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile in two ways were synthesized. The use of MgO nanoparticles showed high efficiency and reduced time in the synthesis of compounds. Biological properties including antibacterial, antifungal and antioxidant from synthetic compounds were investigated and good results were obtained from the compounds and acceptable relation between the structure of the compounds and its biological properties was found.</description><subject>Antimicrobial activity</subject><subject>Antioxidant activity</subject><subject>MgO nanocatalyst</subject><subject>Multicomponent reaction</subject><subject>Spiro compounds</subject><subject>Spiro[indoline-3,4′-[1,3]dithiine]</subject><issn>2365-6549</issn><issn>2365-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFUMtOwzAQjBBIVMCVcz6gKXZc2_GxispDKiBROCEUuXYCi1y7it2WcOon8C3wR3wJCSDgxmlnZ3dGuxNFhxgNMELpkTcqDFKEBUKC0K2olxJGE0aHYvsP3o0OvH9ECGGWsZTyXvR2fn_5vnm5kNYtZB1AmbJtcxmkaZ5LHU8bGx5KDz6WVsfjlTRLGcDZ2FXxyAaYg6rdDKT5nHeMewItbYhHKsAKQtNtXpTr-HxpArTeV2Dv49zNF25ptW-RDRJsR04XULtbsNoZsN0ZpD9837y24Bb3yZ2G8ADt4G4_2qmk8eXBd92Lbo7H1_lpMrk8OctHk0SlmaBJmTHNCZphQTPFKsEUITgTFau00pzzluAonXFCFGbDTAvJKc2I0pQROeSY7EWDL9_2Re_rsioWNcxl3RQYFV3qRZd68ZN6KxBfgjWYsvlnu5hO8utf7Qfp7o_M</recordid><startdate>20190823</startdate><enddate>20190823</enddate><creator>Moghaddam‐Manesh, Mohammadreza</creator><creator>Ghazanfari, Dadkhoda</creator><creator>Sheikhhossein, Enayatollah</creator><creator>Akhgar, Mohammadreza</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-0148-2462</orcidid></search><sort><creationdate>20190823</creationdate><title>MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]</title><author>Moghaddam‐Manesh, Mohammadreza ; Ghazanfari, Dadkhoda ; Sheikhhossein, Enayatollah ; Akhgar, Mohammadreza</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2895-e86d730b1958c6f96c33189f6fdcd77796c702b733c1648d9a75583cd563a4713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Antimicrobial activity</topic><topic>Antioxidant activity</topic><topic>MgO nanocatalyst</topic><topic>Multicomponent reaction</topic><topic>Spiro compounds</topic><topic>Spiro[indoline-3,4′-[1,3]dithiine]</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Moghaddam‐Manesh, Mohammadreza</creatorcontrib><creatorcontrib>Ghazanfari, Dadkhoda</creatorcontrib><creatorcontrib>Sheikhhossein, Enayatollah</creatorcontrib><creatorcontrib>Akhgar, Mohammadreza</creatorcontrib><collection>CrossRef</collection><jtitle>ChemistrySelect (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Moghaddam‐Manesh, Mohammadreza</au><au>Ghazanfari, Dadkhoda</au><au>Sheikhhossein, Enayatollah</au><au>Akhgar, Mohammadreza</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]</atitle><jtitle>ChemistrySelect (Weinheim)</jtitle><date>2019-08-23</date><risdate>2019</risdate><volume>4</volume><issue>31</issue><spage>9247</spage><epage>9251</epage><pages>9247-9251</pages><issn>2365-6549</issn><eissn>2365-6549</eissn><abstract>Multi‐component reaction indoline‐2,3‐dione derivatives, malononitrile, carbon disulfide and dimedone have led to newly synthesized 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile derivatives under acidic and base conditions with high efficiency during a simplified process. In acidic conditions, using MgO nanoparticleas as a catalyst, greater yields in shorter time was observed. The biological effects of synthetic derivatives such as antibacterial and antifungal effects based on inhibition zone diameter, minimum inhibitory concentration, minimum bactericidal concentration, minimum fungicidal concentration and antioxidant effects on DPPH free radical, have been the subject of previous studies. The results showed that some derivatives show higher antimicrobial effects compared to commercial drugs. In this study, six new derivatives of 6′‐amino‐2′‐(4,4‐dimethyl‐2,6‐dioxocyclohexylidene)‐2‐oxospiro[indoline‐3,4′‐[1,3]dithiine]‐5′‐carbonitrile in two ways were synthesized. The use of MgO nanoparticles showed high efficiency and reduced time in the synthesis of compounds. Biological properties including antibacterial, antifungal and antioxidant from synthetic compounds were investigated and good results were obtained from the compounds and acceptable relation between the structure of the compounds and its biological properties was found.</abstract><doi>10.1002/slct.201900935</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-0148-2462</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 2365-6549
ispartof ChemistrySelect (Weinheim), 2019-08, Vol.4 (31), p.9247-9251
issn 2365-6549
2365-6549
language eng
recordid cdi_crossref_primary_10_1002_slct_201900935
source Wiley Online Library Journals Frontfile Complete
subjects Antimicrobial activity
Antioxidant activity
MgO nanocatalyst
Multicomponent reaction
Spiro compounds
Spiro[indoline-3,4′-[1,3]dithiine]
title MgO‐Nanoparticle‐Catalyzed Synthesis and Evaluation of Antimicrobial and Antioxidant Activity of New Multi‐Ring Compounds Containing Spiro[indoline‐3,4′‐[1,3]dithiine]
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-08T10%3A23%3A17IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=MgO%E2%80%90Nanoparticle%E2%80%90Catalyzed%20Synthesis%20and%20Evaluation%20of%20Antimicrobial%20and%20Antioxidant%20Activity%20of%20New%20Multi%E2%80%90Ring%20Compounds%20Containing%20Spiro%5Bindoline%E2%80%903,4%E2%80%B2%E2%80%90%5B1,3%5Ddithiine%5D&rft.jtitle=ChemistrySelect%20(Weinheim)&rft.au=Moghaddam%E2%80%90Manesh,%20Mohammadreza&rft.date=2019-08-23&rft.volume=4&rft.issue=31&rft.spage=9247&rft.epage=9251&rft.pages=9247-9251&rft.issn=2365-6549&rft.eissn=2365-6549&rft_id=info:doi/10.1002/slct.201900935&rft_dat=%3Cwiley_cross%3ESLCT201900935%3C/wiley_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true