Novel cyclopeptide and unique flavone from Desmos rostrata. Total synthesis of desmorostratone
Two new compounds, a cyclic peptide desmocyclopeptide ( 1) and a special flavone desmorostratone ( 2) were isolated from the stem bark of Desmos rostrata, along with two known compounds, desmosdumotins B ( 3) and C ( 4). Their structures were established on the basis of the spectral data, including...
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| Veröffentlicht in: | Tetrahedron 2009-08, Vol.65 (34), p.7171-7176 |
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| container_issue | 34 |
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| container_title | Tetrahedron |
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| creator | Nguyen, Ngoc Tuan Pham, Van Cuong Litaudon, Marc Guéritte, Françoise Bodo, Bernard Nguyen, Van Tuyen Nguyen, Van Hung |
| description | Two new compounds, a cyclic peptide desmocyclopeptide (
1) and a special flavone desmorostratone (
2) were isolated from the stem bark of
Desmos rostrata, along with two known compounds, desmosdumotins B (
3) and C (
4). Their structures were established on the basis of the spectral data, including mass spectrometry and 2D NMR. The total synthesis of desmorostratone (
2) was performed in order to confirm its structure as well as that of desmosdumotin C (
4), which was a tautomeric mixture in the solution. Finally, cytotoxity of these compounds were evaluated. Desmosdumotin C (
4) displayed a moderate inhibition activity against KB cell line with an IC
50 of 19.2
μM, whereas the other products showed a weak inhibition against the same cell line target.
[Display omitted] |
| doi_str_mv | 10.1016/j.tet.2009.06.017 |
| format | Article |
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1) and a special flavone desmorostratone (
2) were isolated from the stem bark of
Desmos rostrata, along with two known compounds, desmosdumotins B (
3) and C (
4). Their structures were established on the basis of the spectral data, including mass spectrometry and 2D NMR. The total synthesis of desmorostratone (
2) was performed in order to confirm its structure as well as that of desmosdumotin C (
4), which was a tautomeric mixture in the solution. Finally, cytotoxity of these compounds were evaluated. Desmosdumotin C (
4) displayed a moderate inhibition activity against KB cell line with an IC
50 of 19.2
μM, whereas the other products showed a weak inhibition against the same cell line target.
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1) and a special flavone desmorostratone (
2) were isolated from the stem bark of
Desmos rostrata, along with two known compounds, desmosdumotins B (
3) and C (
4). Their structures were established on the basis of the spectral data, including mass spectrometry and 2D NMR. The total synthesis of desmorostratone (
2) was performed in order to confirm its structure as well as that of desmosdumotin C (
4), which was a tautomeric mixture in the solution. Finally, cytotoxity of these compounds were evaluated. Desmosdumotin C (
4) displayed a moderate inhibition activity against KB cell line with an IC
50 of 19.2
μM, whereas the other products showed a weak inhibition against the same cell line target.
[Display omitted]</description><subject>Biological and medical sciences</subject><subject>Chemical Sciences</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>General pharmacology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>Medical sciences</subject><subject>Organic chemistry</subject><subject>Peptides</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Preparations and properties</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9kD1v2zAQhomiAeo6_QHduHTIIPVOomQJmYKkrQsY7eKsJc7kCaYhiw7JGPC_Dw0HHjsdcHie-3iF-IpQImD7fVcmTmUF0JfQloCLD2KGqlVFo7D9KGYACgoFFXwSn2PcAQBiVc_Evz_-yKM0JzP6Ax-SsyxpsvJ1ci-vLIeRjn7KNfi9fOK491EGH1OgRKVc-0SjjKcpbTm6KP0g7Zl5J7J4K24GGiN_ea9z8fzzx_pxWaz-_vr9-LAqTN1iKjaAQ2ttTY2B3nbU2aHmButNw0SwsD23qrK9MWgVZG7Rddg3Xa0q6BlpqOfi7jJ3S6M-BLencNKenF4-rPS5l__HLmtHzCxeWJPvjIGHq4Cgz2Hqnc5h6nOYGlqdw8zOt4tzoGhoHAJNxsWrWGEHTaO6zN1fOM7PHh0HHY3jybB1gU3S1rv_bHkDy9mLDw</recordid><startdate>20090822</startdate><enddate>20090822</enddate><creator>Nguyen, Ngoc Tuan</creator><creator>Pham, Van Cuong</creator><creator>Litaudon, Marc</creator><creator>Guéritte, Françoise</creator><creator>Bodo, Bernard</creator><creator>Nguyen, Van Tuyen</creator><creator>Nguyen, Van Hung</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-0877-8234</orcidid></search><sort><creationdate>20090822</creationdate><title>Novel cyclopeptide and unique flavone from Desmos rostrata. Total synthesis of desmorostratone</title><author>Nguyen, Ngoc Tuan ; Pham, Van Cuong ; Litaudon, Marc ; Guéritte, Françoise ; Bodo, Bernard ; Nguyen, Van Tuyen ; Nguyen, Van Hung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c361t-b01f6dd3a5c09d8a8df3e513b5eaa07d9e642d9cc1d40dd3788195834209e1af3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Biological and medical sciences</topic><topic>Chemical Sciences</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>General pharmacology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>Medical sciences</topic><topic>Organic chemistry</topic><topic>Peptides</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nguyen, Ngoc Tuan</creatorcontrib><creatorcontrib>Pham, Van Cuong</creatorcontrib><creatorcontrib>Litaudon, Marc</creatorcontrib><creatorcontrib>Guéritte, Françoise</creatorcontrib><creatorcontrib>Bodo, Bernard</creatorcontrib><creatorcontrib>Nguyen, Van Tuyen</creatorcontrib><creatorcontrib>Nguyen, Van Hung</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nguyen, Ngoc Tuan</au><au>Pham, Van Cuong</au><au>Litaudon, Marc</au><au>Guéritte, Françoise</au><au>Bodo, Bernard</au><au>Nguyen, Van Tuyen</au><au>Nguyen, Van Hung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel cyclopeptide and unique flavone from Desmos rostrata. Total synthesis of desmorostratone</atitle><jtitle>Tetrahedron</jtitle><date>2009-08-22</date><risdate>2009</risdate><volume>65</volume><issue>34</issue><spage>7171</spage><epage>7176</epage><pages>7171-7176</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><coden>TETRAB</coden><abstract>Two new compounds, a cyclic peptide desmocyclopeptide (
1) and a special flavone desmorostratone (
2) were isolated from the stem bark of
Desmos rostrata, along with two known compounds, desmosdumotins B (
3) and C (
4). Their structures were established on the basis of the spectral data, including mass spectrometry and 2D NMR. The total synthesis of desmorostratone (
2) was performed in order to confirm its structure as well as that of desmosdumotin C (
4), which was a tautomeric mixture in the solution. Finally, cytotoxity of these compounds were evaluated. Desmosdumotin C (
4) displayed a moderate inhibition activity against KB cell line with an IC
50 of 19.2
μM, whereas the other products showed a weak inhibition against the same cell line target.
[Display omitted]</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.tet.2009.06.017</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-0877-8234</orcidid></addata></record> |
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| source | Elsevier ScienceDirect Journals |
| subjects | Biological and medical sciences Chemical Sciences Chemistry Exact sciences and technology General pharmacology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Medical sciences Organic chemistry Peptides Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Preparations and properties |
| title | Novel cyclopeptide and unique flavone from Desmos rostrata. Total synthesis of desmorostratone |
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