Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891
The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also...
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| Veröffentlicht in: | Organic letters 2002-10, Vol.4 (20), p.3383-3386 |
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| container_end_page | 3386 |
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| container_issue | 20 |
| container_start_page | 3383 |
| container_title | Organic letters |
| container_volume | 4 |
| creator | Eguchi, Tadashi Kobayashi, Kayako Uekusa, Hidehiro Ohashi, Yuji Mizoue, Kazutoshi Matsushima, Yoshitaka Kakinuma, Katsumi |
| description | The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations. |
| doi_str_mv | 10.1021/ol026518k |
| format | Article |
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The absolute configuration of FD-891 turned out to be as shown above. 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The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations.</description><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - toxicity</subject><subject>Macrolides</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>Stereoisomerism</subject><subject>X-Ray Diffraction</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0MFOAjEQBuDGaETRgy9gevHgYbXTUnZ7JChqAnJQz5tpaZPFhZK2a-TtrYHgxdNMJl8mMz8hV8DugHG49y3jQwnV5xE5A8lFUTLJjw_9kPXIeYxLxiBP1CnpARdcMD44I_O3ZIP1MYXOpC5Y6h1F-uq_bEvH2-ST_24MhaqY2ZXOckFnaIJv0SS_tnS0To1ufMpm8lBUCi7IicM22st97ZOPyeP7-LmYzp9exqNpgQMOqcAStRqWzgmB6CqthJH5hZJrLAFQIq9QaotlRgxRMAOG4cJxJZVlCkWf3O725mNiDNbVm9CsMGxrYPVvKPUhlGyvd3bT6ZVd_Ml9Chnc7ACaWC99F9b59H8W_QARhWfv</recordid><startdate>20021003</startdate><enddate>20021003</enddate><creator>Eguchi, Tadashi</creator><creator>Kobayashi, Kayako</creator><creator>Uekusa, Hidehiro</creator><creator>Ohashi, Yuji</creator><creator>Mizoue, Kazutoshi</creator><creator>Matsushima, Yoshitaka</creator><creator>Kakinuma, Katsumi</creator><general>American Chemical Society</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></search><sort><creationdate>20021003</creationdate><title>Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891</title><author>Eguchi, Tadashi ; Kobayashi, Kayako ; Uekusa, Hidehiro ; Ohashi, Yuji ; Mizoue, Kazutoshi ; Matsushima, Yoshitaka ; Kakinuma, Katsumi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a421t-a7ab967ff33aaf8b93c526572ba711a5a28a5bea79670aa30c1c0adf2959e09a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - toxicity</topic><topic>Macrolides</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>Stereoisomerism</topic><topic>X-Ray Diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Eguchi, Tadashi</creatorcontrib><creatorcontrib>Kobayashi, Kayako</creatorcontrib><creatorcontrib>Uekusa, Hidehiro</creatorcontrib><creatorcontrib>Ohashi, Yuji</creatorcontrib><creatorcontrib>Mizoue, Kazutoshi</creatorcontrib><creatorcontrib>Matsushima, Yoshitaka</creatorcontrib><creatorcontrib>Kakinuma, Katsumi</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Eguchi, Tadashi</au><au>Kobayashi, Kayako</au><au>Uekusa, Hidehiro</au><au>Ohashi, Yuji</au><au>Mizoue, Kazutoshi</au><au>Matsushima, Yoshitaka</au><au>Kakinuma, Katsumi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2002-10, Vol.4 (20), p.3383-3386 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - toxicity Macrolides Magnetic Resonance Spectroscopy Molecular Conformation Molecular Structure Stereoisomerism X-Ray Diffraction |
| title | Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891 |
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