New Benzophenone and Bioactive Constituents from Hypericum nagasawae
A new benzophenone derivative, hyperinagasone ( 1 ), has been isolated from the aerial part of Hypericum nagasawae together with six known compounds, trichadonic acid ( 2 ), norathyriol ( 3 ), euxanthone ( 4 ), subalatin ( 5 ), hyperielliptone D ( 6 ), and 1,4-O-diferuloylsecoisolariciresinol ( 7 )....
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| Veröffentlicht in: | Chemistry of natural compounds 2022-09, Vol.58 (5), p.833-838 |
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| creator | Wu, Fu-Sen Wang, I-Chou Liaw, Chia-Ching Huang, Hsueh-Yang Chang, Tsung-Hsien Chen, Chun-Lin Sung, Ping-Jyun Cheng, Ming-Jen Kuo, Chu-Wen Chen, Jih-Jung |
| description | A new benzophenone derivative, hyperinagasone (
1
), has been isolated from the aerial part of
Hypericum nagasawae
together with six known compounds, trichadonic acid (
2
), norathyriol (
3
), euxanthone (
4
), subalatin (
5
), hyperielliptone D (
6
), and 1,4-O-diferuloylsecoisolariciresinol (
7
). The structure of new compound
1
was determined through spectroscopic and MS analyses. Among the isolates, compounds
2
,
4
, and
7
exhibited cytotoxicities, with IC
50
values of 17.25 ± 1.55, 18.14 ± 1.07, and 10.31 ± 0.92 μM, respectively, against the DLD-1 cell line. Compounds
2
,
5
, and
7
also exhibited cytotoxicities, with IC
50
values of 15.10 ± 1.13, 15.89 ± 0.94, and 17.54 ± 1.16 μM, respectively, against the CCRF-CEM cell line. Norathyriol (
3
) and
7
exhibited cytotoxicities, with IC
50
values of 19.62 ± 2.88 and 6.26 ± 0.50 μM, respectively, against HL-60 cell line. Hyperinagasone (
1
) and 1,4-O-diferuloylsecoisolariciresinol (
7
) exhibited cytotoxicities, with IC
50
values of 16.83 ± 1.55 and 11.38 ± 0.87 μM, respectively, against the IMR-32 cell line. In addition,
3
,
4
, and
7
showed potent inhibition, with IC
50
values of 5.89 ± 0.43, 7.55 ± 0.54, and 8.12 ± 0.91 μM, respectively, against LPS-induced NO generation. |
| doi_str_mv | 10.1007/s10600-022-03810-x |
| format | Article |
| fullrecord | <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_journals_2719458031</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A720341536</galeid><sourcerecordid>A720341536</sourcerecordid><originalsourceid>FETCH-LOGICAL-c392t-7ca6e16ddc326b26796fde88de860bea45a0f1282dec1e0aa935f7d29726e0843</originalsourceid><addsrcrecordid>eNp9kU1LxDAQhoMouK7-AU8FTx6qk6RN0-Pu-gmi4Mc5xHS6VtxkTVJ39dcbrSBeJIQw4XmSGV5C9ikcUYDqOFAQADkwlgOXFPL1BhnRsuK55FJukhEA1DmnHLbJTgjPqZRCyBE5ucZVNkX74ZZPaJ3FTNsmm3ZOm9i9YTZzNsQu9mhjyFrvFtnF-xJ9Z_pFZvVcB73SuEu2Wv0ScO_nHJOHs9P72UV-dXN-OZtc5YbXLOaV0QKpaBrDmXhkoqpF26CUaQt4RF2UGlrKJGvQUASta162VcPqigkEWfAxORjeXXr32mOI6tn13qYvFatoXZQS0ohjcjRQc_2CqrOti16btBpcdCaN2HbpflIx4AUtuUjC4R8hMRHXca77ENTl3e1flg2s8S4Ej61a-m6h_buioL6iUEMUKkWhvqNQ6yTxQQoJtnP0v33_Y30CAbKLRA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2719458031</pqid></control><display><type>article</type><title>New Benzophenone and Bioactive Constituents from Hypericum nagasawae</title><source>SpringerLink Journals</source><creator>Wu, Fu-Sen ; Wang, I-Chou ; Liaw, Chia-Ching ; Huang, Hsueh-Yang ; Chang, Tsung-Hsien ; Chen, Chun-Lin ; Sung, Ping-Jyun ; Cheng, Ming-Jen ; Kuo, Chu-Wen ; Chen, Jih-Jung</creator><creatorcontrib>Wu, Fu-Sen ; Wang, I-Chou ; Liaw, Chia-Ching ; Huang, Hsueh-Yang ; Chang, Tsung-Hsien ; Chen, Chun-Lin ; Sung, Ping-Jyun ; Cheng, Ming-Jen ; Kuo, Chu-Wen ; Chen, Jih-Jung</creatorcontrib><description>A new benzophenone derivative, hyperinagasone (
1
), has been isolated from the aerial part of
Hypericum nagasawae
together with six known compounds, trichadonic acid (
2
), norathyriol (
3
), euxanthone (
4
), subalatin (
5
), hyperielliptone D (
6
), and 1,4-O-diferuloylsecoisolariciresinol (
7
). The structure of new compound
1
was determined through spectroscopic and MS analyses. Among the isolates, compounds
2
,
4
, and
7
exhibited cytotoxicities, with IC
50
values of 17.25 ± 1.55, 18.14 ± 1.07, and 10.31 ± 0.92 μM, respectively, against the DLD-1 cell line. Compounds
2
,
5
, and
7
also exhibited cytotoxicities, with IC
50
values of 15.10 ± 1.13, 15.89 ± 0.94, and 17.54 ± 1.16 μM, respectively, against the CCRF-CEM cell line. Norathyriol (
3
) and
7
exhibited cytotoxicities, with IC
50
values of 19.62 ± 2.88 and 6.26 ± 0.50 μM, respectively, against HL-60 cell line. Hyperinagasone (
1
) and 1,4-O-diferuloylsecoisolariciresinol (
7
) exhibited cytotoxicities, with IC
50
values of 16.83 ± 1.55 and 11.38 ± 0.87 μM, respectively, against the IMR-32 cell line. In addition,
3
,
4
, and
7
showed potent inhibition, with IC
50
values of 5.89 ± 0.43, 7.55 ± 0.54, and 8.12 ± 0.91 μM, respectively, against LPS-induced NO generation.</description><identifier>ISSN: 0009-3130</identifier><identifier>EISSN: 1573-8388</identifier><identifier>DOI: 10.1007/s10600-022-03810-x</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Organic Chemistry ; Plant Sciences</subject><ispartof>Chemistry of natural compounds, 2022-09, Vol.58 (5), p.833-838</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2022. Springer Nature or its licensor holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><rights>COPYRIGHT 2022 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c392t-7ca6e16ddc326b26796fde88de860bea45a0f1282dec1e0aa935f7d29726e0843</citedby><cites>FETCH-LOGICAL-c392t-7ca6e16ddc326b26796fde88de860bea45a0f1282dec1e0aa935f7d29726e0843</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/s10600-022-03810-x$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10600-022-03810-x$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27903,27904,41467,42536,51298</link.rule.ids></links><search><creatorcontrib>Wu, Fu-Sen</creatorcontrib><creatorcontrib>Wang, I-Chou</creatorcontrib><creatorcontrib>Liaw, Chia-Ching</creatorcontrib><creatorcontrib>Huang, Hsueh-Yang</creatorcontrib><creatorcontrib>Chang, Tsung-Hsien</creatorcontrib><creatorcontrib>Chen, Chun-Lin</creatorcontrib><creatorcontrib>Sung, Ping-Jyun</creatorcontrib><creatorcontrib>Cheng, Ming-Jen</creatorcontrib><creatorcontrib>Kuo, Chu-Wen</creatorcontrib><creatorcontrib>Chen, Jih-Jung</creatorcontrib><title>New Benzophenone and Bioactive Constituents from Hypericum nagasawae</title><title>Chemistry of natural compounds</title><addtitle>Chem Nat Compd</addtitle><description>A new benzophenone derivative, hyperinagasone (
1
), has been isolated from the aerial part of
Hypericum nagasawae
together with six known compounds, trichadonic acid (
2
), norathyriol (
3
), euxanthone (
4
), subalatin (
5
), hyperielliptone D (
6
), and 1,4-O-diferuloylsecoisolariciresinol (
7
). The structure of new compound
1
was determined through spectroscopic and MS analyses. Among the isolates, compounds
2
,
4
, and
7
exhibited cytotoxicities, with IC
50
values of 17.25 ± 1.55, 18.14 ± 1.07, and 10.31 ± 0.92 μM, respectively, against the DLD-1 cell line. Compounds
2
,
5
, and
7
also exhibited cytotoxicities, with IC
50
values of 15.10 ± 1.13, 15.89 ± 0.94, and 17.54 ± 1.16 μM, respectively, against the CCRF-CEM cell line. Norathyriol (
3
) and
7
exhibited cytotoxicities, with IC
50
values of 19.62 ± 2.88 and 6.26 ± 0.50 μM, respectively, against HL-60 cell line. Hyperinagasone (
1
) and 1,4-O-diferuloylsecoisolariciresinol (
7
) exhibited cytotoxicities, with IC
50
values of 16.83 ± 1.55 and 11.38 ± 0.87 μM, respectively, against the IMR-32 cell line. In addition,
3
,
4
, and
7
showed potent inhibition, with IC
50
values of 5.89 ± 0.43, 7.55 ± 0.54, and 8.12 ± 0.91 μM, respectively, against LPS-induced NO generation.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Organic Chemistry</subject><subject>Plant Sciences</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kU1LxDAQhoMouK7-AU8FTx6qk6RN0-Pu-gmi4Mc5xHS6VtxkTVJ39dcbrSBeJIQw4XmSGV5C9ikcUYDqOFAQADkwlgOXFPL1BhnRsuK55FJukhEA1DmnHLbJTgjPqZRCyBE5ucZVNkX74ZZPaJ3FTNsmm3ZOm9i9YTZzNsQu9mhjyFrvFtnF-xJ9Z_pFZvVcB73SuEu2Wv0ScO_nHJOHs9P72UV-dXN-OZtc5YbXLOaV0QKpaBrDmXhkoqpF26CUaQt4RF2UGlrKJGvQUASta162VcPqigkEWfAxORjeXXr32mOI6tn13qYvFatoXZQS0ohjcjRQc_2CqrOti16btBpcdCaN2HbpflIx4AUtuUjC4R8hMRHXca77ENTl3e1flg2s8S4Ej61a-m6h_buioL6iUEMUKkWhvqNQ6yTxQQoJtnP0v33_Y30CAbKLRA</recordid><startdate>20220901</startdate><enddate>20220901</enddate><creator>Wu, Fu-Sen</creator><creator>Wang, I-Chou</creator><creator>Liaw, Chia-Ching</creator><creator>Huang, Hsueh-Yang</creator><creator>Chang, Tsung-Hsien</creator><creator>Chen, Chun-Lin</creator><creator>Sung, Ping-Jyun</creator><creator>Cheng, Ming-Jen</creator><creator>Kuo, Chu-Wen</creator><creator>Chen, Jih-Jung</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>20220901</creationdate><title>New Benzophenone and Bioactive Constituents from Hypericum nagasawae</title><author>Wu, Fu-Sen ; Wang, I-Chou ; Liaw, Chia-Ching ; Huang, Hsueh-Yang ; Chang, Tsung-Hsien ; Chen, Chun-Lin ; Sung, Ping-Jyun ; Cheng, Ming-Jen ; Kuo, Chu-Wen ; Chen, Jih-Jung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c392t-7ca6e16ddc326b26796fde88de860bea45a0f1282dec1e0aa935f7d29726e0843</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>Organic Chemistry</topic><topic>Plant Sciences</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Fu-Sen</creatorcontrib><creatorcontrib>Wang, I-Chou</creatorcontrib><creatorcontrib>Liaw, Chia-Ching</creatorcontrib><creatorcontrib>Huang, Hsueh-Yang</creatorcontrib><creatorcontrib>Chang, Tsung-Hsien</creatorcontrib><creatorcontrib>Chen, Chun-Lin</creatorcontrib><creatorcontrib>Sung, Ping-Jyun</creatorcontrib><creatorcontrib>Cheng, Ming-Jen</creatorcontrib><creatorcontrib>Kuo, Chu-Wen</creatorcontrib><creatorcontrib>Chen, Jih-Jung</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>Wu, Fu-Sen</au><au>Wang, I-Chou</au><au>Liaw, Chia-Ching</au><au>Huang, Hsueh-Yang</au><au>Chang, Tsung-Hsien</au><au>Chen, Chun-Lin</au><au>Sung, Ping-Jyun</au><au>Cheng, Ming-Jen</au><au>Kuo, Chu-Wen</au><au>Chen, Jih-Jung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Benzophenone and Bioactive Constituents from Hypericum nagasawae</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2022-09-01</date><risdate>2022</risdate><volume>58</volume><issue>5</issue><spage>833</spage><epage>838</epage><pages>833-838</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>A new benzophenone derivative, hyperinagasone (
1
), has been isolated from the aerial part of
Hypericum nagasawae
together with six known compounds, trichadonic acid (
2
), norathyriol (
3
), euxanthone (
4
), subalatin (
5
), hyperielliptone D (
6
), and 1,4-O-diferuloylsecoisolariciresinol (
7
). The structure of new compound
1
was determined through spectroscopic and MS analyses. Among the isolates, compounds
2
,
4
, and
7
exhibited cytotoxicities, with IC
50
values of 17.25 ± 1.55, 18.14 ± 1.07, and 10.31 ± 0.92 μM, respectively, against the DLD-1 cell line. Compounds
2
,
5
, and
7
also exhibited cytotoxicities, with IC
50
values of 15.10 ± 1.13, 15.89 ± 0.94, and 17.54 ± 1.16 μM, respectively, against the CCRF-CEM cell line. Norathyriol (
3
) and
7
exhibited cytotoxicities, with IC
50
values of 19.62 ± 2.88 and 6.26 ± 0.50 μM, respectively, against HL-60 cell line. Hyperinagasone (
1
) and 1,4-O-diferuloylsecoisolariciresinol (
7
) exhibited cytotoxicities, with IC
50
values of 16.83 ± 1.55 and 11.38 ± 0.87 μM, respectively, against the IMR-32 cell line. In addition,
3
,
4
, and
7
showed potent inhibition, with IC
50
values of 5.89 ± 0.43, 7.55 ± 0.54, and 8.12 ± 0.91 μM, respectively, against LPS-induced NO generation.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10600-022-03810-x</doi><tpages>6</tpages></addata></record> |
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| ispartof | Chemistry of natural compounds, 2022-09, Vol.58 (5), p.833-838 |
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| language | eng |
| recordid | cdi_proquest_journals_2719458031 |
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| subjects | Chemistry Chemistry and Materials Science Chemistry/Food Science Organic Chemistry Plant Sciences |
| title | New Benzophenone and Bioactive Constituents from Hypericum nagasawae |
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