Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 I. Taxonomy, fermentation, isolation and biological activities
In the course of screening for antifungal agents, we have discovered eight novel compounds, haplofungin A, B, C, D, E, F, G and H, from a culture broth of the fungus strain Lauriomyces bellulus SANK 26899. Haplofungins are composed of an arabinonic acid moiety linked through an ester to a modified l...
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| Veröffentlicht in: | Journal of antibiotics 2009-10, Vol.62 (10), p.545-549 |
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| creator | Ohnuki, Takashi Yano, Tatsuya Ono, Yasunori Kozuma, Shiho Suzuki, Toshihiro Ogawa, Yasumasa Takatsu, Toshio |
| description | In the course of screening for antifungal agents, we have discovered eight novel compounds, haplofungin A, B, C, D, E, F, G and H, from a culture broth of the fungus strain
Lauriomyces bellulus
SANK 26899. Haplofungins are composed of an arabinonic acid moiety linked through an ester to a modified long alkyl chain and show potent inhibitory activities against fungal inositol phosphorylceramide (IPC) synthase. Haplofungin A inhibited the activity of IPC synthase from
Saccharomyces cerevisiae
with an IC
50
value of 0.0015 μg ml
−1
. This inhibitor also suppressed the growth of
Candida glabrata
at the MIC value of 0.5 μg ml
−1
. |
| doi_str_mv | 10.1038/ja.2009.72 |
| format | Article |
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Lauriomyces bellulus
SANK 26899. Haplofungins are composed of an arabinonic acid moiety linked through an ester to a modified long alkyl chain and show potent inhibitory activities against fungal inositol phosphorylceramide (IPC) synthase. Haplofungin A inhibited the activity of IPC synthase from
Saccharomyces cerevisiae
with an IC
50
value of 0.0015 μg ml
−1
. This inhibitor also suppressed the growth of
Candida glabrata
at the MIC value of 0.5 μg ml
−1
.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.1038/ja.2009.72</identifier><identifier>PMID: 19644518</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>Antifungal agents ; Antifungal Agents - chemistry ; Antifungal Agents - isolation & purification ; Antifungal Agents - metabolism ; Antifungal Agents - pharmacology ; Ascomycota - classification ; Ascomycota - growth & development ; Ascomycota - isolation & purification ; Ascomycota - metabolism ; Bacteriology ; Biomedical and Life Sciences ; Bioorganic Chemistry ; Candida glabrata - drug effects ; Candida glabrata - enzymology ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - metabolism ; Enzyme Inhibitors - pharmacology ; Fatty Acids, Unsaturated - chemistry ; Fatty Acids, Unsaturated - isolation & purification ; Fatty Acids, Unsaturated - metabolism ; Fatty Acids, Unsaturated - pharmacology ; Fermentation ; Hexosyltransferases - antagonists & inhibitors ; Humans ; Life Sciences ; Medicinal Chemistry ; Microbial Sensitivity Tests ; Microbiology ; Organic Chemistry ; original-article ; Saccharomyces cerevisiae - drug effects ; Saccharomyces cerevisiae - enzymology ; Soil Microbiology ; Structure-Activity Relationship</subject><ispartof>Journal of antibiotics, 2009-10, Vol.62 (10), p.545-549</ispartof><rights>Japan Antibiotics Research Association 2009</rights><rights>Copyright Nature Publishing Group Oct 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c439t-159ab0559c8a066dcebec9b61b9a29d0bde3e9ee56a7b72c95869ed68282f63e3</citedby><cites>FETCH-LOGICAL-c439t-159ab0559c8a066dcebec9b61b9a29d0bde3e9ee56a7b72c95869ed68282f63e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19644518$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ohnuki, Takashi</creatorcontrib><creatorcontrib>Yano, Tatsuya</creatorcontrib><creatorcontrib>Ono, Yasunori</creatorcontrib><creatorcontrib>Kozuma, Shiho</creatorcontrib><creatorcontrib>Suzuki, Toshihiro</creatorcontrib><creatorcontrib>Ogawa, Yasumasa</creatorcontrib><creatorcontrib>Takatsu, Toshio</creatorcontrib><title>Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 I. Taxonomy, fermentation, isolation and biological activities</title><title>Journal of antibiotics</title><addtitle>J Antibiot</addtitle><addtitle>J Antibiot (Tokyo)</addtitle><description>In the course of screening for antifungal agents, we have discovered eight novel compounds, haplofungin A, B, C, D, E, F, G and H, from a culture broth of the fungus strain
Lauriomyces bellulus
SANK 26899. Haplofungins are composed of an arabinonic acid moiety linked through an ester to a modified long alkyl chain and show potent inhibitory activities against fungal inositol phosphorylceramide (IPC) synthase. Haplofungin A inhibited the activity of IPC synthase from
Saccharomyces cerevisiae
with an IC
50
value of 0.0015 μg ml
−1
. This inhibitor also suppressed the growth of
Candida glabrata
at the MIC value of 0.5 μg ml
−1
.</description><subject>Antifungal agents</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - isolation & purification</subject><subject>Antifungal Agents - metabolism</subject><subject>Antifungal Agents - pharmacology</subject><subject>Ascomycota - classification</subject><subject>Ascomycota - growth & development</subject><subject>Ascomycota - isolation & purification</subject><subject>Ascomycota - metabolism</subject><subject>Bacteriology</subject><subject>Biomedical and Life Sciences</subject><subject>Bioorganic Chemistry</subject><subject>Candida glabrata - drug effects</subject><subject>Candida glabrata - enzymology</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - metabolism</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Fatty Acids, Unsaturated - chemistry</subject><subject>Fatty Acids, Unsaturated - isolation & purification</subject><subject>Fatty Acids, Unsaturated - metabolism</subject><subject>Fatty Acids, Unsaturated - pharmacology</subject><subject>Fermentation</subject><subject>Hexosyltransferases - antagonists & inhibitors</subject><subject>Humans</subject><subject>Life Sciences</subject><subject>Medicinal Chemistry</subject><subject>Microbial Sensitivity Tests</subject><subject>Microbiology</subject><subject>Organic Chemistry</subject><subject>original-article</subject><subject>Saccharomyces cerevisiae - drug effects</subject><subject>Saccharomyces cerevisiae - enzymology</subject><subject>Soil Microbiology</subject><subject>Structure-Activity Relationship</subject><issn>0021-8820</issn><issn>1881-1469</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>BENPR</sourceid><recordid>eNpl0d1uFCEUB3BiNHat3vgAhsSLJtpZgZnh47Jp1Dbd6IX1egLMmV02DKww07hv1MeUupvY2AsCCb_zP5CD0FtKlpTU8tNWLxkhainYM7SgUtKKNlw9RwtCGK2kZOQEvcp5S0gtaiFfohOqeNO0VC7Q_ZXe-TjMYe1CPsch3oHHLsTspujxbhNzWWnvLSQ9uh5w3odpozMUtHGmqFTKhhRHvNJzcnHcW8jYgPeznzP-cfHtBjMulcLXS3yrf8dQSKmANEKY9ORiOMcuR__3iHXosXHRx7Wz2mNtJ3fnJgf5NXoxaJ_hzXE_RT-_fL69vKpW379eX16sKtvUaqpoq7Qhbaus1ITz3oIBqwynRmmmemJ6qEEBtFwLI5hVreQKei6ZZAOvoT5FZ4fcXYq_ZshTN7psy3d0gDjnTtQNJS1rVZHv_5PbOKdQHtdRIYUQTDZ1UR8OyqaYc4Kh2yU36rTvKOkextdtdfcwvk6wgt8dI2czQv-PHudVwMcDyOUqrCE96vk07g_YkKcL</recordid><startdate>20091001</startdate><enddate>20091001</enddate><creator>Ohnuki, Takashi</creator><creator>Yano, Tatsuya</creator><creator>Ono, Yasunori</creator><creator>Kozuma, Shiho</creator><creator>Suzuki, Toshihiro</creator><creator>Ogawa, Yasumasa</creator><creator>Takatsu, Toshio</creator><general>Nature Publishing Group UK</general><general>Nature Publishing Group</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7QL</scope><scope>7T5</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7P</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20091001</creationdate><title>Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 I. 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drug effects</topic><topic>Candida glabrata - enzymology</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - metabolism</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Fatty Acids, Unsaturated - chemistry</topic><topic>Fatty Acids, Unsaturated - isolation & purification</topic><topic>Fatty Acids, Unsaturated - metabolism</topic><topic>Fatty Acids, Unsaturated - pharmacology</topic><topic>Fermentation</topic><topic>Hexosyltransferases - antagonists & inhibitors</topic><topic>Humans</topic><topic>Life Sciences</topic><topic>Medicinal Chemistry</topic><topic>Microbial Sensitivity Tests</topic><topic>Microbiology</topic><topic>Organic Chemistry</topic><topic>original-article</topic><topic>Saccharomyces cerevisiae - drug effects</topic><topic>Saccharomyces cerevisiae - enzymology</topic><topic>Soil Microbiology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ohnuki, Takashi</creatorcontrib><creatorcontrib>Yano, Tatsuya</creatorcontrib><creatorcontrib>Ono, Yasunori</creatorcontrib><creatorcontrib>Kozuma, Shiho</creatorcontrib><creatorcontrib>Suzuki, Toshihiro</creatorcontrib><creatorcontrib>Ogawa, Yasumasa</creatorcontrib><creatorcontrib>Takatsu, Toshio</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Immunology Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Biological Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of antibiotics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ohnuki, Takashi</au><au>Yano, Tatsuya</au><au>Ono, Yasunori</au><au>Kozuma, Shiho</au><au>Suzuki, Toshihiro</au><au>Ogawa, Yasumasa</au><au>Takatsu, Toshio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 I. Taxonomy, fermentation, isolation and biological activities</atitle><jtitle>Journal of antibiotics</jtitle><stitle>J Antibiot</stitle><addtitle>J Antibiot (Tokyo)</addtitle><date>2009-10-01</date><risdate>2009</risdate><volume>62</volume><issue>10</issue><spage>545</spage><epage>549</epage><pages>545-549</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><abstract>In the course of screening for antifungal agents, we have discovered eight novel compounds, haplofungin A, B, C, D, E, F, G and H, from a culture broth of the fungus strain
Lauriomyces bellulus
SANK 26899. Haplofungins are composed of an arabinonic acid moiety linked through an ester to a modified long alkyl chain and show potent inhibitory activities against fungal inositol phosphorylceramide (IPC) synthase. Haplofungin A inhibited the activity of IPC synthase from
Saccharomyces cerevisiae
with an IC
50
value of 0.0015 μg ml
−1
. This inhibitor also suppressed the growth of
Candida glabrata
at the MIC value of 0.5 μg ml
−1
.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>19644518</pmid><doi>10.1038/ja.2009.72</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of antibiotics, 2009-10, Vol.62 (10), p.545-549 |
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| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Alma/SFX Local Collection |
| subjects | Antifungal agents Antifungal Agents - chemistry Antifungal Agents - isolation & purification Antifungal Agents - metabolism Antifungal Agents - pharmacology Ascomycota - classification Ascomycota - growth & development Ascomycota - isolation & purification Ascomycota - metabolism Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Candida glabrata - drug effects Candida glabrata - enzymology Enzyme Inhibitors - chemistry Enzyme Inhibitors - metabolism Enzyme Inhibitors - pharmacology Fatty Acids, Unsaturated - chemistry Fatty Acids, Unsaturated - isolation & purification Fatty Acids, Unsaturated - metabolism Fatty Acids, Unsaturated - pharmacology Fermentation Hexosyltransferases - antagonists & inhibitors Humans Life Sciences Medicinal Chemistry Microbial Sensitivity Tests Microbiology Organic Chemistry original-article Saccharomyces cerevisiae - drug effects Saccharomyces cerevisiae - enzymology Soil Microbiology Structure-Activity Relationship |
| title | Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 I. Taxonomy, fermentation, isolation and biological activities |
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