New Destruxins from the Marine-derived Fungus Beauveria felina
Chemical investigation of the cytotoxic and anti-tuberculosis active butanone extract obtained from the growth media of the marine-derived fungus Beauveria felina led to the isolation of two new destruxins, [β-Me-Pro] destruxin E chlorohydrin ( 1 ) and pseudodestruxin C ( 3 ), along with five known...
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| Veröffentlicht in: | Journal of antibiotics 2006-09, Vol.59 (9), p.553-563 |
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| container_title | Journal of antibiotics |
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| creator | Lira, Simone P Vita-marques, Aline M Seleghim, Mirna H R Bugni, Tim S Labarbera, Daniel V Sette, Lara D Sponchiado, Sandra R P Ireland, Chris M Berlinck, Roberto G S |
| description | Chemical investigation of the cytotoxic and anti-tuberculosis active butanone extract obtained from the growth media of the marine-derived fungus
Beauveria felina
led to the isolation of two new destruxins, [β-Me-Pro] destruxin E chlorohydrin (
1
) and pseudodestruxin C (
3
), along with five known cyclic depsipeptides. The structures of the new destruxin derivatives were established by analysis of spectroscopic data, while the absolute configuration of the common amino acid residues was established by Marfey's analysis. The absolute configuration of the 2(
R
),4(
S
)-5-chloro-2,4-dihydroxypentanoic acid residue in
1
could be established by application of a
J
-based configuration method followed by derivatization with
R
-MPA-Cl and NMR analysis. |
| doi_str_mv | 10.1038/ja.2006.76 |
| format | Article |
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Beauveria felina
led to the isolation of two new destruxins, [β-Me-Pro] destruxin E chlorohydrin (
1
) and pseudodestruxin C (
3
), along with five known cyclic depsipeptides. The structures of the new destruxin derivatives were established by analysis of spectroscopic data, while the absolute configuration of the common amino acid residues was established by Marfey's analysis. The absolute configuration of the 2(
R
),4(
S
)-5-chloro-2,4-dihydroxypentanoic acid residue in
1
could be established by application of a
J
-based configuration method followed by derivatization with
R
-MPA-Cl and NMR analysis.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/ja.2006.76</identifier><identifier>PMID: 17136888</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>Amino acids ; Amino Acids - analysis ; Animals ; Antibiotics, Antineoplastic - chemistry ; Antibiotics, Antineoplastic - isolation & purification ; Antibiotics, Antineoplastic - pharmacology ; Antibiotics, Antitubercular - chemistry ; Antibiotics, Antitubercular - isolation & purification ; Antibiotics, Antitubercular - pharmacology ; Bacteriology ; Beauveria ; Beauveria - chemistry ; Beauveria felina ; Biomedical and Life Sciences ; Bioorganic Chemistry ; Cell Line, Tumor ; Depsipeptides - chemistry ; Depsipeptides - isolation & purification ; Depsipeptides - pharmacology ; Fungal Proteins - chemistry ; Fungal Proteins - isolation & purification ; Fungal Proteins - pharmacology ; Growth media ; Humans ; Life Sciences ; Marine ; Medicinal Chemistry ; Mice ; Microbiology ; Molecular Structure ; Mycobacterium tuberculosis - drug effects ; Mycotoxins - chemistry ; Mycotoxins - isolation & purification ; Organic Chemistry ; original-article ; Spectrum Analysis</subject><ispartof>Journal of antibiotics, 2006-09, Vol.59 (9), p.553-563</ispartof><rights>Japan Antibiotics Research Association 2006</rights><rights>Copyright Nature Publishing Group Sep 2006</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c511t-893b37648b39b05b618541921a2b43bd6b9a41230a6266ddc6e15596ad79e5043</citedby><cites>FETCH-LOGICAL-c511t-893b37648b39b05b618541921a2b43bd6b9a41230a6266ddc6e15596ad79e5043</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17136888$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lira, Simone P</creatorcontrib><creatorcontrib>Vita-marques, Aline M</creatorcontrib><creatorcontrib>Seleghim, Mirna H R</creatorcontrib><creatorcontrib>Bugni, Tim S</creatorcontrib><creatorcontrib>Labarbera, Daniel V</creatorcontrib><creatorcontrib>Sette, Lara D</creatorcontrib><creatorcontrib>Sponchiado, Sandra R P</creatorcontrib><creatorcontrib>Ireland, Chris M</creatorcontrib><creatorcontrib>Berlinck, Roberto G S</creatorcontrib><title>New Destruxins from the Marine-derived Fungus Beauveria felina</title><title>Journal of antibiotics</title><addtitle>J Antibiot</addtitle><addtitle>J Antibiot (Tokyo)</addtitle><description>Chemical investigation of the cytotoxic and anti-tuberculosis active butanone extract obtained from the growth media of the marine-derived fungus
Beauveria felina
led to the isolation of two new destruxins, [β-Me-Pro] destruxin E chlorohydrin (
1
) and pseudodestruxin C (
3
), along with five known cyclic depsipeptides. The structures of the new destruxin derivatives were established by analysis of spectroscopic data, while the absolute configuration of the common amino acid residues was established by Marfey's analysis. The absolute configuration of the 2(
R
),4(
S
)-5-chloro-2,4-dihydroxypentanoic acid residue in
1
could be established by application of a
J
-based configuration method followed by derivatization with
R
-MPA-Cl and NMR analysis.</description><subject>Amino acids</subject><subject>Amino Acids - analysis</subject><subject>Animals</subject><subject>Antibiotics, Antineoplastic - chemistry</subject><subject>Antibiotics, Antineoplastic - isolation & purification</subject><subject>Antibiotics, Antineoplastic - pharmacology</subject><subject>Antibiotics, Antitubercular - chemistry</subject><subject>Antibiotics, Antitubercular - isolation & purification</subject><subject>Antibiotics, Antitubercular - pharmacology</subject><subject>Bacteriology</subject><subject>Beauveria</subject><subject>Beauveria - chemistry</subject><subject>Beauveria felina</subject><subject>Biomedical and Life Sciences</subject><subject>Bioorganic Chemistry</subject><subject>Cell Line, Tumor</subject><subject>Depsipeptides - chemistry</subject><subject>Depsipeptides - isolation & purification</subject><subject>Depsipeptides - pharmacology</subject><subject>Fungal Proteins - chemistry</subject><subject>Fungal Proteins - isolation & purification</subject><subject>Fungal Proteins - 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Beauveria felina
led to the isolation of two new destruxins, [β-Me-Pro] destruxin E chlorohydrin (
1
) and pseudodestruxin C (
3
), along with five known cyclic depsipeptides. The structures of the new destruxin derivatives were established by analysis of spectroscopic data, while the absolute configuration of the common amino acid residues was established by Marfey's analysis. The absolute configuration of the 2(
R
),4(
S
)-5-chloro-2,4-dihydroxypentanoic acid residue in
1
could be established by application of a
J
-based configuration method followed by derivatization with
R
-MPA-Cl and NMR analysis.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>17136888</pmid><doi>10.1038/ja.2006.76</doi><tpages>11</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0021-8820 |
| ispartof | Journal of antibiotics, 2006-09, Vol.59 (9), p.553-563 |
| issn | 0021-8820 1881-1469 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_19853352 |
| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Alma/SFX Local Collection |
| subjects | Amino acids Amino Acids - analysis Animals Antibiotics, Antineoplastic - chemistry Antibiotics, Antineoplastic - isolation & purification Antibiotics, Antineoplastic - pharmacology Antibiotics, Antitubercular - chemistry Antibiotics, Antitubercular - isolation & purification Antibiotics, Antitubercular - pharmacology Bacteriology Beauveria Beauveria - chemistry Beauveria felina Biomedical and Life Sciences Bioorganic Chemistry Cell Line, Tumor Depsipeptides - chemistry Depsipeptides - isolation & purification Depsipeptides - pharmacology Fungal Proteins - chemistry Fungal Proteins - isolation & purification Fungal Proteins - pharmacology Growth media Humans Life Sciences Marine Medicinal Chemistry Mice Microbiology Molecular Structure Mycobacterium tuberculosis - drug effects Mycotoxins - chemistry Mycotoxins - isolation & purification Organic Chemistry original-article Spectrum Analysis |
| title | New Destruxins from the Marine-derived Fungus Beauveria felina |
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