Phenolic constituents, antimicrobial, antioxidant, and anticancer activities of ethyl acetate and n-butanol extracts of Senna italica
Different solvent extracts of the aerial parts of Senna italica ( Mill .) were investigated for their chemical constituents and biological activities. Moreover, bio-guided fractionation led to isolation and identification of six compounds, namely: physcion ( 1 ), emodin ( 2 ), 2-methoxy-emodin-6- O...
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| Veröffentlicht in: | Acta Chromatographica 2019-06, Vol.31 (2), p.138-145 |
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| creator | Khalaf, Omar M. Ghareeb, Mosad A. Saad, Amal M. Madkour, Hassan M. F. El-Ziaty, Ahmed K. Abdel-Aziz, Mohamed S. |
| description | Different solvent extracts of the aerial parts of
Senna italica
(
Mill
.) were investigated for their chemical constituents and biological activities. Moreover, bio-guided fractionation led to isolation and identification of six compounds, namely: physcion (
1
), emodin (
2
), 2-methoxy-emodin-6-
O
-β-
d
-glucopyranoside (
3
), 1-hydroxy-2-acetyl-3-methyl-6-hydroxy-8-methoxynaphthalene (tinnevellin) (
4
), quercetin 3-
O
-α-
l
-rhamnopyranosyl-(1→6)-β-
d
-glucopyranoside (rutin) (
5
), and 1,6,8-trihydroxy-3-methoxy-9,10-dioxo-9,10-dihydroanthracene (
6
). The chemical structures of these compounds were established via 1D and 2D
1
H- and
13
C-NMR spectroscopy. Ethyl acetate and
n
-butanol extracts as well as compound
3
were evaluated for their anticancer activity against tumor cell lines. The tested extracts showed a moderate to weak activity, while compound
3
showed a moderate activity against human liver cancer (Hep G2) and breast cancer (MCF-7) cell lines with IC
50
values of 57.5 and 42.3 μg/mL, respectively. Both ethyl acetate and
n
-butanol extracts exhibited antimicrobial activities with different strengths, i.e., ethyl acetate exhibited antimicrobial activity against seven test microbes while
n
-butanol extract showed antimicrobial activity against all tested microbes. This is the first report for the isolation of compound
3
as a new compound from
S. italica
growing in Egypt. |
| doi_str_mv | 10.1556/1326.2018.00412 |
| format | Article |
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Senna italica
(
Mill
.) were investigated for their chemical constituents and biological activities. Moreover, bio-guided fractionation led to isolation and identification of six compounds, namely: physcion (
1
), emodin (
2
), 2-methoxy-emodin-6-
O
-β-
d
-glucopyranoside (
3
), 1-hydroxy-2-acetyl-3-methyl-6-hydroxy-8-methoxynaphthalene (tinnevellin) (
4
), quercetin 3-
O
-α-
l
-rhamnopyranosyl-(1→6)-β-
d
-glucopyranoside (rutin) (
5
), and 1,6,8-trihydroxy-3-methoxy-9,10-dioxo-9,10-dihydroanthracene (
6
). The chemical structures of these compounds were established via 1D and 2D
1
H- and
13
C-NMR spectroscopy. Ethyl acetate and
n
-butanol extracts as well as compound
3
were evaluated for their anticancer activity against tumor cell lines. The tested extracts showed a moderate to weak activity, while compound
3
showed a moderate activity against human liver cancer (Hep G2) and breast cancer (MCF-7) cell lines with IC
50
values of 57.5 and 42.3 μg/mL, respectively. Both ethyl acetate and
n
-butanol extracts exhibited antimicrobial activities with different strengths, i.e., ethyl acetate exhibited antimicrobial activity against seven test microbes while
n
-butanol extract showed antimicrobial activity against all tested microbes. This is the first report for the isolation of compound
3
as a new compound from
S. italica
growing in Egypt.</description><identifier>ISSN: 2083-5736</identifier><identifier>ISSN: 1233-2356</identifier><identifier>EISSN: 2083-5736</identifier><identifier>DOI: 10.1556/1326.2018.00412</identifier><language>eng</language><publisher>Budapest: Akademiai Kiado</publisher><subject>Acetates ; Acetic acid ; Anti-infective agents ; Anticancer properties ; Antiinfectives and antibacterials ; Antimicrobial activity ; Antimicrobial agents ; Antineoplastic agents ; Antioxidants ; Antioxidants (Nutrients) ; Antitumor activity ; Biotechnology ; Breast cancer ; Butanol ; Cancer ; Cancer treatment ; Chemical compounds ; Constituents ; Diagnostic imaging ; Emodin ; Esters ; Ethyl acetate ; Fractionation ; Liver cancer ; Magnetic resonance spectroscopy ; Methoxynaphthalene ; Microorganisms ; NMR ; NMR spectroscopy ; Nuclear magnetic resonance ; Nuclear magnetic resonance spectroscopy ; Organic chemistry ; Pharmaceutical research ; Phenolic compounds ; Phenols ; Plant extracts ; Quercetin ; Rutin ; Senna ; Senna italica ; Spectroscopy ; Tumor cell lines ; Tumors</subject><ispartof>Acta Chromatographica, 2019-06, Vol.31 (2), p.138-145</ispartof><rights>COPYRIGHT 2019 Akademiai Kiado</rights><rights>Copyright Akademiai Kiado Zrt Jun 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c349t-c6abca6d88e8038ba3b714e11aea908795c6a85882d2390b2911ff9dbb5a10d43</citedby><cites>FETCH-LOGICAL-c349t-c6abca6d88e8038ba3b714e11aea908795c6a85882d2390b2911ff9dbb5a10d43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Khalaf, Omar M.</creatorcontrib><creatorcontrib>Ghareeb, Mosad A.</creatorcontrib><creatorcontrib>Saad, Amal M.</creatorcontrib><creatorcontrib>Madkour, Hassan M. F.</creatorcontrib><creatorcontrib>El-Ziaty, Ahmed K.</creatorcontrib><creatorcontrib>Abdel-Aziz, Mohamed S.</creatorcontrib><title>Phenolic constituents, antimicrobial, antioxidant, and anticancer activities of ethyl acetate and n-butanol extracts of Senna italica</title><title>Acta Chromatographica</title><description>Different solvent extracts of the aerial parts of
Senna italica
(
Mill
.) were investigated for their chemical constituents and biological activities. Moreover, bio-guided fractionation led to isolation and identification of six compounds, namely: physcion (
1
), emodin (
2
), 2-methoxy-emodin-6-
O
-β-
d
-glucopyranoside (
3
), 1-hydroxy-2-acetyl-3-methyl-6-hydroxy-8-methoxynaphthalene (tinnevellin) (
4
), quercetin 3-
O
-α-
l
-rhamnopyranosyl-(1→6)-β-
d
-glucopyranoside (rutin) (
5
), and 1,6,8-trihydroxy-3-methoxy-9,10-dioxo-9,10-dihydroanthracene (
6
). The chemical structures of these compounds were established via 1D and 2D
1
H- and
13
C-NMR spectroscopy. Ethyl acetate and
n
-butanol extracts as well as compound
3
were evaluated for their anticancer activity against tumor cell lines. The tested extracts showed a moderate to weak activity, while compound
3
showed a moderate activity against human liver cancer (Hep G2) and breast cancer (MCF-7) cell lines with IC
50
values of 57.5 and 42.3 μg/mL, respectively. Both ethyl acetate and
n
-butanol extracts exhibited antimicrobial activities with different strengths, i.e., ethyl acetate exhibited antimicrobial activity against seven test microbes while
n
-butanol extract showed antimicrobial activity against all tested microbes. This is the first report for the isolation of compound
3
as a new compound from
S. italica
growing in Egypt.</description><subject>Acetates</subject><subject>Acetic acid</subject><subject>Anti-infective agents</subject><subject>Anticancer properties</subject><subject>Antiinfectives and antibacterials</subject><subject>Antimicrobial activity</subject><subject>Antimicrobial agents</subject><subject>Antineoplastic agents</subject><subject>Antioxidants</subject><subject>Antioxidants (Nutrients)</subject><subject>Antitumor activity</subject><subject>Biotechnology</subject><subject>Breast cancer</subject><subject>Butanol</subject><subject>Cancer</subject><subject>Cancer treatment</subject><subject>Chemical compounds</subject><subject>Constituents</subject><subject>Diagnostic imaging</subject><subject>Emodin</subject><subject>Esters</subject><subject>Ethyl acetate</subject><subject>Fractionation</subject><subject>Liver cancer</subject><subject>Magnetic resonance spectroscopy</subject><subject>Methoxynaphthalene</subject><subject>Microorganisms</subject><subject>NMR</subject><subject>NMR spectroscopy</subject><subject>Nuclear magnetic resonance</subject><subject>Nuclear magnetic resonance spectroscopy</subject><subject>Organic chemistry</subject><subject>Pharmaceutical research</subject><subject>Phenolic compounds</subject><subject>Phenols</subject><subject>Plant extracts</subject><subject>Quercetin</subject><subject>Rutin</subject><subject>Senna</subject><subject>Senna italica</subject><subject>Spectroscopy</subject><subject>Tumor cell lines</subject><subject>Tumors</subject><issn>2083-5736</issn><issn>1233-2356</issn><issn>2083-5736</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpNkctOwzAQRSMEEqWwZhuJLWn9yMNeVhUvCQkkYG1NnAl1ldoldlD7Afw3TssCeTGeq-O51twkuaZkRouinFPOyhkjVMwIySk7SSaMCJ4VFS9P_93Pkwvv14SwIs_FJPl5XaF1ndGpdtYHEwa0wd-mYIPZGN272kB3bN3ONLGOTXMQNFiNfQo6mG8TDPrUtSmG1b6LGgYIeEBtVg8BokmKu9BH-sC9obWQmgDRGy6TsxY6j1d_dZp83N-9Lx-z55eHp-XiOdM8lyHTJdQaykYIFISLGnhd0RwpBQRJRCWLSIhCCNYwLknNJKVtK5u6LoCSJufT5OY4d9u7rwF9UGs39DZaKsZyWfGKSBmp2ZH6hA6Vsa0bvx1Pg3ElzmJror4oomG0pOPY-fFB3Jf3PbZq25sN9HtFiRrDUWM4agxHHcLhv803g3A</recordid><startdate>20190601</startdate><enddate>20190601</enddate><creator>Khalaf, Omar M.</creator><creator>Ghareeb, Mosad A.</creator><creator>Saad, Amal M.</creator><creator>Madkour, Hassan M. F.</creator><creator>El-Ziaty, Ahmed K.</creator><creator>Abdel-Aziz, Mohamed S.</creator><general>Akademiai Kiado</general><general>Akademiai Kiado Zrt</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20190601</creationdate><title>Phenolic constituents, antimicrobial, antioxidant, and anticancer activities of ethyl acetate and n-butanol extracts of Senna italica</title><author>Khalaf, Omar M. ; Ghareeb, Mosad A. ; Saad, Amal M. ; Madkour, Hassan M. F. ; El-Ziaty, Ahmed K. ; Abdel-Aziz, Mohamed S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c349t-c6abca6d88e8038ba3b714e11aea908795c6a85882d2390b2911ff9dbb5a10d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Acetates</topic><topic>Acetic acid</topic><topic>Anti-infective agents</topic><topic>Anticancer properties</topic><topic>Antiinfectives and antibacterials</topic><topic>Antimicrobial activity</topic><topic>Antimicrobial agents</topic><topic>Antineoplastic agents</topic><topic>Antioxidants</topic><topic>Antioxidants (Nutrients)</topic><topic>Antitumor activity</topic><topic>Biotechnology</topic><topic>Breast cancer</topic><topic>Butanol</topic><topic>Cancer</topic><topic>Cancer treatment</topic><topic>Chemical compounds</topic><topic>Constituents</topic><topic>Diagnostic imaging</topic><topic>Emodin</topic><topic>Esters</topic><topic>Ethyl acetate</topic><topic>Fractionation</topic><topic>Liver cancer</topic><topic>Magnetic resonance spectroscopy</topic><topic>Methoxynaphthalene</topic><topic>Microorganisms</topic><topic>NMR</topic><topic>NMR spectroscopy</topic><topic>Nuclear magnetic resonance</topic><topic>Nuclear magnetic resonance spectroscopy</topic><topic>Organic chemistry</topic><topic>Pharmaceutical research</topic><topic>Phenolic compounds</topic><topic>Phenols</topic><topic>Plant extracts</topic><topic>Quercetin</topic><topic>Rutin</topic><topic>Senna</topic><topic>Senna italica</topic><topic>Spectroscopy</topic><topic>Tumor cell lines</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Khalaf, Omar M.</creatorcontrib><creatorcontrib>Ghareeb, Mosad A.</creatorcontrib><creatorcontrib>Saad, Amal M.</creatorcontrib><creatorcontrib>Madkour, Hassan M. F.</creatorcontrib><creatorcontrib>El-Ziaty, Ahmed K.</creatorcontrib><creatorcontrib>Abdel-Aziz, Mohamed S.</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Acta Chromatographica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Khalaf, Omar M.</au><au>Ghareeb, Mosad A.</au><au>Saad, Amal M.</au><au>Madkour, Hassan M. F.</au><au>El-Ziaty, Ahmed K.</au><au>Abdel-Aziz, Mohamed S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phenolic constituents, antimicrobial, antioxidant, and anticancer activities of ethyl acetate and n-butanol extracts of Senna italica</atitle><jtitle>Acta Chromatographica</jtitle><date>2019-06-01</date><risdate>2019</risdate><volume>31</volume><issue>2</issue><spage>138</spage><epage>145</epage><pages>138-145</pages><issn>2083-5736</issn><issn>1233-2356</issn><eissn>2083-5736</eissn><abstract>Different solvent extracts of the aerial parts of
Senna italica
(
Mill
.) were investigated for their chemical constituents and biological activities. Moreover, bio-guided fractionation led to isolation and identification of six compounds, namely: physcion (
1
), emodin (
2
), 2-methoxy-emodin-6-
O
-β-
d
-glucopyranoside (
3
), 1-hydroxy-2-acetyl-3-methyl-6-hydroxy-8-methoxynaphthalene (tinnevellin) (
4
), quercetin 3-
O
-α-
l
-rhamnopyranosyl-(1→6)-β-
d
-glucopyranoside (rutin) (
5
), and 1,6,8-trihydroxy-3-methoxy-9,10-dioxo-9,10-dihydroanthracene (
6
). The chemical structures of these compounds were established via 1D and 2D
1
H- and
13
C-NMR spectroscopy. Ethyl acetate and
n
-butanol extracts as well as compound
3
were evaluated for their anticancer activity against tumor cell lines. The tested extracts showed a moderate to weak activity, while compound
3
showed a moderate activity against human liver cancer (Hep G2) and breast cancer (MCF-7) cell lines with IC
50
values of 57.5 and 42.3 μg/mL, respectively. Both ethyl acetate and
n
-butanol extracts exhibited antimicrobial activities with different strengths, i.e., ethyl acetate exhibited antimicrobial activity against seven test microbes while
n
-butanol extract showed antimicrobial activity against all tested microbes. This is the first report for the isolation of compound
3
as a new compound from
S. italica
growing in Egypt.</abstract><cop>Budapest</cop><pub>Akademiai Kiado</pub><doi>10.1556/1326.2018.00412</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Acta Chromatographica, 2019-06, Vol.31 (2), p.138-145 |
| issn | 2083-5736 1233-2356 2083-5736 |
| language | eng |
| recordid | cdi_proquest_journals_2249737099 |
| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals |
| subjects | Acetates Acetic acid Anti-infective agents Anticancer properties Antiinfectives and antibacterials Antimicrobial activity Antimicrobial agents Antineoplastic agents Antioxidants Antioxidants (Nutrients) Antitumor activity Biotechnology Breast cancer Butanol Cancer Cancer treatment Chemical compounds Constituents Diagnostic imaging Emodin Esters Ethyl acetate Fractionation Liver cancer Magnetic resonance spectroscopy Methoxynaphthalene Microorganisms NMR NMR spectroscopy Nuclear magnetic resonance Nuclear magnetic resonance spectroscopy Organic chemistry Pharmaceutical research Phenolic compounds Phenols Plant extracts Quercetin Rutin Senna Senna italica Spectroscopy Tumor cell lines Tumors |
| title | Phenolic constituents, antimicrobial, antioxidant, and anticancer activities of ethyl acetate and n-butanol extracts of Senna italica |
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