Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities
Knoevenagel cyclocondensations of α-hydroxy naphthaldehyde with β-oxodithioesters and ketene dithioacetals yielded 2 H -benzo[ f ]chromene-2-thiones and 2 H -benzo[ f ]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated for antifungal and antibacterial activi...
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| Veröffentlicht in: | Russian journal of bioorganic chemistry 2017-03, Vol.43 (2), p.177-185 |
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| container_title | Russian journal of bioorganic chemistry |
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| creator | Chanu, Irom Harimala Devi, Laishram Ronibala Khumanthem, Nonibala Singh, N. Irabanta Kumar, Dalip Singh, Okram Mukherjee |
| description | Knoevenagel cyclocondensations of α-hydroxy naphthaldehyde with β-oxodithioesters and ketene dithioacetals yielded 2
H
-benzo[
f
]chromene-2-thiones and 2
H
-benzo[
f
]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated for antifungal and antibacterial activities. Among them, compounds (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone and phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone exhibited excellent antifungal activity against tested fungi
Curvularia lunata
and
Fusarium moniliforme
. The highest antibacterial activity against the tested bacteria
Escherichia coli
and
Staphylococcus aureus
was observed for (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone. The results of antimicrobial screening demonstrate that (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone, phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone, and (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone are promising as antimicrobial drugs. |
| doi_str_mv | 10.1134/S1068162017020054 |
| format | Article |
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H
-benzo[
f
]chromene-2-thiones and 2
H
-benzo[
f
]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated for antifungal and antibacterial activities. Among them, compounds (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone and phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone exhibited excellent antifungal activity against tested fungi
Curvularia lunata
and
Fusarium moniliforme
. The highest antibacterial activity against the tested bacteria
Escherichia coli
and
Staphylococcus aureus
was observed for (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone. The results of antimicrobial screening demonstrate that (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone, phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone, and (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone are promising as antimicrobial drugs.</description><identifier>ISSN: 1068-1620</identifier><identifier>EISSN: 1608-330X</identifier><identifier>DOI: 10.1134/S1068162017020054</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Antiinfectives and antibacterials ; Biochemistry ; Biomedical and Life Sciences ; Biomedicine ; Bioorganic Chemistry ; Coliforms ; Curvularia lunata ; E coli ; Fungicides ; Life Sciences ; Organic Chemistry</subject><ispartof>Russian journal of bioorganic chemistry, 2017-03, Vol.43 (2), p.177-185</ispartof><rights>Pleiades Publishing, Ltd. 2017</rights><rights>Copyright Springer Science & Business Media 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-8ce84eb040476180fdc1fbb088b0b11c230df64a6a21be44b8b323a2bf5717953</citedby><cites>FETCH-LOGICAL-c316t-8ce84eb040476180fdc1fbb088b0b11c230df64a6a21be44b8b323a2bf5717953</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/S1068162017020054$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1068162017020054$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Chanu, Irom Harimala</creatorcontrib><creatorcontrib>Devi, Laishram Ronibala</creatorcontrib><creatorcontrib>Khumanthem, Nonibala</creatorcontrib><creatorcontrib>Singh, N. Irabanta</creatorcontrib><creatorcontrib>Kumar, Dalip</creatorcontrib><creatorcontrib>Singh, Okram Mukherjee</creatorcontrib><title>Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities</title><title>Russian journal of bioorganic chemistry</title><addtitle>Russ J Bioorg Chem</addtitle><description>Knoevenagel cyclocondensations of α-hydroxy naphthaldehyde with β-oxodithioesters and ketene dithioacetals yielded 2
H
-benzo[
f
]chromene-2-thiones and 2
H
-benzo[
f
]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated for antifungal and antibacterial activities. Among them, compounds (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone and phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone exhibited excellent antifungal activity against tested fungi
Curvularia lunata
and
Fusarium moniliforme
. The highest antibacterial activity against the tested bacteria
Escherichia coli
and
Staphylococcus aureus
was observed for (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone. The results of antimicrobial screening demonstrate that (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone, phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone, and (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone are promising as antimicrobial drugs.</description><subject>Antiinfectives and antibacterials</subject><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Bioorganic Chemistry</subject><subject>Coliforms</subject><subject>Curvularia lunata</subject><subject>E coli</subject><subject>Fungicides</subject><subject>Life Sciences</subject><subject>Organic Chemistry</subject><issn>1068-1620</issn><issn>1608-330X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kMFKAzEQhoMoWKsP4G3B8-pMkmbToxS1QsFDFQSRJdlNbMo2W5NdoX16s9SDIJ4mzHzfz2QIuUS4RmT8ZokgJAoKWAAFmPAjMkIBMmcMXo_TO43zYX5KzmJcA2CC5Iio5c53KxNdzFqb2d5XnWu9atze1Jk2ft--2Xc6z6tVaDfGm5gpX2fmSzW9GsjBSr4Lqd-5jatCq51qMpVyvlznTDwnJ1Y10Vz81DF5ub97ns3zxdPD4-x2kVcMRZfLykhuNHDghUAJtq7Qag1SatCIFWVQW8GVUBS14VxLzShTVNtJgcV0wsbk6pC7De1nb2JXrts-pK_EEqWcchBTQROFByotGmMwttwGt1FhVyKUwyXLP5dMDj04MbH-w4Rfyf9K39X8dic</recordid><startdate>20170301</startdate><enddate>20170301</enddate><creator>Chanu, Irom Harimala</creator><creator>Devi, Laishram Ronibala</creator><creator>Khumanthem, Nonibala</creator><creator>Singh, N. Irabanta</creator><creator>Kumar, Dalip</creator><creator>Singh, Okram Mukherjee</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20170301</creationdate><title>Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities</title><author>Chanu, Irom Harimala ; Devi, Laishram Ronibala ; Khumanthem, Nonibala ; Singh, N. Irabanta ; Kumar, Dalip ; Singh, Okram Mukherjee</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-8ce84eb040476180fdc1fbb088b0b11c230df64a6a21be44b8b323a2bf5717953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Antiinfectives and antibacterials</topic><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Bioorganic Chemistry</topic><topic>Coliforms</topic><topic>Curvularia lunata</topic><topic>E coli</topic><topic>Fungicides</topic><topic>Life Sciences</topic><topic>Organic Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chanu, Irom Harimala</creatorcontrib><creatorcontrib>Devi, Laishram Ronibala</creatorcontrib><creatorcontrib>Khumanthem, Nonibala</creatorcontrib><creatorcontrib>Singh, N. Irabanta</creatorcontrib><creatorcontrib>Kumar, Dalip</creatorcontrib><creatorcontrib>Singh, Okram Mukherjee</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of bioorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chanu, Irom Harimala</au><au>Devi, Laishram Ronibala</au><au>Khumanthem, Nonibala</au><au>Singh, N. Irabanta</au><au>Kumar, Dalip</au><au>Singh, Okram Mukherjee</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities</atitle><jtitle>Russian journal of bioorganic chemistry</jtitle><stitle>Russ J Bioorg Chem</stitle><date>2017-03-01</date><risdate>2017</risdate><volume>43</volume><issue>2</issue><spage>177</spage><epage>185</epage><pages>177-185</pages><issn>1068-1620</issn><eissn>1608-330X</eissn><abstract>Knoevenagel cyclocondensations of α-hydroxy naphthaldehyde with β-oxodithioesters and ketene dithioacetals yielded 2
H
-benzo[
f
]chromene-2-thiones and 2
H
-benzo[
f
]chromen-2-ones, respectively, in high yields. The newly synthesized compounds were evaluated for antifungal and antibacterial activities. Among them, compounds (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone and phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone exhibited excellent antifungal activity against tested fungi
Curvularia lunata
and
Fusarium moniliforme
. The highest antibacterial activity against the tested bacteria
Escherichia coli
and
Staphylococcus aureus
was observed for (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone. The results of antimicrobial screening demonstrate that (2-furyl)(3-thioxo-3
H
-benzo[
f
]chromen-2-yl)methanone, phenyl(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone, and (4-chlorophenyl)(3-oxo-3
H
-benzo[
f
]chromen-2-yl)methanone are promising as antimicrobial drugs.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1068162017020054</doi><tpages>9</tpages></addata></record> |
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| subjects | Antiinfectives and antibacterials Biochemistry Biomedical and Life Sciences Biomedicine Bioorganic Chemistry Coliforms Curvularia lunata E coli Fungicides Life Sciences Organic Chemistry |
| title | Synthesis of functionalized benzo[f]2H-chromenes and evaluation of their antimicrobial activities |
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