Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives
The reaction of ethyl 4 ' -amino-1 'H -spiro[cycloheptane-1,2 ' -naphthalene]-3 ' -carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1 H -spiro[benzo[ h ]quinazoline-5,1 ' -cycloheptane]-4(6 H...
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Veröffentlicht in: | Pharmaceutical chemistry journal 2021-05, Vol.55 (2), p.133-137 |
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container_title | Pharmaceutical chemistry journal |
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creator | Markosyan, A. I. Ayvazyan, A. S. Gabrielyan, S. H. Mamyan, S. S. Arsenyan, F. H. Safaryan, A. S. Arakelyan, H. H. |
description | The reaction of ethyl 4
'
-amino-1
'H
-spiro[cycloheptane-1,2
'
-naphthalene]-3
'
-carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-one, which was alkylated in the presence of alkali to give 2-alkylthio-substituted 3-benzyl-3
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-ones. The antitumor activity (against Ehrlich
'
s ascites carcinoma and sarcoma 180) and antibacterial properties of the synthesized compounds were studied using Gram-positive (
S. aureus
209p and 1) and Gram-negative microbes (
S. flexneri
6858 and
E. coli
0-55) as test objects. |
doi_str_mv | 10.1007/s11094-021-02392-2 |
format | Article |
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'
-amino-1
'H
-spiro[cycloheptane-1,2
'
-naphthalene]-3
'
-carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-one, which was alkylated in the presence of alkali to give 2-alkylthio-substituted 3-benzyl-3
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-ones. The antitumor activity (against Ehrlich
'
s ascites carcinoma and sarcoma 180) and antibacterial properties of the synthesized compounds were studied using Gram-positive (
S. aureus
209p and 1) and Gram-negative microbes (
S. flexneri
6858 and
E. coli
0-55) as test objects.</description><identifier>ISSN: 0091-150X</identifier><identifier>EISSN: 1573-9031</identifier><identifier>DOI: 10.1007/s11094-021-02392-2</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Antibacterial agents ; Medicine ; Organic Chemistry ; Pharmacology/Toxicology ; Pharmacy ; Sarcoma</subject><ispartof>Pharmaceutical chemistry journal, 2021-05, Vol.55 (2), p.133-137</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2021</rights><rights>COPYRIGHT 2021 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c358t-4581d76e5dcfc2aa4ae9406e09ac6e242477746a0f730e480de78ab6a0d80b413</citedby><cites>FETCH-LOGICAL-c358t-4581d76e5dcfc2aa4ae9406e09ac6e242477746a0f730e480de78ab6a0d80b413</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/s11094-021-02392-2$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11094-021-02392-2$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Markosyan, A. I.</creatorcontrib><creatorcontrib>Ayvazyan, A. S.</creatorcontrib><creatorcontrib>Gabrielyan, S. H.</creatorcontrib><creatorcontrib>Mamyan, S. S.</creatorcontrib><creatorcontrib>Arsenyan, F. H.</creatorcontrib><creatorcontrib>Safaryan, A. S.</creatorcontrib><creatorcontrib>Arakelyan, H. H.</creatorcontrib><title>Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives</title><title>Pharmaceutical chemistry journal</title><addtitle>Pharm Chem J</addtitle><description>The reaction of ethyl 4
'
-amino-1
'H
-spiro[cycloheptane-1,2
'
-naphthalene]-3
'
-carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-one, which was alkylated in the presence of alkali to give 2-alkylthio-substituted 3-benzyl-3
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-ones. The antitumor activity (against Ehrlich
'
s ascites carcinoma and sarcoma 180) and antibacterial properties of the synthesized compounds were studied using Gram-positive (
S. aureus
209p and 1) and Gram-negative microbes (
S. flexneri
6858 and
E. coli
0-55) as test objects.</description><subject>Antibacterial agents</subject><subject>Medicine</subject><subject>Organic Chemistry</subject><subject>Pharmacology/Toxicology</subject><subject>Pharmacy</subject><subject>Sarcoma</subject><issn>0091-150X</issn><issn>1573-9031</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kW9LHDEQxoMoeNp-AV8t-MIWGjv5s9ndl-fZ1oJgiy0IUkIuO-tF9pIjyQnnB_BzN_ZKQSgyDMMMz--B4SHkiMEpA2g-JsagkxQ4Ky06TvkOmbC6EbQDwXbJBKBjlNVws08OUroHKJjgE_J0vfF5gcmlyvi-mvrs8noZ4r9tbmzG6MxYfYthhTE7TFUYKkHP0D9uRnq9cjHcPi_hdgFQn39fO28ew-g80voDO6GzjR3DAlfZePxF5Tt18Z5eeazOi--Dye4B0xuyN5gx4du_85D8_Pzpx-yCXl59-TqbXlIr6jZTWbesbxTWvR0sN0Ya7CQohM5YhVxy2TSNVAaGRgDKFnpsWjMvh76FuWTikBxvfe_MiNr5IeRo7NIlq6dKMaWAcSiq0_-oSvW4dDZ4HFy5vwD4FrAxpBRx0KvoliZuNAP9HJDeBqRLQPpPQJoXSGyhVMT-DqO-D-voy_uvUb8ByciSjw</recordid><startdate>20210501</startdate><enddate>20210501</enddate><creator>Markosyan, A. I.</creator><creator>Ayvazyan, A. S.</creator><creator>Gabrielyan, S. H.</creator><creator>Mamyan, S. S.</creator><creator>Arsenyan, F. H.</creator><creator>Safaryan, A. S.</creator><creator>Arakelyan, H. H.</creator><general>Springer US</general><general>Springer</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20210501</creationdate><title>Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives</title><author>Markosyan, A. I. ; Ayvazyan, A. S. ; Gabrielyan, S. H. ; Mamyan, S. S. ; Arsenyan, F. H. ; Safaryan, A. S. ; Arakelyan, H. H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c358t-4581d76e5dcfc2aa4ae9406e09ac6e242477746a0f730e480de78ab6a0d80b413</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Antibacterial agents</topic><topic>Medicine</topic><topic>Organic Chemistry</topic><topic>Pharmacology/Toxicology</topic><topic>Pharmacy</topic><topic>Sarcoma</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Markosyan, A. I.</creatorcontrib><creatorcontrib>Ayvazyan, A. S.</creatorcontrib><creatorcontrib>Gabrielyan, S. H.</creatorcontrib><creatorcontrib>Mamyan, S. S.</creatorcontrib><creatorcontrib>Arsenyan, F. H.</creatorcontrib><creatorcontrib>Safaryan, A. S.</creatorcontrib><creatorcontrib>Arakelyan, H. H.</creatorcontrib><collection>CrossRef</collection><jtitle>Pharmaceutical chemistry journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Markosyan, A. I.</au><au>Ayvazyan, A. S.</au><au>Gabrielyan, S. H.</au><au>Mamyan, S. S.</au><au>Arsenyan, F. H.</au><au>Safaryan, A. S.</au><au>Arakelyan, H. H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives</atitle><jtitle>Pharmaceutical chemistry journal</jtitle><stitle>Pharm Chem J</stitle><date>2021-05-01</date><risdate>2021</risdate><volume>55</volume><issue>2</issue><spage>133</spage><epage>137</epage><pages>133-137</pages><issn>0091-150X</issn><eissn>1573-9031</eissn><abstract>The reaction of ethyl 4
'
-amino-1
'H
-spiro[cycloheptane-1,2
'
-naphthalene]-3
'
-carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-one, which was alkylated in the presence of alkali to give 2-alkylthio-substituted 3-benzyl-3
H
-spiro[benzo[
h
]quinazoline-5,1
'
-cycloheptane]-4(6
H
)-ones. The antitumor activity (against Ehrlich
'
s ascites carcinoma and sarcoma 180) and antibacterial properties of the synthesized compounds were studied using Gram-positive (
S. aureus
209p and 1) and Gram-negative microbes (
S. flexneri
6858 and
E. coli
0-55) as test objects.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s11094-021-02392-2</doi><tpages>5</tpages></addata></record> |
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issn | 0091-150X 1573-9031 |
language | eng |
recordid | cdi_gale_infotracmisc_A661660120 |
source | Springer Nature |
subjects | Antibacterial agents Medicine Organic Chemistry Pharmacology/Toxicology Pharmacy Sarcoma |
title | Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives |
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