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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| Published in: | Organic letters Vol. 4; no. 20; pp. 3383 - 3386 |
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| Main Authors: | , , , , , , |
| Format: | Journal Article |
| Language: | English |
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American Chemical Society
03-10-2002
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| Abstract | 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. |
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| AbstractList | 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. [structure: see text] 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. |
| Author | Eguchi, Tadashi Uekusa, Hidehiro Mizoue, Kazutoshi Kakinuma, Katsumi Ohashi, Yuji Kobayashi, Kayako Matsushima, Yoshitaka |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/12323024$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1002/jcc.540130213 10.1016/S0040-4039(98)00454-7 10.1021/ja00172a038 10.1002/jcc.540140610 10.1021/ci00007a003 10.1021/ja00059a003 10.1002/(SICI)1096-987X(199604)17:5/6<490::AID-JCC1>3.0.CO;2-P 10.4049/jimmunol.156.10.3678 10.1247/csf.18.139 10.1021/bi00066a008 10.1016/0898-5529(88)90015-2 10.1002/jcc.540120908 10.7164/antibiotics.47.1234 10.1021/ja00225a031 10.1021/bi001759q 10.7164/antibiotics.47.1226 10.1002/(SICI)1096-987X(199604)17:5/6<520::AID-JCC2>3.0.CO;2-W 10.7164/antibiotics.45.1108 10.1046/j.1365-2567.2000.00039.x 10.1002/(SICI)1096-987X(199604)17:5/6<553::AID-JCC3>3.0.CO;2-T 10.1016/0040-4020(80)80155-4 |
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| SubjectTerms | 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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